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. 1972 Sep;69(9):2420–2421. doi: 10.1073/pnas.69.9.2420

Structure of Ristocetin A

J R Fehlner 1, R E J Hutchinson 1, D S Tarbell 1, J R Schenck *
PMCID: PMC426954  PMID: 4506762

Abstract

Acid hydrolysis of ristocein A yields a number of amino acids of unusual structure. One set of diastereoisomeric pairs has a molecular weight of 362 and an empirical formula of C17H18N2O7. Mass spectral and nuclear magnetic resonance (NMR) evidence suggest a diphenyl ether with hydroxyl and α-amino acid [-CH-(NH2)COOH] groups on one ring, and methyl, hydroxyl and α-amino acid groups on the other ring. Coupling in the NMR and nuclear Overhauser effect experiments favor certain substitution patterns, which are shown. Another set of diastereoisomers seems to be a lower homolog of the previous set, without the aromatic methyl group.

Keywords: antibiotics, unusual amino acids, NMR, mass spectra

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Selected References

These references are in PubMed. This may not be the complete list of references from this article.

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