CONFORMATIONAL ANALYSIS OF THE RHODOPSIN CHROMOPHORE USING BICYCLIC RETINAL ANALOGUES
CONFORMATIONAL ANALYSIS OF THE RHODOPSIN CHROMOPHORE USING BICYCLIC RETINAL ANALOGUES
复制标题
使用双环视网膜类似物对视紫红质发色团进行构象分析
DOI：
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发表时间：
1992
期刊：
影响因子：
--
通讯作者：
T. Yoshizawa
中科院分区：
文献类型：
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作者：
Masayoshi Ito;Y. Katsuta;Y. Imamoto;Y. Shichida;T. Yoshizawa
摘要-为了研究三甲基环己烯环周围的发色团构象和视紫红质中诱导的β-圆二色性带的起源，合成了两种C6-C7单键固定的视网膜类似物，6s-cb-和6s-反式锁定的双环视网膜（分别为6和7），并将其掺入CHAPS-PC混合物中的牛视蛋白中。形成6s-cb-和6s-tram-锁定的视紫红质类似物（8和9），其A max分别在539和545 nm处。有趣的是，8和9都显示出α和β圆二色性带。α带的椭圆率彼此相似，而8的β带比9强约三倍。在羟胺的存在下，6s-反式-锁定视紫红质9的辐照导致仅形成6s-反式-锁定视黄酸肟的一种对映体，其在约390 nm处显示正圆二色性信号。这一事实有力地表明，视紫红质的视网膜结合位点显示出手性歧视。从这些实验结果中，三甲基环己烯环部分的发色团和邻近的蛋白质部分的视紫红质分子之间的相互作用进行了讨论。
Abstract— For investigation of the chromophore conformation around the trimethyl cyclohexene ring and of the origin of the induced β‐circular dichroism band in rhodopsin, two C6‐C7 single bond‐fixed retinal analogues, 6s‐cb‐ and 6s‐trans‐locked bicyclic retinals (6 and 7, respectively) were synthesized and incorporated into bovine opsin in CHAPS‐PC mixture. 6s‐cb‐ and 6s‐tram‐Locked rhodopsin analogues (8 and 9) with A max at 539 and 545 nm, respectively, were formed. Interestingly, both 8 and 9 displayed α‐ and β‐circular dichroism bands. The ellipticity of α‐bands are similar in each other, while the β‐band of 8 was about three times stronger than that of 9. Irradiation of 6s‐trans‐locked rhodopsin, 9, in the presence of hyroxylamine, resulted in the formation of only one of the enantiomers of 6s‐rrans‐locked retinal oxime showing a positive circular dichroism signal at around 390 nm. This fact strongly suggests that the retinal binding site of rhodopsin shows a chiral discrimination. From these experimental results, the interactions between the trimethyl cyclohexene ring portion in the chromophore and the neighbouring protein moiety in the rhodopsin molecule are discussed.
通过氟化视紫红质类似物研究视紫红质发色团和视紫红质中视蛋白之间的静电相互作用。
影响因子：
2.9
作者：
Shichida,Y;Ono,T;Yoshizawa,T;Matsumoto,H;Asato,AE;Zingoni,JP;Liu,RS
通讯作者：
Liu,RS