{"product_id":"hydrogen-sulfide-isbn-9781119799870","title":"Hydrogen Sulfide","description":"\u003cb\u003eHYDROGEN SULFIDE\u003c\/b\u003e \u003cp\u003e\u003cb\u003eCovers H\u003csub\u003e2\u003c\/sub\u003eS interactions, methods of detection and delivery in biological environments, and a wide range of applications\u003c\/b\u003e \u003c\/p\u003e\u003cp\u003eResearch on hydrogen sulfide (H\u003csub\u003e2\u003c\/sub\u003eS) spans diverse disciplines including chemistry, biology, and physiology. In recent years, new materials and approaches have been developed to deliver H\u003csub\u003e2\u003c\/sub\u003eS and related reactive sulfur species in various clinical contexts. Although many biological pathways involving H\u003csub\u003e2\u003c\/sub\u003eS are complex, all are governed by fundamental chemical interactions between reactive sulfur species and other molecular entities. \u003c\/p\u003e\u003cp\u003e\u003ci\u003eHydrogen Sulfide: Chemical Biology Basics, Detection Methods, Therapeutic Applications, and Case Studies\u003c\/i\u003e provides the foundation required for understanding the fundamental chemical biology of H\u003csub\u003e2\u003c\/sub\u003eS while highlighting the compound’s therapeutic potential and medicinal applications. This book covers key aspects of H\u003csub\u003e2\u003c\/sub\u003eS chemical biology, including the fundamental chemistry of reactive sulfur species; the measurement, detection, and delivery of H\u003csub\u003e2\u003c\/sub\u003eS in biological environments; and the therapeutic and medicinal uses of exogenous H\u003csub\u003e2\u003c\/sub\u003eS delivery in various pharmacologically relevant systems. Throughout the text, editor Michael Pluth and chapter contributors discuss the opportunities and future of the multidisciplinary field. \u003c\/p\u003e\u003cul\u003e\n\u003cli\u003eProvides approaches for delivering H\u003csub\u003e2\u003c\/sub\u003eS with relevance to biological and therapeutic applications\u003c\/li\u003e \u003cli\u003eDescribes complex interactions of H\u003csub\u003e2\u003c\/sub\u003eS with bioinorganic complexes and reactive sulfur, nitrogen, and oxygen species \u003c\/li\u003e \u003cli\u003eSummarizes advances in available tools to detect, measure, and modulate H\u003csub\u003e2\u003c\/sub\u003eS levels in biological environments, such as real-time methods for H\u003csub\u003e2\u003c\/sub\u003eS fluorescence imaging in live cell and animal systems \u003c\/li\u003e \u003cli\u003eHelps readers understand known systems and make connections to new and undiscovered pathways and mechanisms of action \u003c\/li\u003e \u003cli\u003eIncludes in-depth case studies of different systems in which H\u003csub\u003e2\u003c\/sub\u003eS plays an important role\u003c\/li\u003e\n\u003c\/ul\u003e \u003cp\u003e\u003ci\u003eHydrogen Sulfide: Chemical Biology Basics, Detection Methods, Therapeutic Applications, and Case Studies\u003c\/i\u003e is an important source of current knowledge for researchers, academics, graduate students, and industrial scientists in the fields of redox biology, hydrogen sulfide research, and medicinal chemistry of small biological molecules. \u003c\/p\u003e\u003cp\u003ePreface xvii\u003c\/p\u003e \u003cp\u003eList of Contributors xix\u003c\/p\u003e \u003cp\u003e\u003cb\u003e1 Fundamental and Biologically Relevant Chemistry of H\u003csub\u003e2\u003c\/sub\u003eS and Related Species \u003c\/b\u003e\u003cb\u003e1\u003cbr\u003e\u003c\/b\u003e\u003ci\u003eJon M. Fukuto\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003eList of Abbreviations 1\u003c\/p\u003e \u003cp\u003e1.1 Introduction 2\u003c\/p\u003e \u003cp\u003e1.2 The Chemical Biology of H\u003csub\u003e2\u003c\/sub\u003eS 2\u003c\/p\u003e \u003cp\u003e1.2.1 Basic Chemical Properties of H\u003csub\u003e2\u003c\/sub\u003eS 3\u003c\/p\u003e \u003cp\u003e1.2.2 H\u003csub\u003e2\u003c\/sub\u003eS Redox Chemistry 4\u003c\/p\u003e \u003cp\u003e1.2.3 Reactions of H\u003csub\u003e2\u003c\/sub\u003eS with Metals\/Metalloproteins 5\u003c\/p\u003e \u003cp\u003e1.2.4 H\u003csub\u003e2\u003c\/sub\u003eS and Sulfheme Formation 6\u003c\/p\u003e \u003cp\u003e1.2.5 H\u003csub\u003e2\u003c\/sub\u003eS and Heavy Metals 7\u003c\/p\u003e \u003cp\u003e1.3 H\u003csub\u003e2\u003c\/sub\u003eS Reactions with Other Sulfur Species 8\u003c\/p\u003e \u003cp\u003e1.3.1 Sulfane Sulfur 