Synthesis of a glycosylated peptide thioester by the Boc strategy and its application to segment condensation
Synthesis of a glycosylated peptide thioester by the Boc strategy and its application to segment condensation
复制标题
DOI：
10.1271/bbb.50621
复制
发表时间：
2006-06-01
影响因子：
1.6
通讯作者：
Watanabe, Yasushi
中科院分区：
文献类型：
--
作者：
Haginoya, Eiichiro;Hojo, Hironobu;Watanabe, Yasushi
证明了通过叔丁氧基羰基（Boc）策略的壳二糖基化肽硫酯的合成。在Boc模式固相法的应用中，引入了带有苄基保护壳二糖的Boc-Asn。HF处理所得受保护的肽树脂得到所需的壳二糖基化肽硫酯。该硫酯用于通过硫酯片段缩合法制备源自细胞外基质金属蛋白酶诱导剂（emmprin）（34-94）、（34-118）和（22-118）的肽序列。这些糖肽的构象通过圆二色性（CD）光谱测量来表征。
The synthesis of a chitobiosylated peptide thioester by the t-butoxycarbonyl (Boc) strategy is demonstrated. Boc-Asn carrying benzyl-protected chitobiose was introduced during application of the Boc mode solid-phase method. HF treatment of the resulting protected peptide resin gave the desired chitobiosylated peptide thioester. This thioester was used to prepare the peptide sequence derived from extracellular matrix metalloproteinase inducers (emmprin) (34-94), (34-118) and (22-118) by the thioester segment condensation method. The conformation of these glycopeptides is characterized by circular dichroism (CD) spectral measurement.