Divergent behavior of glycosylated threonine and serine derivatives in solid phase peptide synthesis.
Divergent behavior of glycosylated threonine and serine derivatives in solid phase peptide synthesis.
复制标题
DOI：
10.1021/ol301723e
复制
发表时间：
2012-08-03
期刊：
影响因子：
5.2
通讯作者：
Gildersleeve, Jeffrey C.
中科院分区：
文献类型：
--
作者：
Zhang, Yalong;Muthana, Saddam M.;Barchi, Joseph J., Jr.;Gildersleeve, Jeffrey C.
Solid phase peptide coupling of glycosylated threonine derivatives was systematically evaluated. In contrast to glycosylated serine derivatives which are highly prone to epimerization, glycosylated threonine derivatives produce only negligible amounts of epimerization. Under forcing conditions, glycosylated threonine analogs undergo β-elimination, rather than epimerization. Mechanistic studies and molecular modeling were used to understand the origin of the differences in reactivity.
登录
查看更多内容
影响因子：
6.2
作者：
Zhu J;Warren JD;Danishefsky SJ
通讯作者：
Danishefsky SJ
影响因子：
7.3
作者：
Kaczmarek P;Keay SK;Tocci GM;Koch KR;Zhang CO;Barchi JJ Jr;Grkovic D;Guo L;Michejda CJ
通讯作者：
Michejda CJ
影响因子：
15
作者：
Hojo, H;Matsumoto, Y;Nakahara, Y
通讯作者：
Nakahara, Y
影响因子：
15
作者：
Zhang, Yalong;Muthana, Saddam M.;Farnsworth, David;Ludek, Olaf;Adams, Kristie;Barchi, Joseph J., Jr.;Gildersleeve, Jeffrey C.
通讯作者：
Gildersleeve, Jeffrey C.
影响因子：
5.2
作者：
Matsushita, T;Hinou, H;Nishimura, SI
通讯作者：
Nishimura, SI