POLYMER-SUPPORTED SYNTHESIS OF PROTECTED PEPTIDE SEGMENTS ON A PHOTOSENSITIVE OMICRON-NITRO(ALPHA-METHYL)BROMOBENZYL RESIN
POLYMER-SUPPORTED SYNTHESIS OF PROTECTED PEPTIDE SEGMENTS ON A PHOTOSENSITIVE OMICRON-NITRO(ALPHA-METHYL)BROMOBENZYL RESIN
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DOI：
10.1016/s0040-4020(01)90104-8
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发表时间：
1988-01-01
期刊：
影响因子：
2.1
通讯作者：
PILLAI, VNR
中科院分区：
文献类型：
--
作者：
AJAYAGHOSH, A;PILLAI, VNR
制备含有光可分离的邻硝基（α-硝基）的新的聚苯乙烯载体甲基）苄基锚定基团及其在固相合成完全保护的C-末端肽中的应用。该光敏树脂的制备涉及从1%-二乙烯基苯交联聚苯乙烯开始的4步聚合物类似反应。按照标准固相肽合成方法将氨基酸单元掺入该树脂中，并通过在中性条件下在350 nm处光解将肽从载体上裂解，总产率为40-50%。肽通过邻位的仲酯键与硝基的连接是允许肽从支持物上光解裂解的因素。
The preparation of a new polystyrene support containing the photodetachable o-nitro(.alpha.-methyl)benzyl anchoring group and its application in the solid phase synthesis of fully protected C-terminal peptides are described. The preparation of the photosensitive resin involves a 4-step polymer-analogous reaction starting from 1%-divinyl benzene crosslinked polystyrene. Amino acid units were incorporated into this resin following standard solid phase peptide synthetic methodology and the peptides were cleaved from the support by photolysis under neutral conditions at 350 nm in 40-50% overall yield. The attachment of the peptide through a secondary ester linkage in o-position to the nitro gorup is the factor permitting the photolytic cleavage of the peptides from the support.