Metal ion catalysis in nitrosothiol (RSNO) decomposition

McAninly, John; Williams, D. Lyn H.; Askew, Stuart C.; Butler, Anthony R.; Russell, Claire

doi:10.1039/c39930001758

Cited by 150Chemical Reaction MechanismsNitric Oxide and Endothelin EffectsInorganic and Organometallic Chemistry

Metal ion catalysis in nitrosothiol (RSNO) decomposition

McAninly, John, Williams, D. Lyn H., Askew, Stuart C., Butler, Anthony R., Russell, Claire·1993·Journal of the Chemical Society, Chemical Communications

DOI 10.1039/c39930001758

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Abstract

The decomposition of S-nitroso-N-acetyl D,L penicillamine (SNAP), an NO-donor drug, to give the disulfide and NO is catalysed by trace amounts of Cu2+ and Fe2+.

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Background
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Background
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Lack of correlation between the observed stability and pharmacological properties of S-nitroso derivatives of glutathione and cysteine-related peptides11Abbreviations: NO, nitric oxide; RSNO, S-nitrosothiol; CysH, cysteine; SNOGSH, S-nitrosoglutathione; SNOCys, S-nitrosocysteine; SNOGluCys, S-nitroso-l-γ-glutamyl-l-cysteine; SNOCysGly, S-nitroso-l-cysteinylglycine; SNOPROPA, S-nitroso-3-mercaptopropionic acid; SNONAC, S-nitroso-N-acetyl-l-cysteine; DTPA, diethylenetriaminpentaacetic acid; and MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide.
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“Also, DETCA, as a copper chelator, might have other e ects on free copper ions, known to produce S-nitrosothiol decomposition (McAninly et al., 1993), or on some other copper-dependent enzymes which are involved in metabolizing NO-dependent compounds (Gordge et al., 1996), and in this way it might…”
Background

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Authors: McAninly, J., Williams, D. L. H., Askew, S. C., Butler, A. R., & Russell, C.
Venue: Journal of the Chemical Society, Chemical Communications
Publisher: Royal Society of Chemistry (RSC)
Published: 1993
Issue: 23
Pages: 1758
ISSN: 0022-4936 (ISSN-L)
DOI: 10.1039/c39930001758
OpenAlex: W2111087339
Cited by: 150
References: 5
Citations by year: 2025: 2 · 2023: 2 · 2022: 1 · 2021: 1 · 2019: 3 · 2018: 2 · 2017: 4 · 2016: 4 · 2015: 3 · 2014: 1 · 2012: 3
FWCI: 6.91
Type: journal article
Language: en
Open access: closed
Locations: Journal of the Chemical Society Chemical Communications (publishedVersion)
Topics: Physical Sciences › Chemistry › Organic Chemistry › Chemical Reaction Mechanisms
Health Sciences › Medicine › Physiology › Nitric Oxide and Endothelin Effects
Physical Sciences › Chemistry › Organic Chemistry › Inorganic and Organometallic Chemistry
Keywords: S-nitroso-N-acetylpenicillamine, SNAP, metal ion catalysis, copper(II) catalysis, iron(II) catalysis, nitric oxide release, disulfide bond formation, nitric oxide donors

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Metal ion catalysis in nitrosothiol (RSNO) decomposition

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