Bacteriorhodopsin analogue from anthryl chromophores

Singh, Anil K. ; Roy, Mita (1990) Bacteriorhodopsin analogue from anthryl chromophores Canadian Journal of Chemistry, 68 (3). pp. 383-389. ISSN 0008-4042

Full text not available from this repository.

Official URL:

Related URL:


Preparation and properties of the bacteriorhodopsin (bR) analogue having the 3,7-dimethyl-9-(9-anthryl)-2E,4E,6E,8E-nonatetraenal (12) chromophore is described. Synthesis of the chromophore has been achieved by successive introduction of C5 units to 9-anthraldehyde (3) via the Horner reaction. The all-trans chromophore has been characterized by its ultraviolet-visible and 1H nuclear magnetic resonance spectra. Incubation of 12 with bacterioopsin suspension (prepared by photobleaching of bR isolated from Halobacteriumhalobium) at ambient temperature in the dark gave the new bR analogue 15, which showed an absorption band at 545 nm, and an opsin shift of 5575 cm−1. The new pigment is stable to hydroxylamine in the dark. It showed light-dark adaptation with the light-adapted form absorbing at a slightly red-shifted value of 550 nm. All-trans-retinal did not replace the anthryl chromophore in competitive bindings. Photolysis of the bR analogue 15, followed by difference spectrophotometric analysis, indicated formation of a photoproduct with an absorption band near 400 nm. The results are discussed in terms of the stereoelectronic requirements of the bR reaction centre.

Item Type:Article
Source:Copyright of this article belongs to NRC Research Press.
Keywords:Bacteriorhodopsin (bR); Retinal Analogue; Reconstitution; Opsin Shift (OS); External Point Charge Model (EPC)
ID Code:54088
Deposited On:11 Aug 2011 11:44
Last Modified:11 Aug 2011 11:44

Repository Staff Only: item control page