Isomers, visual pigment, and bacteriorhodopsin analogs of 3,7,13-trimethyl-10-isopropyl-2,4,6,8,10-tetradecapentaenal and 3,7,11-trimethyl-10-isopropyl-2,4,6,8,10-dodecapentaenal (two ring open retinal analogs)
Six geometric isomers of 2 (3,7,13-trimethyl-10-isopropyl-2,4,6,8,10-tetradecapentaenal) have been isolated and characterized. Of these, four (equivalent to 9- cis, 11- cis, 5,9- dicis, and 5,11- dicis of retinoids) were found to form stable visual pigment analogs. So were four isomers (equivalent t...
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Published in | Bioorganic chemistry Vol. 17; no. 2; pp. 217 - 223 |
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Main Authors | , , , , , |
Format | Journal Article |
Language | English |
Published |
Elsevier Inc
01.06.1989
|
Online Access | Get full text |
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Summary: | Six geometric isomers of
2 (3,7,13-trimethyl-10-isopropyl-2,4,6,8,10-tetradecapentaenal) have been isolated and characterized. Of these, four (equivalent to 9-
cis, 11-
cis, 5,9-
dicis, and 5,11-
dicis of retinoids) were found to form stable visual pigment analogs. So were four isomers (equivalent to 7-
cis, 9-
cis, 11-
cis, and 9,13-
dicis) of
3 (3,7,11-trimethyl-10-isopropyl-2,4,6,8,10-dodecapentaenal). These analogs suggest that the hydrophobic pocket is more flexible than what was recognized earlier, perhaps capable of accepting analogs with 6-
S-trans as well as a 6-
S-cis conformers. The presence of bacteriorhodopsin analogs from isomers of
2 was also reported. |
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ISSN: | 0045-2068 1090-2120 |
DOI: | 10.1016/0045-2068(89)90021-7 |