5-HYDROXY-2-METHYL-4-(ALKYLAMINO)-2H-PYRAN-3(6H)-ONE - A NEW SUGAR-DERIVED AMINOREDUCTONE

被引:8
作者
KNERR, T [1 ]
PISCHETSRIEDER, M [1 ]
SEVERIN, T [1 ]
机构
[1] UNIV MUNICH,INST PHARM & LEBENSMITTELCHEM,D-80333 MUNICH,GERMANY
关键词
MAILLARD REACTION; GLUCOSE; AMINOREDUCTONE; HPLC;
D O I
10.1021/jf00044a014
中图分类号
S [农业科学];
学科分类号
09 [农学];
摘要
2,3-Dihydro-3,5-dihydroxy-6-methyl-4H-pyran-4-one (3) is one of the main products obtained from glucose under the conditions of the Maillard reaction. Heating of 3 in the presence of primary amines leads to the formation of 5-hydroxy-2-methyl-4-(alkylamino)-2H-pyran-3(6H)-one (11). These new aminoreductones can also be isolated from glucose/amine reaction mixtures.
引用
收藏
页码:1657 / 1660
页数:4
相关论文
共 23 条
[1]
ASSAYS IN 3-HYDROXY-1-OXO-PHENALENE AND 1,2,3-TRIOXO-2,3-DIHYDROPHENALENE SERIES [J].
EISTERT, B ;
EIFLER, W ;
GOTH, H .
CHEMISCHE BERICHTE-RECUEIL, 1968, 101 (06) :2162-&
[2]
ESTENDORFER S, 1990, ANGEW CHEM, V102, P547
[3]
Euler von H., 1957, CHEM BIOCH REDUKTONE
[4]
NATURE OF CROSS-LINKING OF PROTEINS BY GLUTARALDEHYDE .1. INTERACTION OF GLUTARALDEHYDE WITH AMINO-GROUPS OF 6-AMINOHEXANOIC ACID AND OF ALPHA-N-ACETYL-LYSINE [J].
HARDY, PM ;
NICHOLLS, AC ;
RYDON, HN .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1976, (09) :958-962
[5]
DEGRADATION OF D-GLUCOSE WITH ACETIC ACID AND METHYLAMINE [J].
JURCH, GR ;
TATUM, JH .
CARBOHYDRATE RESEARCH, 1970, 15 (02) :233-&
[6]
5,6-DIHYDRO-3,5-DIHYDROXY-4H-PYRIDONES - NEW MAILLARD PRODUCTS FROM 6-0-SUBSTITUTED HEXOSES AND PRIMARY AMINES [J].
KETTNER, B ;
LEDL, F ;
LERCHE, H ;
SEVERIN, T .
TETRAHEDRON, 1991, 47 (45) :9351-9356
[7]
REACTIVITY OF MAILLARD PRODUCTS WITH A PYRROLE STRUCTURE [J].
KLEIN, E ;
LEDL, F ;
BERGMULLER, W ;
SEVERIN, T .
ZEITSCHRIFT FUR LEBENSMITTEL-UNTERSUCHUNG UND-FORSCHUNG, 1992, 194 (06) :556-560
[8]
INVESTIGATION OF THE GLUCOSE PROPYLAMINE REACTION BY HPLC [J].
KNERR, T ;
SEVERIN, T .
ZEITSCHRIFT FUR LEBENSMITTEL-UNTERSUCHUNG UND-FORSCHUNG, 1993, 196 (04) :366-369
[9]
MAILLARD REACTIONS OF LACTOSE AND MALTOSE [J].
KRAMHOLLER, B ;
PISCHETSRIEDER, M ;
SEVERIN, T .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1993, 41 (03) :347-351
[10]
METHYLENE REDUCTINIC ACID, A NEW REDUCTONE FROM GLUCOSE .15. INVESTIGATIONS RELATING TO THE MAILLARD REACTION [J].
LEDL, F ;
FRITSCH, G ;
SEVERIN, T .
ZEITSCHRIFT FUR LEBENSMITTEL-UNTERSUCHUNG UND-FORSCHUNG, 1982, 175 (03) :208-210