Kinetic and molecular orbital analyses of dicarboxylic acylcarnitine methylesterification show that derivatization may affect the screening of newborns by tandem mass spectrometry

被引：4

作者：

Maeda, Yasuhiro ^{[1
]}

Nakajima, Yoko ^{[2
]}

Gotoh, Kana ^{[1
]}

Hotta, Yuji ^{[1
]}

Kataoka, Tomoya ^{[3
]}

Sugiyama, Naruji ^{[4
]}

Shirai, Naohiro ^{[1
]}

Ito, Tetsuya ^{[2
]}

Kimura, Kazunori ^{[1
,3
]}

机构：

[1] Nagoya City Univ, Grad Sch Pharmaceut Sci, Mizuho Ku, Nagoya, Aichi 4678603, Japan

[2] Fujita Hlth Univ, Sch Med, Toyoake, Aichi 4701192, Japan

[3] Nagoya City Univ, Grad Sch Med Sci, Mizuho Ku, Nagoya, Aichi 4678601, Japan

[4] Aichi Gakuin Univ, Sch Pharm, Chikusa Ku, Nagoya, Aichi 4648651, Japan

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2016年 / 26卷 / 01期

关键词：

Carnitine; Acylcarnitine; Methylesterification; Newborn screening; Tandem mass spectrometry; URINE; BLOOD; DIAGNOSIS; SERUM;

D O I：

10.1016/j.bmcl.2015.11.016

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Newborns are routinely screened for organic acidemias by acylcarnitine analysis. We previously reported the partial catalytic methylesterification of dicarboxylic acylcarnitines by benzenesulfonic acid moiety in the solid extraction cartridge during extraction from serum. Since the diagnosis of organic acidemias by tandem mass spectrometry is affected by the higher molecular weight of these derivatized acylcarnitines, we investigated the methylesterification conditions. The kinetic constants for the methylesterification of carboxyl groups on the acyl and carnitine sides of carnitine were 2.5 and 0.24 h (1), respectively. The physical basis underlying this difference in methylesterification rates was clarified theoretically, illustrating that methylesterification during extraction proceeds easily and must be prevented. (C) 2015 Elsevier Ltd. All rights reserved.

引用

页码：121 / 125

页数：5