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|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|
|Citation:||Synthesis: journal of synthetic organic chemistry, 2010; 2010(11):1845-1859|
|Publisher:||Georg Thieme Verlag KG|
|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.|
|Rights:||© Georg Thieme Verlag Stuttgart - New York|
|Appears in Collections:||Aurora harvest|
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