NMR spectroscopic study of the formation of borate esters ascorbic acid and isoascorbic acid

被引:5
作者
Obi, N
Katayama, M
Sano, J
Kojima, Y
Shigemitsu, Y
Takada, B
机构
[1] Dainippon Ink & Chem Inc, Chiba, Japan
[2] Kawamura Inst Chem Res, Chiba, Japan
关键词
D O I
10.1039/a804680h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The favorable positions for borate ester formation of ascorbic acid are 3,5-OH groups which yields a 6-membered ring, even though B-13 NMR chemical shifts of the borate ester of ascorbic acid suggested the existence of a 5-membered ring.
引用
收藏
页码:933 / 934
页数:2
相关论文
共 28 条
[1]   Sugar-controlled aggregate formation in boronic acid-appended porphyrin amphiphiles [J].
Arimori, S ;
Takeuchi, M ;
Shinkai, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (01) :245-246
[2]   EQUILIBRIA BETWEEN BORATE ION AND SOME POLYOLS IN AQUEOUS SOLUTION [J].
CONNER, JM ;
BULGRIN, VC .
JOURNAL OF INORGANIC & NUCLEAR CHEMISTRY, 1967, 29 (08) :1953-&
[3]   A POLARIMETRIC AND B-11 AND C-13 NUCLEAR MAGNETIC-RESONANCE STUDY OF THE REACTION OF THE TETRAHYDROXYBORATE ION WITH POLYOLS AND CARBOHYDRATES [J].
DAWBER, JG ;
GREEN, SIE ;
DAWBER, JC ;
GABRAIL, S .
JOURNAL OF THE CHEMICAL SOCIETY-FARADAY TRANSACTIONS I, 1988, 84 :41-56
[4]  
DUIN MV, 1987, J CHEM SOC P2, P473
[5]  
DUIN MV, 1985, TETRAHEDRON, V141, P3411
[6]  
DUIN MV, 1986, RECL TRAV CHIM PAY B, V105, P488
[7]   INTERCONVERSION OF AQUEOUS BORON SPECIES AND INTERACTION OF BORATE WITH DIOLS - A B-11 NMR-STUDY [J].
HENDERSO.WG ;
HOW, MJ ;
KENNEDY, GR ;
MOONEY, EF .
CARBOHYDRATE RESEARCH, 1973, 28 (01) :1-12
[8]   Saccharide sensing with molecular receptors based on boronic acid [J].
James, TD ;
Sandanayake, KRAS ;
Shinkai, S .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1996, 35 (17) :1910-1922
[9]  
KAKKEE MJA, 1985, RECL TRAV CHIM PAY B, V104, P230
[10]   THE SEPARATION OF SUGARS BY ION EXCHANGE [J].
KHYM, JX ;
ZILL, LP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1952, 74 (08) :2090-2094