The Chemistry and Biology of Nitroxyl (HNO) provides first-of-its-kind coverage of the intriguing biologically active molecule called nitroxyl, or azanone per IUPAC nomenclature, which has been traditionally elusive due to its intrinsically high reactivity.
This useful resource provides the scientific basis to understand the chemistry, biology, and technical aspects needed to deal with HNO. Building on two decades of nitric oxide and nitroxyl research, the editors and authors have created an indispensable guide for investigators across a wide variety of areas of chemistry (inorganic, organic, organometallic, biochemistry, physical, and analytical); biology (molecular, cellular, physiological, and enzymology); pharmacy; and medicine.
This book begins by exploring the unique molecule’s structure and reactivity, including important reactions with small molecules, thiols, porphyrins, and key proteins, before discussing chemical and biological sources of nitroxyl. Advanced chapters discuss methods for both trapping and detecting nitroxyl by spectroscopy, electrochemistry, and fluorescent inorganic cellular probing.
Expanding on the compound’s foundational chemistry, this book then explores its molecular physiology to offer insight into its biological implications, pharmacological effects, and practical issues.
1. Introduction: A Bit of History and General Facts About Nitroxyl: From Interstellar Molecule to Biological Gasotransmitter - p. xv 2. 1. HNO: Redox Chemistry and Interactions With Small Inorganic Molecules - p. 1 3. 2. HNO Donors: Angeli’s Salt and Related Diazeniumdiolates - p. 11 4. 3. Hydroxylamines With Organic-Based Leaving Groups as HNO Donors - p. 37 5. 4. Mechanistic Aspects of HNO Production from Hydroxylamine and Derivatives - p. 53 6. 5. HNO Generation From NO, Nitrite, Inorganic or Organic Nitrosyls, and Crosstalk With H2S - p. 67 7. 6. HNO–Thiol Relationship - p. 105 8. 7. Non-Heme Transition Metal Complexes of HNO - p. 127 9. 8. The Interaction of HNO With Transition Metal Centers and Its Biological Significance. Insight Into Electronic Structure From Theoretical Calculations - p. 155 10. 9. Interactions of HNO With Metallated Porphyrins, Corroles, and Corrines - p. 193 11. 10. Fluorescent Probes for HNO Detection - p. 207 12. 11. Phosphine-Based HNO Detection - p. 225 13. 12. Electrochemical Detection of Azanone - p. 239 14. 13. Detection of HNO by Membrane Inlet Mass Spectrometry - p. 255 15. 14. Spectroscopic NMR Characterizations of HNO Adducts of Ferrous Heme Proteins - p. 269 16. 15. Global Kinetic Analysis and Singular Value Decomposition Methods Applied to Complex Multicomponent Reactions of HNO - p. 287 17. 16. HNO as an Oxygen Substitute in Enzymes - p. 305 18. 17. The Reactions of HNO With Nonheme Proteins: An Emphasis on Thiol-Containing Proteins - p. 321 19. 18. Is Azanone Endogenously Produced in Mammals? - p. 337 20. 19. From Heaven to Heart: Nitroxyl (HNO) in the Cardiovascular System and Beyond - p. 353 21. Index - p. 389
The Chemistry and Biology of Nitroxyl (HNO) provides first-of-its-kind coverage of the intriguing biologically active molecule called nitroxyl, or azanone per IUPAC nomenclature, which has been traditionally elusive due to its intrinsically high reactivity.
This useful resource provides the scientific basis to understand the chemistry, biology, and technical aspects needed to deal with HNO. Building on two decades of nitric oxide and nitroxyl research, the editors and authors have created an indispensable guide for investigators across a wide variety of areas of chemistry (inorganic, organic, organometallic, biochemistry, physical, and analytical); biology (molecular, cellular, physiological, and enzymology); pharmacy; and medicine.
This book begins by exploring the unique molecule’s structure and reactivity, including important reactions with small molecules, thiols, porphyrins, and key proteins, before discussing chemical and biological sources of nitroxyl. Advanced chapters discuss methods for both trapping and detecting nitroxyl by spectroscopy, electrochemistry, and fluorescent inorganic cellular probing.
Expanding on the compound’s foundational chemistry, this book then explores its molecular physiology to offer insight into its biological implications, pharmacological effects, and practical issues.
1. Introduction: A Bit of History and General Facts About Nitroxyl: From Interstellar Molecule to Biological Gasotransmitter - p. xv 2. 1. HNO: Redox Chemistry and Interactions With Small Inorganic Molecules - p. 1 3. 2. HNO Donors: Angeli’s Salt and Related Diazeniumdiolates - p. 11 4. 3. Hydroxylamines With Organic-Based Leaving Groups as HNO Donors - p. 37 5. 4. Mechanistic Aspects of HNO Production from Hydroxylamine and Derivatives - p. 53 6. 5. HNO Generation From NO, Nitrite, Inorganic or Organic Nitrosyls, and Crosstalk With H2S - p. 67 7. 6. HNO–Thiol Relationship - p. 105 8. 7. Non-Heme Transition Metal Complexes of HNO - p. 127 9. 8. The Interaction of HNO With Transition Metal Centers and Its Biological Significance. Insight Into Electronic Structure From Theoretical Calculations - p. 155 10. 9. Interactions of HNO With Metallated Porphyrins, Corroles, and Corrines - p. 193 11. 10. Fluorescent Probes for HNO Detection - p. 207 12. 11. Phosphine-Based HNO Detection - p. 225 13. 12. Electrochemical Detection of Azanone - p. 239 14. 13. Detection of HNO by Membrane Inlet Mass Spectrometry - p. 255 15. 14. Spectroscopic NMR Characterizations of HNO Adducts of Ferrous Heme Proteins - p. 269 16. 15. Global Kinetic Analysis and Singular Value Decomposition Methods Applied to Complex Multicomponent Reactions of HNO - p. 287 17. 16. HNO as an Oxygen Substitute in Enzymes - p. 305 18. 17. The Reactions of HNO With Nonheme Proteins: An Emphasis on Thiol-Containing Proteins - p. 321 19. 18. Is Azanone Endogenously Produced in Mammals? - p. 337 20. 19. From Heaven to Heart: Nitroxyl (HNO) in the Cardiovascular System and Beyond - p. 353 21. Index - p. 389