Concise synthesis of all stereoisomers of beta-methoxytyrosine and determination of the absolute configuration of the residue in callipeltin A.
All stereoisomers of beta-methoxytyrosine (beta-OMeTyr), a stereo-undefined component of callipeltin A, were synthesized from L- and D-tyrosine. The stereochemistry of beta-OMeTyr in callipeltin A was determined to be 2R,3R by an oxidative procedure and Marfey's analysis. [structure: see text]
Zampella
Angela
A
Dipartimento di Chimica delle Sostanze Naturali, Università degli Studi di Napoli Federico II, via D. Montesano 49, 80131 Naples, Italy.
D'Orsi
Rosa
R
Sepe
Valentina
V
Casapullo
Agostino
A
Monti
Maria Chiara
MC
D'Auria
Maria Valeria
MV
D000818:Animals; D047630:Depsipeptides / Q000737:chemistry*; D011161:Porifera / Q000737:chemistry; D013237:Stereoisomerism; D014443:Tyrosine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry
D047630:Depsipeptides; C418139:callipeltin A; D014443:Tyrosine; C008404:3-methoxytyrosine