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Type: Journal article
Title: Fluorinated β²- and β³-amino acids: synthesis and inhibition of α-chymotrypsin
Other Titles: Fluorinated beta(2)- and beta(3)-amino acids: synthesis and inhibition of alpha-chymotrypsin
Author: Peddie, V.
Pietsch, M.
Bromfield, K.
Pike, R.
Duggan, P.
Abell, A.
Citation: Synthesis: journal of synthetic organic chemistry, 2010; 2010(11):1845-1859
Publisher: Georg Thieme Verlag KG
Issue Date: 2010
ISSN: 0039-7881
Statement of
Victoria Peddie, Markus Pietsch, Karen M. Bromfield, Robert N. Pike, Peter J. Duggan, Andrew D. Abell
Abstract: The synthesis of a series of -fluorinated β2- and β3-amino acid derivatives is described. Stereoselective fluorination at the -carbon of the β3-amino acids was achieved by deprotonation with lithium diisopropylamide followed by treatment with N-fluorobenzenesulfonimide. Fluorination of β2-amino acids employed the chiral auxiliary (4R)-4-benzyl-2-oxazolidinone. The α-fluorinated amino acids and their non-fluorinated precursors were found to competitively inhibit α-chymotrypsin. © Georg Thieme Verlag Stuttgart New York.
Keywords: β-amino acids
crystal structure
Rights: © Georg Thieme Verlag Stuttgart - New York
DOI: 10.1055/s-0029-1218743
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Appears in Collections:Aurora harvest
Chemistry publications
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