Bioorganic and Medicinal Chemistry Letters, volume 1, issue 9, pages 477-480
Synthesis and resolution of 7-fluorotryptophans
Minsu Lee
1
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1
Departments of Chemistry and Biochemistry, School of Chemical Sciences, University of Georgia, Athens, GA 30602 Greece
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Publication type: Journal Article
Publication date: 1991-01-01
scimago Q2
wos Q2
SJR: 0.508
CiteScore: 5.7
Impact factor: 2.5
ISSN: 0960894X, 14643405
Organic Chemistry
Drug Discovery
Biochemistry
Molecular Biology
Pharmaceutical Science
Clinical Biochemistry
Molecular Medicine
Abstract
7-Fluoro-DL-tryptophan (1a), 4,7-difluoro-DL-tryptophan (1b) and 5,7-difluoro-DL-tryptophan (1c) were prepared by Fischer indole cyclization. The resolution was achieved by treatment of the N-trifluoroacetly derivatices with carboxypeptidase A. All 7-fluorotryptophans are slow substrates for tryptophan indole-lyase from E. coli.
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