H-1-NMR STUDY OF THE DIASTEREOMERIC FORMS OF THE PROTEASE INHIBITOR ANTIPAIN
H-1-NMR STUDY OF THE DIASTEREOMERIC FORMS OF THE PROTEASE INHIBITOR ANTIPAIN
复制标题
DOI：
10.1002/mrc.1260320406
复制
发表时间：
1994-04-01
影响因子：
2
通讯作者：
LEBRUN, E
中科院分区：
文献类型：
--
作者：
HOEBEKE, J;BUSATTOSAMSOEN, C;LEBRUN, E
Antipain [（1-carboxy-2-phenylethyl）carbamoyl-L-maleyl-L-valyl-DL-arginal]是木瓜蛋白酶和相关蛋白酶的有效抑制剂。本文用二维DQF-COSY、DOUBLE-RELAYED-COSY、HOHAHA和ROESY核磁共振技术，对pH5.8的水溶液中平衡态相互转化形式的H-1 NMR信号进行了归属。在水溶液中，在300 K的平衡的D-和L-精氨酸抗痛异构体的几种形式的质子的归属确定，并初步提出了相应的立体化学。加入等摩尔量的木瓜蛋白酶导致光谱变化和化学位移，这与酶-L-甲醇胺相互作用是相容的。
Antipain [(1-carboxy-2-phenylethyl)carbamoyl-L-arginyl-L-valyl-DL-arginal] is a potent inhibitor of papain and related proteases. The assignment of H-1 NMR signals of the interconverting forms in equilibrium in aqueous solution at pH 5.8 were investigated using two-dimensional DQF-COSY, DOUBLE-RELAYED-COSY, HOHAHA and ROESY nuclear magnetic resonance techniques. The assignments of protons of several forms in equilibrium of the D- and L-arginal antipain isomers were determined in aqueous solution at 300 K, and their corresponding stereochemistry is tentatively proposed. Addition of equimolar amounts of papain resulted in spectral changes and chemical shifts which are compatible with enzyme-L-carbinolamine interactions.