Liposome-assisted selective polycondensation of α-amino acids and peptides
Liposome-assisted selective polycondensation of α-amino acids and peptides
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DOI：
10.1021/ma990917m
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发表时间：
1999-10-19
期刊：
影响因子：
5.5
通讯作者：
Luisi, PL
中科院分区：
文献类型：
--
作者：
Blocher, M;Liu, DJ;Luisi, PL
本文讨论了双分子膜是否以及在多大程度上能促进氨基酸和多肽的缩聚反应。我们相信这个问题是相关的肽/脂质相互作用领域，特别是益生元化学。1，2我们将证明，确实双分子层可以帮助缩聚，特别是当起始材料是疏水性氨基酸或peptide.Among该领域的开创性工作，Fox和合作者3进行了氨基酸混合物的热缩聚。后来Yanagawa等人4使用氨基酸和磷脂或脂肪酸的混合物恢复并扩展了这一点。在更常规的术语下，几位作者已经研究了在水溶液中使用N-羧基酸酐（NCA）5方法的氨基酸的缩聚，其与益生元方案有关。6 r11 NCA的激活作用是有趣的，因为最近有人声称NCA氨基酸或其硫代等价物可能是益生元化合物。6，12，13人们还应该特别回顾Orgel等人的工作，14 R16，其能够使用谷氨酸达到高达55的聚合度。在这些研究中，粘土矿物作为聚合的支持。然而，不同类型的氨基酸需要不同种类的矿物质，具有不同的化学和物理化学性质。Orgel等人17还能够在水溶液中使用带正电荷的胶束诱导带负电荷的NCAramino酸的聚合。在这两种情况下，粘土和胶束的静电相互作用是有效低聚的先决条件。
The present paper deals with the question as to whether and to what extent lipidic bilayers can aid the polycondensation of amino acids and peptides. We believe this question to be relevant in the field of peptide/lipid interaction and in particular to prebiotic chemistry. 1, 2 We will show that indeed lipidic bilayers can aid the polycondensation, particularly when the starting materials are hydrophobic amino acids or peptides.Among the pioneering work on the field, Fox and collaborators3 carried out thermal polycondensation of amino acid mixtures. This was resumed later on and extended by Yanagawa et al. 4 using mixtures of amino acids and phospholipids or fatty acids. Under more conventional terms, the polycondensation of amino acids using the N-carboxyanhydride (NCA) 5 method in aqueous solution has been studied by several authors with respect to a prebiotic scenario. 6r11 The activation by NCA is interesting because of the recent claims that NCAramino acids or their thio equivalents could have been prebiotic compounds. 6, 12, 13 One should also recall in particular the work by Orgel et al., 14r16 who were able to reach polymerization degrees up to 55 using glutamic acid. In these studies, clay minerals served as support for the polymerization. However, different kinds of minerals with different chemical and physicochemical properties were needed for different types of amino acids. Orgel et al. 17 were also able to induce the polymerization of negatively charged NCAramino acids using positively charged micelles in an aqueous solution. In these two casessclays and micellesselectrostatic interactions were a prerequisite for efficient oligomerization.