8\u003c\/p\u003e \u003cp\u003e1.3.2 Generation of RSSH 8\u003c\/p\u003e \u003cp\u003e1.3.3 RSH Versus RSSH Comparison 9\u003c\/p\u003e \u003cp\u003e1.3.4 RSSH Interactions with Metals\/Metalloproteins 14\u003c\/p\u003e \u003cp\u003e1.3.5 The Electrophilicity of RSSH 14\u003c\/p\u003e \u003cp\u003e1.3.6 Higher-Order Polysulfides 15\u003c\/p\u003e \u003cp\u003e1.3.7 RSSH Instability 16\u003c\/p\u003e \u003cp\u003e1.4 The Biochemical Utility of RSSH 17\u003c\/p\u003e \u003cp\u003e1.5 Summary\/Conclusion 18\u003c\/p\u003e \u003cp\u003eReferences 18\u003c\/p\u003e \u003cp\u003e\u003cb\u003e2 Signaling by Hydrogen Sulfide (H\u003csub\u003e2\u003c\/sub\u003eS) and Polysulfides (H\u003csub\u003e2\u003c\/sub\u003eS\u003ci\u003e\u003csub\u003en\u003c\/sub\u003e\u003c\/i\u003e) and the Interaction with Other Signaling Pathways \u003c\/b\u003e\u003cb\u003e27\u003cbr\u003e\u003c\/b\u003e\u003ci\u003eHideo Kimura\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003eList of Abbreviations 27\u003c\/p\u003e \u003cp\u003e2.1 Introduction 28\u003c\/p\u003e \u003cp\u003e2.2 Determination of the Endogenous Concentrations of H\u003csub\u003e2\u003c\/sub\u003eS 29\u003c\/p\u003e \u003cp\u003e2.3 H\u003csub\u003e2\u003c\/sub\u003eS and H\u003csub\u003e2\u003c\/sub\u003eS\u003ci\u003e\u003csub\u003en\u003c\/sub\u003e \u003c\/i\u003eas Signaling Molecules 31\u003c\/p\u003e \u003cp\u003e2.4 Crosstalk Between H\u003csub\u003e2\u003c\/sub\u003eS and NO 32\u003c\/p\u003e \u003cp\u003e2.4.1 The Chemical Interaction of H\u003csub\u003e2\u003c\/sub\u003eS and NO Produces H\u003csub\u003e2\u003c\/sub\u003eS\u003ci\u003e\u003csub\u003en\u003c\/sub\u003e \u003c\/i\u003e32\u003c\/p\u003e \u003cp\u003e2.4.2 Regulation of NO-Producing Enzymes by H\u003csub\u003e2\u003c\/sub\u003eS and Vice Versa 33\u003c\/p\u003e \u003cp\u003e2.5 Cytoprotective Effect of H\u003csub\u003e2\u003c\/sub\u003eS, H\u003csub\u003e2\u003c\/sub\u003eS\u003ci\u003e\u003csub\u003en\u003c\/sub\u003e\u003c\/i\u003e, and H\u003csub\u003e2\u003c\/sub\u003eSO\u003csub\u003e3\u003c\/sub\u003e 34\u003c\/p\u003e \u003cp\u003e2.6 Energy Formation in Mitochondria with H\u003csub\u003e2\u003c\/sub\u003eS 34\u003c\/p\u003e \u003cp\u003e2.7 \u003ci\u003eS\u003c\/i\u003e-Sulfurated Proteins and Bound Sulfane Sulfur in Cells 35\u003c\/p\u003e \u003cp\u003e2.8 Regulating the Activity of Target Proteins by H\u003csub\u003e2\u003c\/sub\u003eS and H\u003csub\u003e2\u003c\/sub\u003eS\u003ci\u003e\u003csub\u003en\u003c\/sub\u003e \u003c\/i\u003e36\u003c\/p\u003e \u003cp\u003e2.8.1 S-Sulfuration by H\u003csub\u003e2\u003c\/sub\u003eS 37\u003c\/p\u003e \u003cp\u003e2.8.2 S-Sulfuration by H\u003csub\u003e2\u003c\/sub\u003eS\u003ci\u003e\u003csub\u003en\u003c\/sub\u003e \u003c\/i\u003e38\u003c\/p\u003e \u003cp\u003e2.9 Perspectives 38\u003c\/p\u003e \u003cp\u003eAcknowledgments 40\u003c\/p\u003e \u003cp\u003eAuthor Disclosure Statement 41\u003c\/p\u003e \u003cp\u003eReferences 41\u003c\/p\u003e \u003cp\u003e\u003cb\u003e3 Persulfides and Their Reactions in Biological Contexts \u003c\/b\u003e\u003cb\u003e49\u003cbr\u003e\u003c\/b\u003e\u003ci\u003eDayana Benchoam, Ernesto Cuevasanta, Matías N. Möller, and Beatriz Alvarez\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003eList of Abbreviations 49\u003c\/p\u003e \u003cp\u003e3.1 Persulfides Are Key Intermediates in Sulfur Metabolism and Signaling 49\u003c\/p\u003e \u003cp\u003e3.2 Persulfides Are Formed in Biological Systems through Different Pathways 51\u003c\/p\u003e \u003cp\u003e3.2.1 Disulfides Form Persulfides in the Presence of H\u003csub\u003e2\u003c\/sub\u003eS 51\u003c\/p\u003e \u003cp\u003e3.2.2 Sulfenic Acids Can Also Form Persulfides by Reaction with H\u003csub\u003e2\u003c\/sub\u003eS 53\u003c\/p\u003e \u003cp\u003e3.2.3 Other Persulfide Formation Pathways Involve Oxidation Products of H\u003csub\u003e2\u003c\/sub\u003eS 53\u003c\/p\u003e \u003cp\u003e3.2.4 Some Sulfur Atoms for Persulfides Are Donated by Free Cysteine 54\u003c\/p\u003e \u003cp\u003e3.2.5 Trisulfides Are Also a Source of Persulfides 55\u003c\/p\u003e \u003cp\u003e3.2.6 Persulfides Can Be Prepared in the Lab 56\u003c\/p\u003e \u003cp\u003e3.3 Persulfides Are More Acidic Than Thiols 56\u003c\/p\u003e \u003cp\u003e3.4 Persulfides Are Stronger Nucleophiles Than Thiols 58\u003c\/p\u003e \u003cp\u003e3.5 Persulfidation Protects Against