Four diastereomers of 4-amino-3-hydroxy-2-methylpentanoic acid, an amino acid constituent of the hexapeptide portion of the antitumor antibiotic bleomycin A(2), have been stereoselectively synthesized by crotylboration of N-Boc-L-alaninal. The synthesis allowed the assignment of the stereochemistry as 2R,3S,4S to the 4-amino-3-hydroxy-2-methylpentanoic acid occurring in the tripeptide marine toxin janolusimide.
Stereoselective synthesis of 4-amino-3-hydroxy-2-methylpentanoic acids: stereochemistry of the amino acid occurring in the marine toxin janolusimide
SPINELLA, Aldo;
1999-01-01
Abstract
Four diastereomers of 4-amino-3-hydroxy-2-methylpentanoic acid, an amino acid constituent of the hexapeptide portion of the antitumor antibiotic bleomycin A(2), have been stereoselectively synthesized by crotylboration of N-Boc-L-alaninal. The synthesis allowed the assignment of the stereochemistry as 2R,3S,4S to the 4-amino-3-hydroxy-2-methylpentanoic acid occurring in the tripeptide marine toxin janolusimide.File in questo prodotto:
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