Syntheses of labeled vitamers of folic acid to be used as internal standards in stable isotope dilution assays

被引:44
作者
Freisleben, A [1 ]
Schieberle, P [1 ]
Rychlik, M [1 ]
机构
[1] Tech Univ Munich, Inst Lebensmittelchem, D-85748 Garching, Germany
关键词
electrospray mass spectrometry; folates; labeled folic acid; stable isotope dilution assay;
D O I
10.1021/jf025571k
中图分类号
S [农业科学];
学科分类号
09 ;
摘要
[H-2(4)]Folic acid was synthesized by deuterating p-aminobenzoic acid, which was then coupled to glutamic acid and 6-formylpterin. Using [H-2(4)]folic acid as starting component enabled the preparation of labeled vitamers tetrahydrofolate, 5-formyltetrahydrofolate, 5-methyltetrahydrofolate, and 10-formylfolate which were characterized by electrospray mass spectrometry and collision-induced dissociation. The mass spectrometric studies confirmed that the compounds could be used as internal standards in stable isotope dilution assays.
引用
收藏
页码:4760 / 4768
页数:9
相关论文
共 27 条
[1]  
Bagley PJ, 2000, CLIN CHEM, V46, P404
[2]   PREPARATION OF [2',3',5',6'-H-2(4)]PTEROYLGLUTAMIC ACID [J].
DUEKER, SR ;
JONES, AD ;
SMITH, GM ;
CLIFFORD, AJ .
JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 1995, 36 (10) :981-991
[3]   Standardisation of HPLC techniques for the determination of naturally-occurring folates in food [J].
Finglas, PM ;
Wigertz, K ;
Vahteristo, L ;
Witthöft, C ;
Southon, S ;
de Froidmont-Görtz, I .
FOOD CHEMISTRY, 1999, 64 (02) :245-255
[4]   CHEMICAL SYNTHESIS OF DEUTERATED FOLATE MONOGLUTAMATE AND INVIVO ASSESSMENT OF URINARY-EXCRETION OF DEUTERATED FOLATES IN MAN [J].
GREGORY, JF ;
TOTH, JP .
ANALYTICAL BIOCHEMISTRY, 1988, 170 (01) :94-104
[5]   STABLE-ISOTOPE METHODS FOR ASSESSMENT OF FOLATE BIOAVAILABILITY [J].
GREGORY, JF ;
BAILEY, LB ;
TOTH, JP ;
CERDA, JJ .
AMERICAN JOURNAL OF CLINICAL NUTRITION, 1990, 51 (02) :212-215
[6]   FLUOROMETRIC-DETERMINATION OF FOLACIN IN BIOLOGICAL-MATERIALS USING HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY [J].
GREGORY, JF ;
SARTAIN, DB ;
DAY, BPF .
JOURNAL OF NUTRITION, 1984, 114 (02) :341-353
[7]  
GREGORY JF, 1988, J LABELLED COMPD RAD, V15, P1349
[8]   PREPARATION AND PROPERTIES OF ACTIVE FORMALDEHYDE AND ACTIVE FORMATE [J].
HUENNEKENS, FM ;
HO, PPK ;
SCRIMGEOUR, KG .
METHODS IN ENZYMOLOGY, 1963, 6 :806-811
[9]  
Konings EJM, 1999, J AOAC INT, V82, P119
[10]   The synthesis of folic acid, multiply labelled with stable isotopes, for bio-availability studies in human nutrition [J].
Maunder, P ;
Finglas, PM ;
Mallet, AI ;
Mellon, FA ;
Razzaque, MA ;
Ridge, B ;
Vahteristo, L ;
Witthöft, C .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1999, (10) :1311-1323