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137028-97-8

137028-97-8 Structure

137028-97-8 Structure
IdentificationBack Directory
[Name]

ketomethylenebestatin
[CAS]

137028-97-8
[Synonyms]

ketomethylenebestatin
(2R,5S,6R)-6-amino-5-hydroxy-2-(2-methylpropyl)-4-oxo-7-phenylheptanoic acid
[Molecular Formula]

C17H25NO4
[MOL File]

137028-97-8.mol
[Molecular Weight]

307.39
Hazard InformationBack Directory
[Description]

Ketomethylenebestatin is a carba-analogue of the aminopeptidase (AP) inhibitor bestatin. This synthesis was carried out by a malonic ester alkylation with the suitably protected halomethyl ketone of (2S,3R)-AHPBA*), followed by a second alkylation with isobutyl bromide of the resulting 4-ketodiester, and subsequent decarboxylation and deprotection. Ketomethylenebestatin is 10 fold less effective as inhibitor of aminopeptidases than bestatin.
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