Irreversible Oxidation 60\u003c\/p\u003e \u003cp\u003e3.6 Persulfides Interact with Metals and Metalloproteins 61\u003c\/p\u003e \u003cp\u003e3.7 Persulfides Have Electrophilic Character in Both Sulfur Atoms 62\u003c\/p\u003e \u003cp\u003e3.8 Persulfides Are Efficient One-Electron Reductants 63\u003c\/p\u003e \u003cp\u003e3.9 Concluding Remarks 64\u003c\/p\u003e \u003cp\u003eReferences 64\u003c\/p\u003e \u003cp\u003e\u003cb\u003e4 Hydrogen Sulfide, Reactive Nitrogen Species, and “The Joy of the Experimental Play” \u003c\/b\u003e\u003cb\u003e77\u003cbr\u003e\u003c\/b\u003e\u003ci\u003eMiriam M. Cortese-Krott\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e4.1 Introduction 77\u003c\/p\u003e \u003cp\u003e4.2 Basic Physicochemical Properties of Nitric Oxide and Its Biological Relevant Metabolites 79\u003c\/p\u003e \u003cp\u003e4.2.1 Nitric Oxide 79\u003c\/p\u003e \u003cp\u003e4.2.2 Nitrite 80\u003c\/p\u003e \u003cp\u003e4.2.3 Nitrosothiols (RSNOs) 81\u003c\/p\u003e \u003cp\u003e4.3 Basic Physicochemical Properties of H\u003csub\u003e2\u003c\/sub\u003eS and Its Biological Relevant Metabolites 82\u003c\/p\u003e \u003cp\u003e4.3.1 H\u003csub\u003e2\u003c\/sub\u003eS\/HS− 83\u003c\/p\u003e \u003cp\u003e4.3.2 Polysulfides and Persulfide 85\u003c\/p\u003e \u003cp\u003e4.4 Inorganic Sulfur–Nitrogen Compounds 86\u003c\/p\u003e \u003cp\u003e4.4.1 HSNO\/SNO− 87\u003c\/p\u003e \u003cp\u003e4.4.2 SSNO− 89\u003c\/p\u003e \u003cp\u003e4.4.3 SULFI\/NO 90\u003c\/p\u003e \u003cp\u003e4.5 Putative Biological Relevance of the NO\/H\u003csub\u003e2\u003c\/sub\u003eS Chemical Interaction 90\u003c\/p\u003e \u003cp\u003e4.5.1 Pharmacological Activity 90\u003c\/p\u003e \u003cp\u003e4.5.2 Putative Sources of SSNO− and SULFI\/NO \u003ci\u003eIn Vivo \u003c\/i\u003e91\u003c\/p\u003e \u003cp\u003e4.5.3 Methods of Detection \u003ci\u003eIn Vivo \u003c\/i\u003e92\u003c\/p\u003e \u003cp\u003e4.6 Summary and Conclusions 93\u003c\/p\u003e \u003cp\u003eAcknowledgment 93\u003c\/p\u003e \u003cp\u003eReferences 93\u003c\/p\u003e \u003cp\u003e\u003cb\u003e5 H\u003csub\u003e2\u003c\/sub\u003eS and Bioinorganic Metal Complexes \u003c\/b\u003e\u003cb\u003e103\u003cbr\u003e\u003c\/b\u003e\u003ci\u003eZachary J. Tonzetich\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003eList of Abbreviations 103\u003c\/p\u003e \u003cp\u003e5.1 Introduction 104\u003c\/p\u003e \u003cp\u003e5.2 Basic Ligative Properties of H\u003csub\u003e2\u003c\/sub\u003eS\/HS− 105\u003c\/p\u003e \u003cp\u003e5.3 H\u003csub\u003e2\u003c\/sub\u003eS and Heme Iron 106\u003c\/p\u003e \u003cp\u003e5.4 H\u003csub\u003e2\u003c\/sub\u003eS and Nonheme Iron 112\u003c\/p\u003e \u003cp\u003e5.5 H\u003csub\u003e2\u003c\/sub\u003eS Chemistry with Other Metals 122\u003c\/p\u003e \u003cp\u003e5.6 H\u003csub\u003e2\u003c\/sub\u003eS Sensing with Transition Metal Complexes 126\u003c\/p\u003e \u003cp\u003e5.7 Summary 131\u003c\/p\u003e \u003cp\u003eAcknowledgments 134\u003c\/p\u003e \u003cp\u003eReferences 134\u003c\/p\u003e \u003cp\u003e\u003cb\u003e6 Measurement of Hydrogen Sulfide Metabolites Using the Monobromobimane Method \u003c\/b\u003e\u003cb\u003e143\u003cbr\u003e\u003c\/b\u003e\u003ci\u003eXinggui Shen, Ellen H. Speers, and Christopher G. Kevil\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003eList of Abbreviations 143\u003c\/p\u003e \u003cp\u003e6.1 Introduction 143\u003c\/p\u003e \u003cp\u003e6.1.1 Hydrogen Sulfide: Biological Significance 143\u003c\/p\u003e \u003cp\u003e6.1.2 Hydrogen Sulfide Chemistry 144\u003c\/p\u003e \u003cp\u003e6.1.3 Bioavailable Sulfide 144\u003c\/p\u003e \u003cp\u003e6.2 Monobromobimane: An Optimal Method of Bioavailable Sulfur Detection 145\u003c\/p\u003e \u003cp\u003e6.2.1 Monobromobimane Derivatization of Hydrogen Sulfide 146\u003c\/p\u003e \u003cp\u003e6.2.2 History of the Monobromobimane Method 147\u003c\/p\u003e \u003cp\u003e6.3 Procedures 148\u003c\/p\u003e \u003cp\u003e6.3.1 Sulfide-Dibimane Standard Synthesis 148\u003c\/p\u003e \u003cp\u003e6.3.2 Bioavailable Sulfide Preparation 149\u003c\/p\u003e \u003cp\u003e6.3.3 Monobromobimane Derivatization 149\u003c\/p\u003e \u003cp\u003e6.3.4 HPLC with Fluorescence Detection 150\u003c\/p\u003e \u003cp\u003e6.3.5 Mass Spectrometry Detection 150\u003c\/p\u003e \u003cp\u003e6.4 Caveats and Considerations 151\u003c\/p\u003e \u003cp\u003eAcknowledgment 152\u003c\/p\u003e \u003cp\u003eDisclosures 152\u003c\/p\u003e \u003cp\u003eReferences 152\u003c\/p\u003e \u003cp\u003e\u003cb\u003e7 Fluorescent Probes for H\u003csub\u003e2\u003c\/sub\u003eS Detection: Cyclization-Based Approaches \u003c\/b\u003e\u003cb\u003e157\u003cbr\u003e\u003c\/b\u003e\u003ci\u003eYingying Wang, Yannie Lam, Caitlin McCartney, Brock Brummett, Geat Ramush, and Ming Xian\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003eList of Abbreviations 157\u003c\/p\u003e \u003cp\u003e7.1 Introduction 157\u003c\/p\u003e \u003cp\u003e7.2 General Design of Nucleophilic Reaction-Cyclization Based Fluorescent Probes 159\u003c\/p\u003e \u003cp\u003e7.2.1 WSP Probes 159\u003c\/p\u003e \u003cp\u003e7.2.2 2,2′-Dithiosalicylic Ester-Based Probes 164\u003c\/p\u003e \u003cp\u003e7.2.3 Alkyl Halide-Based Probes 166\u003c\/p\u003e \u003cp\u003e7.2.4 Diselenide-Based Probes 167\u003c\/p\u003e \u003cp\u003e7.2.5 Selenenyl Sulfide-Based Probes 167\u003c\/p\u003e \u003cp\u003e7.2.6 Aldehyde Addition-Based Probes 169\u003c\/p\u003e \u003cp\u003e7.2.7 Michael Addition-Cyclization Based Probes 175\u003c\/p\u003e \u003cp\u003e7.3 Conclusions and Perspectives 177\u003c\/p\u003e \u003cp\u003eAcknowledgments 177\u003c\/p\u003e \u003cp\u003eReferences 177\u003c\/p\u003e \u003cp\u003e\u003cb\u003e8 Fluorescent Probes for H\u003csub\u003e2\u003c\/sub\u003eS Detection: Electrophile-Based Approaches \u003c\/b\u003e\u003cb\u003e183\u003cbr\u003e\u003c\/b\u003e\u003ci\u003eLong Yi and Zhen Xi\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e8.1 Introduction 183\u003c\/p\u003e \u003cp\u003e8.2 Selected Probes Based on Different Reaction Types 185\u003c\/p\u003e \u003cp\u003e8.2.1 Cleavage of C—O Bond 185\u003c\/p\u003e \u003cp\u003e8.2.2 Cleavage of C—S Bond 188\u003c\/p\u003e \u003cp\u003e8.2.3 Cleavage of C—Cl Bond 190\u003c\/p\u003e \u003cp\u003e8.2.4 Michael Addition 191\u003c\/p\u003e \u003cp\u003e8.2.5 Cleavage of C—N Bond 193\u003c\/p\u003e \u003cp\u003e8.2.6 Reduction of Aryl Azide 193\u003c\/p\u003e \u003cp\u003e8.3 Conclusion and Future Prospects 197\u003c\/p\u003e \u003cp\u003eReferences 199\u003c\/p\u003e \u003cp\u003e\u003cb\u003e9 Fluorescent Probes for H\u003csub\u003e2\u003c\/sub\u003eS Detection: Metal-Based Approaches \u003c\/b\u003e\u003cb\u003e203\u003cbr\u003e\u003c\/b\u003e\u003ci\u003eMaria Strianese and Claudio Pellecchia\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e9.1 Introduction 203\u003c\/p\u003e \u003cp\u003e9.2 Metal Displacement Approach 205\u003c\/p\u003e \u003cp\u003e9.2.1 Copper-Based Systems 205\u003c\/p\u003e \u003cp\u003e9.2.2 Zinc-Based Systems 214\u003c\/p\u003e \u003cp\u003e9.2.3 Different Metal-Based Systems 216\u003c\/p\u003e \u003cp\u003e9.3 Coordinative-Based Approach 218\u003c\/p\u003e \u003cp\u003e9.3.1 Metalloporphyrin-Based Systems 218\u003c\/p\u003e \u003cp\u003e9.3.1.1 Synthetic Systems 219\u003c\/p\u003e \u003cp\u003e9.3.1.2 Natural Systems 220\u003c\/p\u003e \u003cp\u003e9.3.2 Salen-Based Systems 220\u003c\/p\u003e \u003cp\u003e9.3.3 Systems with Different Organic Ligands 221\u003c\/p\u003e \u003cp\u003e9.4 H\u003csub\u003e2\u003c\/sub\u003eS-Mediated Reduction of the Metal Center 223\u003c\/p\u003e \u003cp\u003e9.5 Conclusions and Future Outlooks 224\u003c\/p\u003e \u003cp\u003eReferences 225\u003c\/p\u003e \u003cp\u003e\u003cb\u003e10 H\u003csub\u003e2\u003c\/sub\u003eS Release from P=S and Se—S Motifs \u003c\/b\u003e\u003cb\u003e235\u003cbr\u003e\u003c\/b\u003e\u003ci\u003eRynne A. Hankins and John C. Lukesh III\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003eList of Abbreviations 235\u003c\/p\u003e \u003cp\u003e10.1 Introduction 235\u003c\/p\u003e \u003cp\u003e10.2 H\u003csub\u003e2\u003c\/sub\u003eS Release from P=S Motifs 236\u003c\/p\u003e \u003cp\u003e10.2.1 GYY4137: Synthesis and Characterization of H\u003csub\u003e2\u003c\/sub\u003eS Release 237\u003c\/p\u003e \u003cp\u003e10.2.2 GYY4137: Biological Studies 238\u003c\/p\u003e \u003cp\u003e10.2.3 GYY4137: Mechanistic Studies 240\u003c\/p\u003e \u003cp\u003e10.2.4 GYY4137: Structural Modifications and Activity of Analogs 242\u003c\/p\u003e \u003cp\u003e10.2.5 JK Donors: Cyclization-Assisted H\u003csub\u003e2\u003c\/sub\u003eS Release from P=S Motifs 248\u003c\/p\u003e \u003cp\u003e10.3 H2S Release from Se—S Motifs 249\u003c\/p\u003e \u003cp\u003e10.3.1 Acyl Selenylsulfides: