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首页> 外文期刊>Chemistry: A European journal >Photocontrol of the collagen triple helix: Synthesis and conformational characterization of bis-cysteinyl collagenous peptides with an azobenzene clamp
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Photocontrol of the collagen triple helix: Synthesis and conformational characterization of bis-cysteinyl collagenous peptides with an azobenzene clamp

机译：胶原三螺旋的光控制：双半胱氨酰胶原肽的合成和构象表征

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摘要

For the photomodulation of the collagen triple helix with an azobenzene clamp, we investigated various collagenous peptides consisting of ideal (Gly-Pro-Hyp) repeats and containing cysteine residues in various positions for a side chain-to-side chain crosslink with a suitable chromophore derivative. Comparative conformational analysis of these cysteine peptides indicated an undecarepeat peptide with two cysteine residues located in the central portion in i and i+7 positions and flanked by (Gly-Pro-Hyp) repeat sequences as the most promising for the cross-bridging experiments. In aqueous alcoholic solution the azobenzene-undecarepeat peptide formed a stable triple helix in equilibrium with the monomeric species as a trans-azobenzene isomer, whereas photoisomerization to the cis isomer leads to unfolding of at least part of the triple helix. Furthermore, the residual supercoiled structure acts like an intermolecular knot, thus making refolding upon cis-to-trans isomerization a concentration-independent fast event. Consequently, these photoswitchable collagenous systems should be well suited for time-resolved studies of folding/unfolding of the collagen triple helix under variable thermodynamic equilibria.
机译：为了用偶氮苯钳夹对胶原三螺旋进行光调节，我们研究了由理想（Gly-Pro-Hyp）重复序列组成且在各个位置含有半胱氨酸残基的各种胶原蛋白肽，用于通过合适的生色团进行侧链至侧链交联衍生物。这些半胱氨酸肽的比较构象分析表明，一种非去杂肽，在i和i + 7位置的中央部分有两个半胱氨酸残基，其侧翼是（Gly-Pro-Hyp）重复序列，是最有希望的跨桥实验。在醇水溶液中，偶氮苯-无杂双保护肽与作为反式偶氮苯异构体的单体物种形成平衡的稳定三螺旋，而光异构化为顺式异构体导致三螺旋的至少一部分解折叠。此外，残留的超螺旋结构的作用类似于分子间的结，因此使顺式至反式异构化时的重折叠成为与浓度无关的快速事件。因此，这些光可转换的胶原蛋白系统应非常适合在可变热力学平衡下对胶原三螺旋折叠/展开的时间分辨研究。

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