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Proceedings of the National Academy of Sciences
Article . 1972 . Peer-reviewed
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Structure of Ristocetin A

Authors: J. R. Fehlner; D. S. Tarbell; R. E. J. Hutchinson; J. R. Schenck;

Structure of Ristocetin A

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 C 17 H 18 N 2 O 7 . Mass spectral and nuclear magnetic resonance (NMR) evidence suggest a diphenyl ether with hydroxyl and α-amino acid [-CH-(NH 2 )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.

Related Organizations
Keywords

Magnetic Resonance Spectroscopy, Chemical Phenomena, Hydrolysis, Stereoisomerism, Deuterium, Mass Spectrometry, Chemistry, Models, Chemical, Ristocetin, Hydrochloric Acid, Amino Acids, Ethers

  • BIP!
    Impact byBIP!
    citations
    This is an alternative to the "Influence" indicator, which also reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
    22
    popularity
    This indicator reflects the "current" impact/attention (the "hype") of an article in the research community at large, based on the underlying citation network.
    Average
    influence
    This indicator reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
    Top 10%
    impulse
    This indicator reflects the initial momentum of an article directly after its publication, based on the underlying citation network.
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citations
This is an alternative to the "Influence" indicator, which also reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Citations provided by BIP!
popularity
This indicator reflects the "current" impact/attention (the "hype") of an article in the research community at large, based on the underlying citation network.
BIP!Popularity provided by BIP!
influence
This indicator reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Influence provided by BIP!
impulse
This indicator reflects the initial momentum of an article directly after its publication, based on the underlying citation network.
BIP!Impulse provided by BIP!
22
Average
Top 10%
Average
bronze