In:
Zeitschrift für Naturforschung B, Walter de Gruyter GmbH, Vol. 36, No. 6 ( 1981-6-1), p. 735-738
Abstract:
The applicability of solvent induced circular dichroism (SICD) for the conformational analysis of bile pigments has been investigated. The S-(-)-ethyl lactate induced rotational strengths for octaethylbilindion (4) and its dihydroderivative 5 are remarkably high. Related compounds, e.g. the isomeric purpurines 1 and 2 and formyltripyrrinon 3 exhibit an optical activity which is smaller by more than one order of magnitude. 1-3 are essentially free from steric strain so that a flat arrangement of the chromophore is most likely. On the other hand the closed conformations of 4 and 5 experience considerable steric repulsion of their terminal rings, so that a helical topology is energetically favoured. This distinction is reflected in the magnitude of the SICD observed and demonstrates its applicability for the conformational analysis of bile pigments.
Type of Medium:
Online Resource
ISSN:
1865-7117
,
0932-0776
DOI:
10.1515/znb-1981-0616
Language:
English
Publisher:
Walter de Gruyter GmbH
Publication Date:
1981
detail.hit.zdb_id:
2078109-X
detail.hit.zdb_id:
124635-5
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