α, β-DIAMINOBUTYRIC ACID OBTAINED FROM ASPARTOCIN

α, β-Diaminobutyric acid, isolated from the acid hydrolysate of aspartocin, was resolved into two of the four possible isomers with a Technicon amino acid autoanalyzer. ORD and NMR studies of the isolated isomers indicated that one had the D-erythro and the other the L-threo configuration. The diffe...

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Veröffentlicht in:Journal of antibiotics 1969/05/25, Vol.22(5), pp.207-210
Hauptverfasser: HAUSMANN, W. K., BORDERS, D. B., LANCASTER, J. E.
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Sprache:eng
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Zusammenfassung:α, β-Diaminobutyric acid, isolated from the acid hydrolysate of aspartocin, was resolved into two of the four possible isomers with a Technicon amino acid autoanalyzer. ORD and NMR studies of the isolated isomers indicated that one had the D-erythro and the other the L-threo configuration. The difference in NMR spectra of the two isomers was quite likely a consequence of restricted rotation about the Cα-Cβ bonds due to electrostatic repulsion of charged amino groups. Whether the antibiotic contains both isomers or one was formed by racemization during hydrolysis was not determined.
ISSN:0021-8820
1881-1469
DOI:10.7164/antibiotics.22.207