Syntheses of both the putative and revised structures of aeruginosin EI461 bearing a new bicyclic α-amino acid

Nativitat Valls, Mercè Vallribera, Shmuel Carmeli, Josep Bonjoch

Research output: Contribution to journalArticlepeer-review

Abstract

(Matrix presented) The putative structure of the naturally occurring aquatic peptide aeruginosin EI461 has been prepared from D-tyrosine. A corrected structure for aeruginosin EI461 is proposed, and the structure is proven by synthesis, which was accomplished using the new α-amino acid (2S,-3aR,6R,7aR)-6-hydroxy-2-carboxyoctahydroindole, prepared from L-tyrosine. Succesive couplings of the dipeptide D-Leu-3a,7a-diepi-L-Choi with L-Hpla and NH4OH and a deprotection step gave aeruginosin EI461.

Original languageEnglish
Pages (from-to)447-450
Number of pages4
JournalOrganic Letters
Volume5
Issue number4
DOIs
StatePublished - 20 Feb 2003

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