Synthesis and Characterization of H\u003csub\u003e2\u003c\/sub\u003eS Release 251\u003c\/p\u003e \u003cp\u003e10.3.2 Acyl Selenylsulfides: Mechanistic Studies 251\u003c\/p\u003e \u003cp\u003e10.4 Acyl Selenylsulfides: Structural Modifications and Activity of Analogs 253\u003c\/p\u003e \u003cp\u003e10.5 Conclusions 253\u003c\/p\u003e \u003cp\u003eReferences 254\u003c\/p\u003e \u003cp\u003e\u003cb\u003e11 Hydrogen Sulfide: The Hidden Player of Isothiocyanates Pharmacology \u003c\/b\u003e\u003cb\u003e261\u003cbr\u003e\u003c\/b\u003e\u003ci\u003eValentina Citi, Eugenia Piragine, Vincenzo Calderone, and Alma Martelli\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e11.1 Organic Isothiocyanates as H\u003csub\u003e2\u003c\/sub\u003eS-Donors 261\u003c\/p\u003e \u003cp\u003e11.2 Organic ITCs and Cardiovascular System 266\u003c\/p\u003e \u003cp\u003e11.2.1 Effect of ITCs as H\u003csub\u003e2\u003c\/sub\u003eS Donors in Vascular Inflammation 266\u003c\/p\u003e \u003cp\u003e11.2.2 Vasorelaxing Effect of ITCs as H\u003csub\u003e2\u003c\/sub\u003eS Donors 269\u003c\/p\u003e \u003cp\u003e11.2.3 Organic ITCs and Heart 270\u003c\/p\u003e \u003cp\u003e11.3 Chemopreventive Properties of ITCs 272\u003c\/p\u003e \u003cp\u003e11.4 Anti-nociceptive Effects of ITCs 274\u003c\/p\u003e \u003cp\u003e11.5 Anti-inflammatory and Antiviral Effects of ITCs 277\u003c\/p\u003e \u003cp\u003e11.6 Conclusion 280\u003c\/p\u003e \u003cp\u003eAcknowledgment 281\u003c\/p\u003e \u003cp\u003eReferences 281\u003c\/p\u003e \u003cp\u003e\u003cb\u003e12 Persulfide Prodrugs \u003c\/b\u003e\u003cb\u003e293\u003cbr\u003e\u003c\/b\u003e\u003ci\u003eBingchen Yu, Zhengnan Yuan, and Binghe Wang\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003eList of Abbreviations 293\u003c\/p\u003e \u003cp\u003e12.1 Introduction 293\u003c\/p\u003e \u003cp\u003e12.2 Persulfide Prodrugs 295\u003c\/p\u003e \u003cp\u003e12.2.1 Structural Moieties That Have Been Studied for Their Ability to Cage and Release Persulfide Species 296\u003c\/p\u003e \u003cp\u003e12.2.2 Enzyme-Sensitive Prodrugs 298\u003c\/p\u003e \u003cp\u003e12.2.3 ROS-Sensitive Persulfide Prodrugs 303\u003c\/p\u003e \u003cp\u003e12.2.4 pH-Sensitive Persulfide Prodrugs 306\u003c\/p\u003e \u003cp\u003e12.2.5 Photo-Sensitive Persulfide Prodrugs 308\u003c\/p\u003e \u003cp\u003e12.2.6 H\u003csub\u003e2\u003c\/sub\u003eS Prodrugs That Release H\u003csub\u003e2\u003c\/sub\u003eS Via Persulfide Intermediate 309\u003c\/p\u003e \u003cp\u003e12.3 Challenges in Persulfide Prodrug Design and Potential Therapeutic Applications 310\u003c\/p\u003e \u003cp\u003eReferences 313\u003c\/p\u003e \u003cp\u003e\u003cb\u003e13 COS-Based H\u003csub\u003e2\u003c\/sub\u003eS Donors \u003c\/b\u003e\u003cb\u003e321\u003cbr\u003e\u003c\/b\u003e\u003ci\u003eAnnie K. Gilbert and Michael D. Pluth\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e13.1 Introduction 321\u003c\/p\u003e \u003cp\u003e13.2 Properties of COS 322\u003c\/p\u003e \u003cp\u003e13.3 COS-Based H\u003csub\u003e2\u003c\/sub\u003eS Delivery 323\u003c\/p\u003e \u003cp\u003e13.3.1 Stimuli Responsive COS\/H\u003csub\u003e2\u003c\/sub\u003eS Donors 325\u003c\/p\u003e \u003cp\u003e13.3.2 Bio-orthogonal Donor Activation 326\u003c\/p\u003e \u003cp\u003e13.3.3 Donors Activated by Nucleophiles 329\u003c\/p\u003e \u003cp\u003e13.3.4 Enzyme-Activated Donors 334\u003c\/p\u003e \u003cp\u003e13.3.5 pH-Activated Donors 337\u003c\/p\u003e \u003cp\u003e13.3.6 Fluorescent Donors 339\u003c\/p\u003e \u003cp\u003e13.4 Conclusions and Outlook 341\u003c\/p\u003e \u003cp\u003eAcknowledgments 342\u003c\/p\u003e \u003cp\u003eReferences 342\u003c\/p\u003e \u003cp\u003e\u003cb\u003e14 Light-Activatable H\u003csub\u003e2\u003c\/sub\u003eS Donors \u003c\/b\u003e\u003cb\u003e347\u003cbr\u003e\u003c\/b\u003e\u003ci\u003ePetr Klán, Tomáš Slanina, and Peter Štacko\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003e14.1 Introduction 347\u003c\/p\u003e \u003cp\u003e14.2 Photophysical and Photochemical Concepts 347\u003c\/p\u003e \u003cp\u003e14.3 Phototherapeutic Window 349\u003c\/p\u003e \u003cp\u003e14.4 Light Sources 349\u003c\/p\u003e \u003cp\u003e14.5 (Photo)Physical Properties of H\u003csub\u003e2\u003c\/sub\u003eS 351\u003c\/p\u003e \u003cp\u003e14.6 Mechanisms and Examples of H\u003csub\u003e2\u003c\/sub\u003eS Photorelease 351\u003c\/p\u003e \u003cp\u003e14.6.1 Photorelease of H\u003csub\u003e2\u003c\/sub\u003eS from Excited State 352\u003c\/p\u003e \u003cp\u003e14.6.2 Release of H\u003csub\u003e2\u003c\/sub\u003eS from a Reactive Intermediate 355\u003c\/p\u003e \u003cp\u003e14.6.3 Photorelease of Potential H\u003csub\u003e2\u003c\/sub\u003eS Donors 357\u003c\/p\u003e \u003cp\u003e14.6.4 Photosensitized H\u003csub\u003e2\u003c\/sub\u003eS Release 362\u003c\/p\u003e \u003cp\u003e14.6.5 Photothermal Effect 364\u003c\/p\u003e \u003cp\u003e14.7 Outlook 365\u003c\/p\u003e \u003cp\u003eAcknowledgment 366\u003c\/p\u003e \u003cp\u003eReferences 366\u003c\/p\u003e \u003cp\u003e\u003cb\u003e15 Macromolecular and Supramolecular Approaches for H\u003csub\u003e2\u003c\/sub\u003eS Delivery \u003c\/b\u003e\u003cb\u003e373\u003cbr\u003e\u003c\/b\u003e\u003ci\u003eSarah N. Swilley-Sanchez, Zhao Li, and John B. Matson\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003eList of Abbreviations 373\u003c\/p\u003e \u003cp\u003e15.1 Introduction 375\u003c\/p\u003e \u003cp\u003e15.2 H\u003csub\u003e2\u003c\/sub\u003eS-Donating Linear Polymers 377\u003c\/p\u003e \u003cp\u003e15.2.1 Pendant H\u003csub\u003e2\u003c\/sub\u003eS Donors 378\u003c\/p\u003e \u003cp\u003e15.2.2 H\u003csub\u003e2\u003c\/sub\u003eS Donors on Chain Ends 379\u003c\/p\u003e \u003cp\u003e15.2.3 Depolymerizable Polymers for the Release of H\u003csub\u003e2\u003c\/sub\u003eS via COS 383\u003c\/p\u003e \u003cp\u003e15.3 H\u003csub\u003e2\u003c\/sub\u003eS Delivery from Branched and Graft Polymer Topologies 384\u003c\/p\u003e \u003cp\u003e15.3.1 Graft Polymers for the Delivery of H\u003csub\u003e2\u003c\/sub\u003eS 386\u003c\/p\u003e \u003cp\u003e15.4 Polymer Micelles for H\u003csub\u003e2\u003c\/sub\u003eS Delivery 388\u003c\/p\u003e \u003cp\u003e15.4.1 H\u003csub\u003e2\u003c\/sub\u003eS Donors Covalently Attached to Polymer Amphiphiles 389\u003c\/p\u003e \u003cp\u003e15.5 Polymer Networks for Localized H\u003csub\u003e2\u003c\/sub\u003eS Delivery 394\u003c\/p\u003e \u003cp\u003e15.5.1 Physical Encapsulation of H\u003csub\u003e2\u003c\/sub\u003eS Donors Within Networks 394\u003c\/p\u003e \u003cp\u003e15.5.2 Covalent Attachment of H\u003csub\u003e2\u003c\/sub\u003eS Donors Within Hydrogels 396\u003c\/p\u003e \u003cp\u003e15.6 Other Polymeric Systems for the Encapsulation of H\u003csub\u003e2\u003c\/sub\u003eS Donors 399\u003c\/p\u003e \u003cp\u003e15.6.1 Microfibers as H\u003csub\u003e2\u003c\/sub\u003eS Donors 400\u003c\/p\u003e \u003cp\u003e15.6.2 Membranes as H\u003csub\u003e2\u003c\/sub\u003eS Donors 400\u003c\/p\u003e \u003cp\u003e15.6.3 Microparticles and Nanoparticles as H\u003csub\u003e2\u003c\/sub\u003eS Donors 401\u003c\/p\u003e \u003cp\u003e15.7 H\u003csub\u003e2\u003c\/sub\u003eS Release via Supramolecular Systems 404\u003c\/p\u003e \u003cp\u003e15.7.1 Self-Assembled, Peptide-Based Materials for H\u003csub\u003e2\u003c\/sub\u003eS Delivery 405\u003c\/p\u003e \u003cp\u003e15.7.2 Self-Assembled Nanoparticles and Proteins for H\u003csub\u003e2\u003c\/sub\u003eS Delivery 410\u003c\/p\u003e \u003cp\u003e15.8 Conclusions and Future Perspectives 414\u003c\/p\u003e \u003cp\u003eReferences 416\u003c\/p\u003e \u003cp\u003e\u003cb\u003e16 H2S and Hypertension \u003c\/b\u003e\u003cb\u003e427\u003cbr\u003e\u003c\/b\u003e\u003ci\u003eVincenzo Brancaleone, Mariarosaria Bucci, and Giuseppe Cirino\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003eList of Abbreviations 427\u003c\/p\u003e \u003cp\u003e16.1 Hypertension, Vascular Homeostasis and Mediators Controlling Blood Pressure 428\u003c\/p\u003e \u003cp\u003e16.2 Generation of H\u003csub\u003e2\u003c\/sub\u003eS in the Cardiovascular System 429\u003c\/p\u003e \u003cp\u003e16.2.1 Biosynthetic Pathways 429\u003c\/p\u003e \u003cp\u003e16.2.2 Catabolic Pathway for H\u003csub\u003e2\u003c\/sub\u003eS 430\u003c\/p\u003e \u003cp\u003e16.3 Relevance of H\u003csub\u003e2\u003c\/sub\u003eS in Hypertension 432\u003c\/p\u003e \u003cp\u003e16.3.1 Preclinical Evidence 432\u003c\/p\u003e \u003cp\u003e16.3.2 Clinical Evidence 436\u003c\/p\u003e \u003cp\u003e16.4 Conclusions 437\u003c\/p\u003e \u003cp\u003eReferences 438\u003c\/p\u003e \u003cp\u003e\u003cb\u003e17 H2S Supplementation and Augmentation: Approaches for Healthy Aging \u003c\/b\u003e\u003cb\u003e445\u003cbr\u003e\u003c\/b\u003e\u003ci\u003eChristopher Hine, Jie