Journal article
THE SCHIFF-BASE BOND CONFIGURATION IN BACTERIORHODOPSIN AND IN MODEL COMPOUNDS
Biochemistry, Vol.32(28), pp.7223-7228
Jul/1993
Abstract
The Schiff base linkage bond configuration of bacteriorhodopsin was studied using model compounds consisting of all-trans- and 13-cis-retinal-protonated Schiff bases bearing C=N anti and syn bond configurations. The C=N configuration was analyzed using a combination of Fourier transform infrared spectroscopy and isotopically labeled chromophores. It was found that, in the model compounds, the coupling between the C14-C15 stretching frequency and the N-H rock is weak in the all-trans-retinal-protonated Schiff base in both the anti and syn C=N configurations. However, this coupling is relatively strong in the 13-cis-retinal-protonated Schiff base in both the anti and syn C=N configurations. Thus, it is concluded that, in model compounds, the C-14-C-15 mode can serve as a marker for the C-13=C-14 bond configuration but not for the C=N. A different situation may prevail in bacteriorhodopsin due to different conformations of the retinal chromophore in the protein binding site and in solution. This difference suggests that the C-14-C-15/NH coupling in retinal-protonated Schiff bases is affected by the retinal conformation.
Details
- Title
- THE SCHIFF-BASE BOND CONFIGURATION IN BACTERIORHODOPSIN AND IN MODEL COMPOUNDS
- Creators
- N LIVNAH (null)Mordechai Sheves (null) - The Weizmann Institute of Science
- Resource Type
- Journal article
- Publication Details
- Biochemistry, Vol.32(28), pp.7223-7228; Jul/1993
- Number of pages
- 6
- Language
- English
- DOI
- https://doi.org/10.1021/bi00079a019
- Record Identifier
- 993262611703596
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