A New Method for the Chiral HRGC Assay of L-2-Hydroxyglutaric Acid in Urine

Higuinaldo J. Chaves das Neves; João Paulo Noronha; Helena Rufino

A New Method for the Chiral HRGC Assay of L-2-Hydroxyglutaric Acid in Urine

Higuinaldo J. Chaves das Neves, João Paulo Noronha, Helena Rufino

DQ - Departamento de Química

Research output: Contribution to journal › Article

12 Citations (Scopus)

Abstract

L-2-Hydroxyglutaric aciduria is a recently discovered inherited neurometabolic disease for which diagnostic identification of the right enantiomer is required. A method is described where alkyl esters of both L- and D-2-hydroxyglutaric acids are prepared without side lactonization. Esterification is achieved at room temperature by reaction with appropriate alkyl chloroformates. This method avoids lactonization, in contrast to esterification with alcohols in acidic media or with diazomethane. The identity of the derivatives is established by HRGC-FTIR and HRGC-MS. Chiral HRGC separation with capillaries coated with 1(R)-trans-N-N′-1,2-cyclohexylenebisbenzamideoligodimethyL-siloxane and with a cyclodextrin is compared. The method is adequate for quantitative determinations.

Original language	English
Pages (from-to)	161-164
Number of pages	4
Journal	HRC Journal of High Resolution Chromatography
Volume	19
Issue number	3
Publication status	Published - 1 Mar 1996

Keywords

1(R)-trans-N,N′-1,2-cyclohexenylbisbenzamideoligosiloxane
Chiral HRGC
Chiral liquid phases
Cyclodextrins
L-2-Hydroxyglutaric acid
L-2-Hydroxyglutaric aciduria

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@article{1b1cbce0c5c14d90a0decb60dece1d23,

title = "A New Method for the Chiral HRGC Assay of L-2-Hydroxyglutaric Acid in Urine",

abstract = "L-2-Hydroxyglutaric aciduria is a recently discovered inherited neurometabolic disease for which diagnostic identification of the right enantiomer is required. A method is described where alkyl esters of both L- and D-2-hydroxyglutaric acids are prepared without side lactonization. Esterification is achieved at room temperature by reaction with appropriate alkyl chloroformates. This method avoids lactonization, in contrast to esterification with alcohols in acidic media or with diazomethane. The identity of the derivatives is established by HRGC-FTIR and HRGC-MS. Chiral HRGC separation with capillaries coated with 1(R)-trans-N-N′-1,2-cyclohexylenebisbenzamideoligodimethyL-siloxane and with a cyclodextrin is compared. The method is adequate for quantitative determinations.",

keywords = "1(R)-trans-N,N′-1,2-cyclohexenylbisbenzamideoligosiloxane, Chiral HRGC, Chiral liquid phases, Cyclodextrins, L-2-Hydroxyglutaric acid, L-2-Hydroxyglutaric aciduria",

author = "{Chaves das Neves}, {Higuinaldo J.} and Noronha, {Jo{\~a}o Paulo} and Helena Rufino",

year = "1996",

month = mar,

day = "1",

language = "English",

volume = "19",

pages = "161--164",

journal = "HRC Journal of High Resolution Chromatography",

issn = "0935-6304",

publisher = "John Wiley and Sons Ltd",

number = "3",

}

TY - JOUR

T1 - A New Method for the Chiral HRGC Assay of L-2-Hydroxyglutaric Acid in Urine

AU - Chaves das Neves, Higuinaldo J.

AU - Noronha, João Paulo

AU - Rufino, Helena

PY - 1996/3/1

Y1 - 1996/3/1

N2 - L-2-Hydroxyglutaric aciduria is a recently discovered inherited neurometabolic disease for which diagnostic identification of the right enantiomer is required. A method is described where alkyl esters of both L- and D-2-hydroxyglutaric acids are prepared without side lactonization. Esterification is achieved at room temperature by reaction with appropriate alkyl chloroformates. This method avoids lactonization, in contrast to esterification with alcohols in acidic media or with diazomethane. The identity of the derivatives is established by HRGC-FTIR and HRGC-MS. Chiral HRGC separation with capillaries coated with 1(R)-trans-N-N′-1,2-cyclohexylenebisbenzamideoligodimethyL-siloxane and with a cyclodextrin is compared. The method is adequate for quantitative determinations.

AB - L-2-Hydroxyglutaric aciduria is a recently discovered inherited neurometabolic disease for which diagnostic identification of the right enantiomer is required. A method is described where alkyl esters of both L- and D-2-hydroxyglutaric acids are prepared without side lactonization. Esterification is achieved at room temperature by reaction with appropriate alkyl chloroformates. This method avoids lactonization, in contrast to esterification with alcohols in acidic media or with diazomethane. The identity of the derivatives is established by HRGC-FTIR and HRGC-MS. Chiral HRGC separation with capillaries coated with 1(R)-trans-N-N′-1,2-cyclohexylenebisbenzamideoligodimethyL-siloxane and with a cyclodextrin is compared. The method is adequate for quantitative determinations.

KW - 1(R)-trans-N,N′-1,2-cyclohexenylbisbenzamideoligosiloxane

KW - Chiral HRGC

KW - Chiral liquid phases

KW - Cyclodextrins

KW - L-2-Hydroxyglutaric acid

KW - L-2-Hydroxyglutaric aciduria

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M3 - Article

AN - SCOPUS:0345876151

VL - 19

SP - 161

EP - 164

JO - HRC Journal of High Resolution Chromatography

JF - HRC Journal of High Resolution Chromatography

SN - 0935-6304

IS - 3

ER -