Cyclotriveratrylene (CTV) as a New Chiral Triacid Scaffold Capable of Inducing Triple Helix Formation of Collagen Peptides Containing either a Native Sequence or Pro-Hyp-Gly Repeats
作者:Erik T. Rump、Dirk T. S. Rijkers、Hans W. Hilbers、Philip G. de Groot、Rob M. J. Liskamp
DOI:10.1002/1521-3765(20021018)8:20<4613::aid-chem4613>3.0.co;2-r
日期:2002.10.18
A new triacid scaffold is described based on the cone-shaped cyclotriveratrylene (CTV) molecule that facilitates the triple helical folding of peptides containing either a unique blood platelet binding collagen sequence or collagen peptides composed of Pro-Hyp-Gly repeats. The latter were synthesized by segment condensation using Fmoc-Pro-Hyp-Gly-OH. Peptides were coupled to this CTV scaffold and also
基于圆锥形的环三藜芦烯(CTV)分子描述了一种新的三酸支架,该分子促进包含独特的血小板结合胶原序列或由Pro-Hyp-Gly重复序列组成的胶原肽的肽的三螺旋折叠。后者通过使用Fmoc-Pro-Hyp-Gly-OH的链段缩合合成。肽与该CTV支架偶联,也与Kemp的三酸(KTA)支架偶联。组装肽H-Gly- [Pro-Hyp-Gly] 2-Phe-Hyp-Gly-Glu(OAll)-Arg-Gly-Val-Glu(OAll)-Gly- [Pro-Hyp-Gly] 2-通过正交合成策略将NH2(13)结合到两个三酸支架上,然后对烯丙基进行脱保护,分子构建体自发折叠成三重螺旋结构。相反,未组装的肽则没有。(+/-)CTV [CH2C(O)N(H)Gly- [Pro-Hyp-Gly] 2-Phe-Hyp-Gly-Glu-Arg-Gly-Val-Glu-Gly的熔点(Tm) -[Pro-Hyp-Gly]