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Synthesis and biological evaluation of enantiopure thionitrites: The solid-phase synthesis and nitrosation of D-glutathione as a molecular probe

Cavero, M; Hobbs, A; Madge, D; Motherwell, WB; Selwood, D; Potier, P; (2000) Synthesis and biological evaluation of enantiopure thionitrites: The solid-phase synthesis and nitrosation of D-glutathione as a molecular probe. BIOORG MED CHEM LETT , 10 (7) 641 - 644.

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Abstract

The D-isomer of the naturally-occurring tripeptide glulathione (gamma-L-Glu-L-Cys-Gly, L-GSH) has been synthesised using the Fmoc solid phase peptide synthesis strategy. The D-GSH obtained has been nitrosated to give the D-isomer of the bioactive thionitrite, S-nitroso-L-glutathione. The biological activity of both enantiomers of S-nitrosoglutathione has been studied and compared to the activity of the D- and L-isomers of N-acetyl-S-nitrosopenicillamine (SNAP) and S-nitrosocysteine (CysNO). (C) 2000 Elsevier Science Ltd. All rights reserved.

Type:Article
Title:Synthesis and biological evaluation of enantiopure thionitrites: The solid-phase synthesis and nitrosation of D-glutathione as a molecular probe
Keywords:NITRIC-OXIDE, S-NITROSOTHIOLS, NITROSOGLUTATHIONE, CHEMISTRY, PROTEINS, INVITRO
UCL classification:UCL > School of Life and Medical Sciences > Faculty of Life Sciences > Biosciences (Division of) > Neuroscience, Physiology and Pharmacology
UCL > School of Life and Medical Sciences > Faculty of Medical Sciences > Medicine (Division of) > Wolfson Inst for Biomedical Research
UCL > School of BEAMS > Faculty of Maths and Physical Sciences > Chemistry

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