Reactions of dehydroascorbic acid with primary aliphatic amines including N-alpha-acetyllysine

被引:21
作者
Larisch, B
Pischetsrieder, M
Severin, T
机构
[1] Inst. fur Pharm./Lebensmittelchem., Universität München, D-80333 München
关键词
Maillard reaction; L-dehydroascorbic acid; L-ascorbic acid; oxalic amides; aminoreductones; protein glycation; protein cross link;
D O I
10.1021/jf9601426
中图分类号
S [农业科学];
学科分类号
09 [农学];
摘要
The reaction of L-debydroascorbic acid (DHA) with primary aliphatic amines including N-alpha-acetyllysine was examined by HPLC A new aminoreductone, 2-deoxy-2-(propylamino)ascorbic acid (1) was isolated and the structure elucidated by spectroscopic data. Furthermore oxalic acid mono-(2) and diamides (3) were identified as important degradation products of DHA under Maillard conditions, 3-Deoxy-3-(alkylamino)ascorbic acids (4), typical condensation products of L-ascorbic acid and amines, were also detected in the reaction mixtures of DHA. All produces are formed under oxidative and nonoxidative conditions from DHA.
引用
收藏
页码:1630 / 1634
页数:5
相关论文
共 29 条
[1]
THE ROLE OF ASCORBIC-ACID IN SENILE CATARACT [J].
BENSCH, KG ;
FLEMING, JE ;
LOHMANN, W .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1985, 82 (21) :7193-7196
[2]
BORENSTEIN B, 1987, FOOD TECHNOL-CHICAGO, V41, P98
[3]
NON-ENZYMIC BROWNING OF LEMON JUICE [J].
CLEGG, KM .
JOURNAL OF THE SCIENCE OF FOOD AND AGRICULTURE, 1964, 15 (12) :878-+
[4]
REACTION OF ASCORBATE WITH LYSINE AND PROTEIN UNDER AUTOXIDIZING CONDITIONS - FORMATION OF N-EPSILON-(CARBOXYMETHYL)LYSINE BY REACTION BETWEEN LYSINE AND PRODUCTS OF AUTOXIDATION OF ASCORBATE [J].
DUNN, JA ;
AHMED, MU ;
MURTIASHAW, MH ;
RICHARDSON, JM ;
WALLA, MD ;
THORPE, SR ;
BAYNES, JW .
BIOCHEMISTRY, 1990, 29 (49) :10964-10970
[5]
KIRK JR, 1981, WATER ACTIVITY INFLU, P631
[6]
5-HYDROXY-2-METHYL-4-(ALKYLAMINO)-2H-PYRAN-3(6H)-ONE - A NEW SUGAR-DERIVED AMINOREDUCTONE [J].
KNERR, T ;
PISCHETSRIEDER, M ;
SEVERIN, T .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1994, 42 (08) :1657-1660
[7]
A REACTION OF ASCORBIC ACID WITH ALPHA-AMINO ACIDS [J].
KOPPANYI, T ;
VIVINO, AE ;
VEITCH, FP .
SCIENCE, 1945, 101 (2630) :541-542
[8]
RED PIGMENT PRODUCED BY OXIDATION OF L-SCORBAMIC ACID [J].
KURATA, T ;
FUJIMAKI, M ;
SAKURAI, Y .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1973, 21 (04) :676-680
[9]
LIAO ML, 1987, FOOD TECHNOL-CHICAGO, V41, P104
[10]
THE PRODUCTION OF THREOSE AS A DEGRADATION PRODUCT FROM L-ASCORBIC-ACID [J].
LOPEZ, MG ;
FEATHER, MS .
JOURNAL OF CARBOHYDRATE CHEMISTRY, 1992, 11 (06) :799-806