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Opsin pigments formed with acyclic retinal analogues
Author(s) -
Crouch Rosalie,
Or Yat Sun
Publication year - 1983
Publication title -
febs letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.593
H-Index - 257
eISSN - 1873-3468
pISSN - 0014-5793
DOI - 10.1016/0014-5793(83)80694-2
Subject(s) - pigment , opsin , retinal , chemistry , derivative (finance) , cis–trans isomerism , stereochemistry , organic chemistry , rhodopsin , biochemistry , financial economics , economics
Three acyclic derivatives (3,7‐dimethyl‐10‐ethyl‐2,4,6,8‐dodecatetraenal, 3,7,10‐trimethyl‐2,4,6,8‐dodecatetraenal, and 3,7,10‐trimethyl‐2,4,6,8‐undecatetraenal) have been synthesized and the 2‐ cis , 6‐ cis , 2,6‐di cis and all‐ trans isomers of each isolated. Unlike the undecatetraenal compound, the dodecatetraenal derivatives, have methyl groups which can mimic the C‐1 and/or C‐5 methyl group of retinal. The 6‐ cis and 2,6‐di cis isomers of the dodecatetraenal compounds form photosensitive pigments with bovine opsin. No pigment is obtained with the undecatetraenal derivative. Therefore, although the retinal cyclohexyl ring is not essential for pigment formation, at least one methyl group corresponding to the C‐1 or C‐5 retinal methyl may be required for obtaining stable opsin pigments.