A versatile synthesis of stereospecificaily labelled D-amino acids and related enzyme inhibitors

Autor:	B. Svante Axelsson, Philip A. Spencer, Kevin J. O'Toole, Douglas W. Young
Rok vydání:	1991
Předmět:	chemistry.chemical_classification biology Chemistry Stereochemistry Amino acid Enzyme Stereospecificity Deuterium Enzyme inhibitor biology.protein Molecular Medicine Organic chemistry Aliphatic compound Curtius rearrangement
Zdroj:	Journal of the Chemical Society, Chemical Communications. :1085
ISSN:	0022-4936
DOI:	10.1039/c39910001085
Popis:	Stereospecificaily deuteriated isoserines 4, formed from enzymically prepared 3-deuteriated malic acids 2(X = OH) by Curtius rearrangement, have been converted to the deuteriated aziridines 7 and 9 which, on ring-opening and deprotection, yielded samples of the amino acids D-serine and D-cystine and the enzyme inhibitor–substrates D-β-chloroalanine and D-serine O-sulphate which are labelled Stereospecificaily at C-3 with deuterium.
Databáze:	OpenAIRE
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