Abstract
A complete analysis of the proton NMR spectra of the six stable steroisomers of retinals has been undertaken. 11-cis-Retinal, the prosthetic group of the visual pigment rhodopsin, relieves steric strain between 10 H and 13 CH3 groups by a skew geometry around diene unit C11=C12–C13=C14.
This is a preview of subscription content, access via your institution
Access options
Subscribe to this journal
Receive 51 print issues and online access
$199.00 per year
only $3.90 per issue
Buy this article
- Purchase on Springer Link
- Instant access to full article PDF
Prices may be subject to local taxes which are calculated during checkout
Similar content being viewed by others
References
Abrahmson, E. W., and Ostray, S. E., Prog. in Biopolymers, 17, 179 (1967).
Wald, G., Nature, 219, 800 (1968).
Weale, R. A., Photophysiology, 2 (edit. by Giese, A. C.) (Academic Press, New York, 1968).
Dwek, R. A., and Richards, R. E., Ann. Rev. Phys. Chem., 18, 99 (1967).
Heeschen, J. P., Anal. Chem., 40, 560R (1968).
Barber, M. S., Davis, J. B., Jackman, L. M., and Weedon, B. C. L., J. Chem. Soc., 2870 (1960).
Planta, C. V., Schwieter, U., Chopard-dit-Jean, L., Rüegg, R., Kofler, M., and Isler, O., Helv. Chim. Acta, 45, 548 (1962).
Korver, P. K., Kruk, C., Van der Haak, P. J., Bass, J. L., and Huisman, H. O., Tetrahedron, 22, 277 (1966).
McDonald, C. C., Phillips, W. D., and Lazar, J., J. Amer. Chem. Soc., 89, 4116 (1967).
McDonald, C. C., and Phillips, W. D., J. Amer. Chem. Soc., 89, 6332 (1967).
Wüthrich, K., Shulman, R. G., and Peisach, J., Proc. US Nat. Acad. Sci., 60, 373 (1968).
Hobgood, jun., R. T., and Goldstein, J. H., J. Amer. Chem. Soc., 12, 76 (1964).
Zürcher, R. F., Prog. NMR Spectrosc., 2, 205 (1967).
ApSimon, J. W., Graig, W. G., Demarco, P. V., Mathieson, D. W., Saunders, L., and Whalley, W. B., Tetrahedron, 23, 2339, 2357 (1967).
Douglas, A. W., and Goldstein, J. H., J. Mol. Spectrosc., 16, 1 (1965).
Hobgood, jun., R. T., and Goldstein, J. H., J. Amer. Chem. Soc., 12, 76 (1964).
Stam, C. H., and MacGillavry, C. H., Acta Cryst., 16, 62 (1963).
Sly, W. G., Acta Cryst., 17, 511 (1964).
Eichorn, E. L., and MacGillavry, C. H., Acta Cryst., 12, 872 (1959).
Hubbard, R., and Kropf, A., Sci. Amer., 217, 64 (1962).
Bothner-By, A. A., and Harris, R. K., J. Amer. Chem. Soc., 87, 3445, 3451 (1965).
Hatton, J. V., and Richards, R. E., Mol. Phys., 5, 153 (1962).
Dieterle, J. M., and Robeson, C. D., Science, 120, 219 (1954).
Brown, P. K., and Wald, G., J. Biol. Chem., 222, 865 (1956).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
PATEL, D. 220 MHz Proton Nuclear Magnetic Resonance Spectra of Retinals. Nature 221, 825–828 (1969). https://doi.org/10.1038/221825a0
Received:
Issue Date:
DOI: https://doi.org/10.1038/221825a0
This article is cited by
-
Conformational investigation on retinal by PCILO method
Proceedings / Indian Academy of Sciences (1981)
-
Spectroscopic properties of molecules related to hindered isomers of retinal
Proceedings / Indian Academy of Sciences (1979)
-
Oxidation and isomerization of retinoic acid by iodine and light: A novel preparation of all‐trans‐ and 13‐cis‐4‐oxoretinoic acid
Lipids (1979)
-
Crystal Structure of the Visual Chromophores, 11-cis and all-trans Retinal
Nature (1971)
-
Charge Delocalization in the Prosthetic Group of Visual Pigments
Nature (1969)
Comments
By submitting a comment you agree to abide by our Terms and Community Guidelines. If you find something abusive or that does not comply with our terms or guidelines please flag it as inappropriate.
