Preparation of deuterated methyl and dimethyl substituted nicotinoylating agents for derivatization of the N-terminal of protein.
Methyl groups of 6-methylnicotinic acid and 2,6-dimethylnicotinic acid were deuterated by an H-D exchange reaction under conditions of 1% NaOD/D(2)O on heating. With a condensation reaction between the D-labeled nicotinic acid derivative and N-hydroxysuccinimide with 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride, the nicotinoylating agents, 1-(6-methyl[D(3)]nicotinoyloxy)succinimide (2c) and 1-(2,6-dimethyl[D(6)]nicotinoyloxy)succinimide (2f) were prepared. Both D-labeled nicotinoylating agents and their unlabeled counterparts quantitatively modified the N-terminal of protein.
Tsumoto
Hiroki
H
Graduate School of Pharmaceutical Sciences, Nagoya City University, Japan.
Murata
Chie
C
Miyata
Naoki
N
Taguchi
Ryo
R
Kohda
Kohfuku
K
D001920:Bradykinin / Q000032:analysis*; D003903:Deuterium / Q000032:analysis / Q000138:chemical synthesis*; D009539:Nicotinic Acids / Q000032:analysis / Q000138:chemical synthesis*; D010446:Peptide Fragments / Q000032:analysis*
D009539:Nicotinic Acids; D010446:Peptide Fragments; C008473:methyl nicotinate; D003903:Deuterium; D001920:Bradykinin