HYDROGEN-DEUTERIUM EXCHANGE IN LACTAMS

被引:20
作者
CHEN, CYS
SWENSON, CA
机构
[1] Department of Biochemistry, University of Iowa, Iowa City
关键词
D O I
10.1021/ja01030a002
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The kinetics of hydrogen-deuterium exchange have been measured for three cis lactams (butyrolactam, valerolactam, and caprolactam), the cis-trans lactam (caprylactam), and a trans amide (N-methylacetamide) in deuterium oxide solution. Exchange rates and activation energies (12-15 kcal/mole) are comparable for both the cis and trans configurations. Furthermore, activation energies are of a similar magnitude as those for other model peptides, polypeptides, and proteins. © 1969, American Chemical Society. All rights reserved.
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页码:234 / &
相关论文
共 17 条
[1]   NUCLEAR MAGNETIC RESONANCE STUDY OF THE PROTOLYSIS AND IONIZATION OF N-METHYLACETAMIDE [J].
BERGER, A ;
LOEWENSTEIN, A ;
MEIBOOM, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1959, 81 (01) :62-67
[2]   HYDROGEN-DEUTERIUM EXCHANGE OF POLY-DL-ALANINE IN AQUEOUS SOLUTION [J].
BRYAN, WP ;
NIELSEN, SO .
BIOCHIMICA ET BIOPHYSICA ACTA, 1960, 42 (03) :552-553
[3]  
CHEN CYS, 1968, THESIS U IOWA
[4]  
FROST AA, 1961, KINETICS MECHANISM, P98
[5]  
FROST AA, 1961, KINETICS MECHANISM, P22
[6]  
FROST AA, 1961, KINETICS MECH, P91
[7]   USE OF GLASS ELECTRODES TO MEASURE ACIDITIES IN DEUTERIUM OXIDE [J].
GLASOE, PK ;
LONG, FA .
JOURNAL OF PHYSICAL CHEMISTRY, 1960, 64 (01) :188-190
[8]  
Guggenheim EA, 1926, PHILOS MAG, V2, P538
[9]   MITTLERE RINGE .7. DIE EIGENSCHAFTEN ALIPHATISCHER LACTAME UND DIE CIS-TRANS-ISOMERIE DER SAUREAMIDGRUPPE [J].
HUISGEN, R ;
BRADE, H ;
WALZ, H ;
GLOGGER, I .
CHEMISCHE BERICHTE-RECUEIL, 1957, 90 (08) :1437-1447
[10]   DIE ELEKTRISCHEN MOMENTE DER ALIPHATISCHEN LACTAME UND DIE KONFIGURATION DER SAUREAMIDGRUPPE [J].
HUISGEN, R ;
WALZ, H .
CHEMISCHE BERICHTE-RECUEIL, 1956, 89 (11) :2616-2629