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Structural characterization of hypoglycin B, a diastereomeric dipeptide from the ackee fruit (Blighia sapida Koenig) by NMR experiments

✍ Scribed by Camille S. Bowen-Forbes; Donna A. Minott


Publisher
John Wiley and Sons
Year
2009
Tongue
English
Weight
87 KB
Volume
47
Category
Article
ISSN
0749-1581

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✦ Synopsis


Abstract

The dipeptide hypoglycin B, one of two toxins of the ackee fruit (Blighia sapida Koenig), was characterized for the first time by NMR spectral data, which led to the discovery that it exists naturally as a pair of diastereomers. No distinction was observed in the ^1^H NMR signals of the diastereomers; however, complete and distinct ^13^C NMR assignments for the individual diastereomers were made. The ^13^C NMR spectrum of hypoglycin B compared very well with that of the corresponding signals in the spectrum for hypoglycin A, which is one of its constituent amino acids. The ^1^H and ^13^C NMR assignments were further supported by DEPT, gCOSY, gHSQC and gHMBC experiments. Copyright © 2009 John Wiley & Sons, Ltd.