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Isophorcarubin — A Conformationally Restricted and Highly Fluorescent Bilirubin
Author(s) -
Kufer W.,
Scheer H.,
Holzwarth A. R.
Publication year - 1983
Publication title -
israel journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.908
H-Index - 54
eISSN - 1869-5868
pISSN - 0021-2148
DOI - 10.1002/ijch.198300033
Subject(s) - chemistry , chromophore , fluorescence , solvent , yield (engineering) , photochemistry , rigidity (electromagnetism) , stereochemistry , organic chemistry , optics , physics , materials science , structural engineering , metallurgy , engineering
The biliverdins 2b, 5 and 1 have been reduced with NaBH 4 to the bilirubins 8, 7 and 6 , respectively. The conformation of these pigments is increasingly extended and the flexibility is increasingly restricted in the sequence given above, which does not influence the ease of reduction. The fluorescence of 6 and 7 has been studied at ambient temperature and 77 K in ethanol and 2‐methyltetrahydrofuran. 6 has an unusually high fluorescence yield which has been related to the conformational rigidity of its ring C, D chromophore. Both 6 and 7 show evidence of solvent and temperature dependent inhomogeneities in their fluorescence spectra.