One-pot isomerization of aldo-disaccharides to keto-disaccharides in deep sea water under sub-critical conditions

被引:6
作者
Kulkarni, Aditya [1 ]
Ogata, Makoto [2 ]
Sako, Takeshi [3 ]
Usui, Taichi [1 ,2 ]
机构
[1] Shizuoka Univ, Fac Agr, Dept Appl Biol Chem, Suruga Ward, Shizuoka 4228529, Japan
[2] Shizuoka Univ, Grad Sch Sci & Technol, Dept Biosci, Suruga Ward, Shizuoka 4228529, Japan
[3] Shizuoka Univ, Dept Engn, Naka Ku, Hamamatsu, Shizuoka 4328561, Japan
关键词
Aldo-disaccharide; Keto-disaccharide; Sub-critical water; Sea water; Lactulose; Isomerization; LACTULOSE; EXTRACTION; PRODUCE;
D O I
10.1016/j.tetlet.2012.04.103
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel and facile one-pot isomerization of aldo-disaccharides to keto-disaccharides is achieved by making use of deep sea water in sub-critical conditions. The resulting keto-disaccharides having pharmaceutical and food applications were obtained in modest yields of about 30-32% at the optimum reaction conditions (temperature: 180 degrees C, reaction time: 5 min). Detailed investigation of all major ions in deep sea water revealed that bicarbonate ions play a key role as a catalyst in this isomerization reaction. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3385 / 3388
页数:4
相关论文
共 12 条
[1]   Isomerization of lactose and lactulose production: review [J].
Aider, Mohammed ;
de Halleux, Damien .
TRENDS IN FOOD SCIENCE & TECHNOLOGY, 2007, 18 (07) :356-364
[2]  
[Anonymous], 1968, OCEANS
[3]   Sub-Critical Water Extraction of Residual Green Tea to Produce a Roasted Green Tea-Like Extract [J].
Etoh, Hideo ;
Ohtaki, Naoko ;
Kato, Hideaki ;
Kulkarni, Aditya ;
Morita, Akio .
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 2010, 74 (04) :858-860
[4]   Hot compressed water as reaction medium and reactant - Properties and synthesis reactions [J].
Kruse, A. ;
Dinjus, E. .
JOURNAL OF SUPERCRITICAL FLUIDS, 2007, 39 (03) :362-380
[5]   Subcritical water extraction of barley to produce a functional drink [J].
Kulkarni, Aditya ;
Yokota, Tadashi ;
Suzuki, Shin'ichi ;
Etoh, Hideo .
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 2008, 72 (01) :236-239
[6]   BIOLOGICAL FUNCTIONS OF OLIGOSACCHARIDES IN HUMAN-MILK [J].
KUNZ, C ;
RUDLOFF, S .
ACTA PAEDIATRICA, 1993, 82 (11) :903-912
[7]   ION PRODUCT OF WATER SUBSTANCE, O-DEGREES-C-1000-DEGREES-C, 1-10,000 BARS - NEW INTERNATIONAL FORMULATION AND ITS BACKGROUND [J].
MARSHALL, WL ;
FRANCK, EU .
JOURNAL OF PHYSICAL AND CHEMICAL REFERENCE DATA, 1981, 10 (02) :295-304
[8]  
Mizota T., 1987, Bulletin of the International Dairy Federation, P69
[9]   COMPARATIVE MODES OF ACTION OF LACTITOL AND LACTULOSE IN THE TREATMENT OF HEPATIC-ENCEPHALOPATHY [J].
PATIL, DH ;
WESTABY, D ;
MAHIDA, YR ;
PALMER, KR ;
REES, R ;
CLARK, ML ;
DAWSON, AM ;
SILK, DBA .
GUT, 1987, 28 (03) :255-259
[10]   The buffer capacity of sea water [J].
Thompson, TG ;
Bonnar, RU .
INDUSTRIAL AND ENGINEERING CHEMISTRY-ANALYTICAL EDITION, 1931, 3 :0393-0395