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3-Amino-2-hydroxydecanoic acid (AHDA) is a novel amino acid which has been suggested as the N-terminal component of the recently isolated angiotensin-converting enzyme inhibitor microginin. The naturally occurring amino acid was found to possess syn relative stereochemistry and (2S,3R) absolute stereochemistry when the reported 1 H and 13 C nmr spectroscopic data and the CD data were compared to the spectroscopic data for synthetic (2R,3R)- and (2S,3R)-AHDA. These studies complete the stereochemical assignment of microginin. © 1994.

Original publication

DOI

10.1016/0957-4166(94)00372-I

Type

Journal article

Journal

Tetrahedron: Asymmetry

Publication Date

01/01/1995

Volume

6

Pages

165 - 176