Bicyclic homodetic peptide libraries: comparison of synthetic strategies for their solid-phase synthesis.
Bicyclic homodetic peptide libraries: comparison of synthetic strategies for their solid-phase synthesis.
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双环均肽库：固相合成的合成策略比较。
DOI：
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发表时间：
2003
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通讯作者：
F. Albericio
中科院分区：
文献类型：
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作者：
M. Teixidó;M. Altamura;L. Quartara;A. Giolitti;C. Maggi;E. Giralt;F. Albericio
采用正交保护法对双环同源肽库的制备进行了初步研究和合成开发。使用两种基于Fmoc/tBu的策略已经获得了最好的结果，其中第一个循环是在固相中通过侧链官能团进行的，所述侧链官能团先前用Aloc/Al基团保护。第二个循环在固相中进行，这需要三官能氨基酸的侧链锚定和C-末端羧基的Dmb保护，或者在溶液中进行，这需要使用高度不稳定的树脂，如2-氯三苯甲基（Barlos）树脂。只有当环以拉链状的方式形成时，也就是说，首先是小环，然后是较大的环，才能获得所需的最终产品。
Preliminary studies and synthesis development for the preparation of a bicyclic homodetic peptide library have been carried out using orthogonal protection schemes. The best results have been obtained using two Fmoc/tBu-based strategies, in which the first cycle is carried out in the solid phase through side chain functional groups previously protected with Aloc/Al groups. The second cycle is performed either in the solid phase, which requires side chain anchoring of a trifunctional amino acid and Dmb protection for the C-terminus carboxyl group, or in solution, which requires the use of highly labile resins, such as the 2-chlorotrityl (Barlos) resin. Only when the cycles are formed in a ziplike manner, that is, first the small cycle and then the larger ring, is the desired final product obtained.