A convenient preparation of N ε-methyl-l-lysine derivatives and its application to the synthesis of histone tail peptides
作者:Hongfang Chi、Md. Shahidul Islam、Tienabe K. Nsiama、Tamaki Kato、Norikazu Nishino
DOI:10.1007/s00726-014-1690-6
日期:2014.5
A convenient route is established for the preparation of N α-Fmoc-N ε-(Boc, methyl)-l-lysine and N α-Fmoc-N ε-dimethyl-l-lysine as building blocks to be used for the synthesis of methylated peptides. This methodology is based on the use of malonate derivatives and dibromobutane to produce key intermediates, l-2-amino-6-bromohexanoic acid derivatives, which could be modified to the required group at
一种方便的方式来确定路径用于制备Ñ α -Fmoc- Ñ ε - (BOC,甲基) -升-赖氨酸和Ñ α -Fmoc- Ñ ε -二甲基-升-赖氨酸作为积木用于合成甲基化的肽。此方法是基于使用丙二酸酯衍生物和二溴丁烷以产生关键中间体,升-2-氨基-6-溴己酸衍生物,可以在ε位修饰为所需的基团。Fmoc保护是可及的,因此这些化合物可用于溶液以及固相肽合成中。另外,已证明含有这些甲基化赖氨酸的肽可抵抗胰蛋白酶和赖氨酰内肽酶的作用。因此,这种新的方法可以被认为是合成的改进Ñ ε甲基升赖氨酸衍生物。