Yang, Aili Zhang, Natalia Llarena, and Christopher Link\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003eList of Abbreviations 445\u003c\/p\u003e \u003cp\u003e17.1 Introduction and Background 445\u003c\/p\u003e \u003cp\u003e17.1.1 Global Aging Populations 445\u003c\/p\u003e \u003cp\u003e17.1.2 Pathophysiological Aspects of Aging 447\u003c\/p\u003e \u003cp\u003e17.1.3 Alterations in Sulfur Amino Acid Metabolism and Hydrogen Sulfide During Aging 448\u003c\/p\u003e \u003cp\u003e17.1.4 Geroscience Approaches to Address Longevity and Improved Healthspan, and Their Connection to Hydrogen Sulfide 451\u003c\/p\u003e \u003cp\u003e17.2 Hydrogen Sulfide Metabolism and Applications in Non-mammalian Aging 454\u003c\/p\u003e \u003cp\u003e17.2.1 Plants 454\u003c\/p\u003e \u003cp\u003e17.2.2 Bacteria 454\u003c\/p\u003e \u003cp\u003e17.2.3 Yeast 455\u003c\/p\u003e \u003cp\u003e17.2.4 Worms 458\u003c\/p\u003e \u003cp\u003e17.2.5 Flies 459\u003c\/p\u003e \u003cp\u003e17.3 Hydrogen Sulfide Metabolism and Applications in Nonhuman Mammalian Aging 460\u003c\/p\u003e \u003cp\u003e17.3.1 Standard Laboratory Rodents (Mice and Rats) 460\u003c\/p\u003e \u003cp\u003e17.3.2 Naked Mole-Rats 464\u003c\/p\u003e \u003cp\u003e17.4 Hydrogen Sulfide Metabolism and Applications in Human Aging and Aging-Related Disorders 464\u003c\/p\u003e \u003cp\u003e17.4.1 Human Exposure to H\u003csub\u003e2\u003c\/sub\u003eS and Advances in Clinical Biomarker and Interventional H\u003csub\u003e2\u003c\/sub\u003eS Approaches 464\u003c\/p\u003e \u003cp\u003e17.4.2 Cardiovascular Diseases 467\u003c\/p\u003e \u003cp\u003e17.4.3 Oncological Diseases 469\u003c\/p\u003e \u003cp\u003e17.5 Conclusions and Summary 472\u003c\/p\u003e \u003cp\u003eAcknowledgments 472\u003c\/p\u003e \u003cp\u003eReferences 472\u003c\/p\u003e \u003cp\u003e\u003cb\u003e18 Aberrant Hydrogen Sulfide Signaling in Alzheimer’s Disease \u003c\/b\u003e\u003cb\u003e489\u003cbr\u003e\u003c\/b\u003e\u003ci\u003eBindu D. Paul\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003eList of Abbreviations 489\u003c\/p\u003e \u003cp\u003e18.1 Introduction 490\u003c\/p\u003e \u003cp\u003e18.1.1 Hydrogen Sulfide 490\u003c\/p\u003e \u003cp\u003e18.1.2 Protein Sulfhydration\/Persulfidation 492\u003c\/p\u003e \u003cp\u003e18.1.3 Reciprocity of Protein Sulfhydration and Nitrosylation 492\u003c\/p\u003e \u003cp\u003e18.2 Alzheimer’s Disease 494\u003c\/p\u003e \u003cp\u003e18.2.1 Neuropathology of AD 494\u003c\/p\u003e \u003cp\u003e18.2.2 H\u003csub\u003e2\u003c\/sub\u003eS Signaling in Alzheimer’s Disease 496\u003c\/p\u003e \u003cp\u003e18.2.3 Sulfhydration in Aging and AD 496\u003c\/p\u003e \u003cp\u003e18.3 Therapeutic Avenues 497\u003c\/p\u003e \u003cp\u003eAcknowledgments 499\u003c\/p\u003e \u003cp\u003eReferences 500\u003c\/p\u003e \u003cp\u003e\u003cb\u003e19 Multifaceted Actions of Hydrogen Sulfide in the Kidney \u003c\/b\u003e\u003cb\u003e507\u003cbr\u003e\u003c\/b\u003e\u003ci\u003eBalakuntalam S. Kasinath and Hak Joo Lee\u003c\/i\u003e\u003c\/p\u003e \u003cp\u003eList of Abbreviations 507\u003c\/p\u003e \u003cp\u003e19.1 Introduction 508\u003c\/p\u003e \u003cp\u003e19.2 H\u003csub\u003e2\u003c\/sub\u003eS Synthesis in the Kidney 509\u003c\/p\u003e \u003cp\u003e19.3 H\u003csub\u003e2\u003c\/sub\u003eS and Kidney Physiology 511\u003c\/p\u003e \u003cp\u003e19.4 H\u003csub\u003e2\u003c\/sub\u003eS and the Aging Kidney 513\u003c\/p\u003e \u003cp\u003e19.5 H\u003csub\u003e2\u003c\/sub\u003eS and Acute Kidney Injury (AKI) 517\u003c\/p\u003e \u003cp\u003e19.5.1 H\u003csub\u003e2\u003c\/sub\u003eS in AKI Due to Intrinsic Kidney Injury 517\u003c\/p\u003e \u003cp\u003e19.5.1.1 Ischemia-Induced AKI 517\u003c\/p\u003e \u003cp\u003e19.5.1.2 Rhabdomyolysis-Induced AKI 519\u003c\/p\u003e \u003cp\u003e19.5.1.3 Nephrotoxic AKI 519\u003c\/p\u003e \u003cp\u003e19.5.1.4 Glomerulonephritis-Associated AKI 520\u003c\/p\u003e \u003cp\u003e19.5.2 H\u003csub\u003e2\u003c\/sub\u003eS in AKI Due to Obstruction of the Genitourinary Tract 521\u003c\/p\u003e \u003cp\u003e19.5.3 Injurious Role of H\u003csub\u003e2\u003c\/sub\u003eS in AKI 521\u003c\/p\u003e \u003cp\u003e19.6 H\u003csub\u003e2\u003c\/sub\u003eS in Chronic Kidney Disease (CKD) 521\u003c\/p\u003e \u003cp\u003e19.6.1 H\u003csub\u003e2\u003c\/sub\u003eS in Obesity-Related CKD 524\u003c\/p\u003e \u003cp\u003e19.6.2 