Chemo-enzymatic routes to lipopeptides and their colloidal properties.
Chemo-enzymatic routes to lipopeptides and their colloidal properties.
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脂肽的化学酶途径及其胶体特性。
DOI：
10.1021/la500449d
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发表时间：
2014
期刊：
影响因子：
--
通讯作者：
R. Gross
中科院分区：
文献类型：
--
作者：
Geng;Jun Wu;X. Qin;Jianhui Zhu;K. Viswanathan;He Dong;P. Somasundaran;R. Gross
本文证明了脂肽的独特化学-酶促途径，相对于替代方法如固相肽合成（SPPS）和微生物合成，其简单、有效且可扩展。同源寡肽和共寡肽是在水性介质中通过蛋白酶催化从氨基酸乙酯合成的，然后与脂肪酸化学偶联以产生脂肽库。合成的脂肽是由链长范围为8至18的疏水性部分和由平均具有7至8个重复单元的寡聚（L-Glu）或寡聚（L-Glu-co-L-Leu）组成的肽构建的。脂肽的化学结构进行了表征，并通过NMR和基质辅助激光解吸/电离（MALDI）确认。这些脂肽的胶体和界面性质进行了表征和比较的疏水链长度，寡肽组合物，和溶液pH值。结果表明脂肽的界面活性和脂肪酸和寡肽头基的疏水性之间的相关性，其影响已半定量描述的手稿。这些研究的结果提供了对设计原理的见解，这些原理可以在未来的工作中进一步扩展，以通过改善对序列的控制来从蛋白酶催化中获得脂肽，并探索更广泛的肽和脂质组合物，以进一步调整脂肽的生物化学和物理性质。
A unique chemo-enzymatic route to lipopeptides was demonstrated herein that, relative to alternative methods such as solid-phase peptide synthesis (SPPS) and microbial synthesis, is simple, efficient, and scalable. Homo- and co-oligopeptides were synthesized from amino acid ethyl esters via protease catalysis in an aqueous media, followed by chemical coupling to fatty acids to generate a library of lipopeptides. Synthesized lipopeptides were built from hydrophobic moieties with chain lengths ranging from 8 to 18 and peptides consisting of oligo(L-Glu) or oligo(L-Glu-co-L-Leu) with an average of seven to eight repeating units. The chemical structures of the lipopeptides were characterized and confirmed by NMR and matrix-assisted laser desorption/ionization (MALDI). The colloidal and interfacial properties of these lipopeptides were characterized and compared in terms of the hydrophobic chain length, oligopeptide composition, and solution pH. The results showed correlation between the interfacial activity of the lipopeptides and the hydrophobicity of the fatty acid and oligopeptide headgroup, the effects of which have been semiquantitatively described in the manuscript. Results from these studies provide insights into design principles that can be further expanded in future work to access lipopeptides from protease-catalysis with improved control over sequence and exploring a wider range of peptide and lipid compositions to further tune lipopeptide biochemical and physical properties.
影响因子：
1.6
作者：
Thaniyavarn, J;Roongsawang, N;Kanaya, S
通讯作者：
Kanaya, S