Georgamide, a new cyclic depsipeptide with an alkynoic acid residue from an Australian cyanobacterium.
A cyclic depsipeptide, georgamide (1), was isolated from an Australian cyanobacterium and characterized by spectroscopic means. The constituent units were five amino acid residues, one each of L-Thr, L-Pro, L-Val, N-Me-L-Val, and N-Me-L-Phe, and two hydroxy carboxylic acids, 2(S)-hydroxy-3(R)-methylpentanoic acid and the unusual 2,2-dimethyl-3-hydroxy-7-octynoic acid. The stereochemistry was determined by hydrolysis of the peptide followed by derivatization and HPLC comparison with standard samples.
Wan
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Carlson School of Chemistry, Clark University, Worcester, Massachusetts 01610, USA.
Erickson
K L
KL
D000596:Amino Acids / Q000032:analysis; D001315:Australia; D002851:Chromatography, High Pressure Liquid; D000458:Cyanobacteria / Q000737:chemistry*; D047630:Depsipeptides; D008956:Models, Chemical; D010456:Peptides, Cyclic / Q000737:chemistry / Q000302:isolation & purification*; D013237:Stereoisomerism
D000596:Amino Acids; D047630:Depsipeptides; D010456:Peptides, Cyclic; C433567:georgamide