H\u003csub\u003e2\u003c\/sub\u003eS in Diabetic Kidney Disease (DKD) 525\u003c\/p\u003e \u003cp\u003e19.6.3 H\u003csub\u003e2\u003c\/sub\u003eS in Congestive Heart Failure (CHF) Associated CKD 530\u003c\/p\u003e \u003cp\u003e19.7 H\u003csub\u003e2\u003c\/sub\u003eS and Preeclampsia 530\u003c\/p\u003e \u003cp\u003e19.8 H\u003csub\u003e2\u003c\/sub\u003eS and Genitourinary Cancers 531\u003c\/p\u003e \u003cp\u003e19.9 Conclusion and Future Directions 531\u003c\/p\u003e \u003cp\u003eAcknowledgments 532\u003c\/p\u003e \u003cp\u003eReferences 532\u003c\/p\u003e \u003cp\u003eIndex 551\u003c\/p\u003e  \u003cp\u003e\u003cb\u003eMICHAEL D. PLUTH, PhD\u003c\/b\u003e is a Professor at the University of Oregon in the Department of Chemistry and Biochemistry. He is also a member of the Materials Science Institute, Knight Campus for Accelerating Scientific Impact, and Institute of Molecular Biology at the University of Oregon.   \u003c\/p\u003e\u003cp\u003e\u003cb\u003eCovers H\u003csub\u003e2\u003c\/sub\u003eS interactions, methods of detection and delivery in biological environments, and a wide range of applications\u003c\/b\u003e \u003c\/p\u003e\u003cp\u003eResearch on hydrogen sulfide (H\u003csub\u003e2\u003c\/sub\u003eS) spans diverse disciplines including chemistry, biology, and physiology. In recent years, new materials and approaches have been developed to deliver H\u003csub\u003e2\u003c\/sub\u003eS and related reactive sulfur species in various clinical contexts. Although many biological pathways involving H\u003csub\u003e2\u003c\/sub\u003eS are complex, all are governed by fundamental chemical interactions between reactive sulfur species and other molecular entities. \u003c\/p\u003e\u003cp\u003e\u003ci\u003eHydrogen Sulfide: Chemical Biology Basics, Detection Methods, Therapeutic Applications, and Case Studies\u003c\/i\u003e provides the foundation required for understanding the fundamental chemical biology of H\u003csub\u003e2\u003c\/sub\u003eS while highlighting the compound’s therapeutic potential and medicinal applications. This book covers key aspects of H\u003csub\u003e2\u003c\/sub\u003eS chemical biology, including the fundamental chemistry of reactive sulfur species; the measurement, detection, and delivery of H\u003csub\u003e2\u003c\/sub\u003eS in biological environments; and the therapeutic and medicinal uses of exogenous H\u003csub\u003e2\u003c\/sub\u003eS delivery in various pharmacologically relevant systems. Throughout the text, editor Michael Pluth and chapter contributors discuss the opportunities and future of the multidisciplinary field. \u003c\/p\u003e\u003cul\u003e\n\u003cli\u003eProvides approaches for delivering H\u003csub\u003e2\u003c\/sub\u003eS with relevance to biological and therapeutic applications\u003c\/li\u003e \u003cli\u003eDescribes complex interactions of H\u003csub\u003e2\u003c\/sub\u003eS with bioinorganic complexes and reactive sulfur, nitrogen, and oxygen species \u003c\/li\u003e \u003cli\u003eSummarizes advances in available tools to detect, measure, and modulate H\u003csub\u003e2\u003c\/sub\u003eS levels in biological environments, such as real-time methods for H\u003csub\u003e2\u003c\/sub\u003eS fluorescence imaging in live cell and animal systems \u003c\/li\u003e \u003cli\u003eHelps readers understand known systems and make connections to new and undiscovered pathways and mechanisms of action \u003c\/li\u003e \u003cli\u003eIncludes in-depth case studies of different systems in which H\u003csub\u003e2\u003c\/sub\u003eS plays an important role\u003c\/li\u003e\n\u003c\/ul\u003e \u003cp\u003e\u003ci\u003eHydrogen Sulfide: Chemical Biology Basics, Detection Methods, Therapeutic Applications, and Case Studies\u003c\/i\u003e is an important source of current knowledge for researchers, academics, graduate students, and industrial scientists in the fields of redox biology, hydrogen sulfide research, and medicinal chemistry of small biological molecules.\u003c\/p\u003e","brand":"Wiley","offers":[{"title":"Default Title","offer_id":47989394211045,"sku":"NP9781119799870","price":250.0,"currency_code":"USD","in_stock":false}],"thumbnail_url":"\/\/cdn.shopify.com\/s\/files\/1\/1842\/7735\/files\/9781119799870.jpg?v=1761783940","url":"https:\/\/k12savings.com\/es\/products\/hydrogen-sulfide-isbn-9781119799870","provider":"K12savings","version":"1.0","type":"link"}