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On the Existence of a Mono-Vinyl d -Urobilin
Author(s) -
Miles R. Chedekel,
F. A. Bovey,
Andy Brewster,
Z. J. Petryka,
M. Weimer,
C. J. Watson,
Albert Moscowitz,
David A. Lightner
Publication year - 1974
Publication title -
proceedings of the national academy of sciences
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.011
H-Index - 771
eISSN - 1091-6490
pISSN - 0027-8424
DOI - 10.1073/pnas.71.5.1599
Subject(s) - substituent , chemistry , incubation , stereochemistry , biochemistry
Chromic acid degradation of a d-urobilin, obtained after incubation of bilirubin in fecal bacterial cultures, gave methylvinylmaleimide and methylethylmaleimide. The d-urobilin, molecular weight 588, C(33)H(40)-N(4)O(6), clearly showed the presence of both vinyl and ethyl resonances in the nuclear magnetic resonance spectrum. These results point unambiguously to a urobilin structure with one vinyl and one ethyl beta-substituent.

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