Transglycosylation of neohesperidin dihydrochalcone by Bacillus stearothermophilus maltogenic amylase

被引:25
作者
Cho, JS
Yoo, SS
Cheong, TK
Kim, MJ
Kim, Y
Park, KH [1 ]
机构
[1] Seoul Natl Univ, Dept Food Sci & Technol, Suwon 441744, South Korea
[2] Seoul Natl Univ, New Biomat Agr Res Ctr, Suwon 441744, South Korea
关键词
Bacillus stearothermophilus maltogenic amylase (BSMA); transglycosylation; neohesperidin; dihydrochalcone (NHDC); maltosyl-alpha-(1,6)-neohesperidin dihydrochalcone;
D O I
10.1021/jf991044y
中图分类号
S [农业科学];
学科分类号
09 [农学];
摘要
Neohesperidin dihydrochalcone (NHDC), a sweet compound derived from citrus fruits, was modified to a series of its oligosaccharides by transglycosylation activity of Bacillus stearothermophilus maltogenic amylase (BSMA). Maltotriose as a donor was reacted with NHDC as an acceptor to glycosylate for the purpose of increasing the solubility of NHDC. Maltosyl-NHDC was a major transglycosylation product among the several transfer products by TLC analysis. The structure of the major transglycosylation product was determined to be maltosyl-alpha-(1,6)-neohesperidin dihydrochalcone by MALDI-TOF/MS and H-1 and C-13 NMR. Maltosyl-NHDC was 700 times more soluble in water and 7 times less sweet than NHDC.
引用
收藏
页码:152 / 154
页数:3
相关论文
共 12 条
[1]
CACCIA F, 1996, J AGR FOOD CHEM, V46, P1500
[2]
Molecular and enzymatic characterization of a maltogenic amylase that hydrolyzes and transglycosylates acarbose [J].
Cha, HJ ;
Yoon, HG ;
Kim, YW ;
Lee, HS ;
Kim, JW ;
Kweon, KS ;
Oh, BH ;
Park, KH .
EUROPEAN JOURNAL OF BIOCHEMISTRY, 1998, 253 (01) :251-262
[3]
TASTE AND STRUCTURE IN PHENOLIC GLYCOSIDES [J].
HOROWITZ, RM ;
GENTILI, B .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1969, 17 (04) :696-&
[4]
DIHYDROCHALCONE SWEETENERS - SENSORY AND STABILITY EVALUATION [J].
INGLETT, GE ;
KRBECHEK, L ;
DOWLING, B ;
WAGNER, R .
JOURNAL OF FOOD SCIENCE, 1969, 34 (01) :101-&
[5]
Crystal structure of a maltogenic amylase provides insights into a catalytic versatility [J].
Kim, JS ;
Cha, SS ;
Kim, HJ ;
Kim, TJ ;
Ha, NC ;
Oh, ST ;
Cho, HS ;
Cho, MJ ;
Kim, MJ ;
Lee, HS ;
Kim, JW ;
Choi, KY ;
Park, KH ;
Oh, BH .
JOURNAL OF BIOLOGICAL CHEMISTRY, 1999, 274 (37) :26279-26286
[6]
Synthesis of neohesperidin glycosides and naringin glycosides by cyclodextrin glucanotransferase from an alkalophilic Bacillus species [J].
Kometani, T ;
Nishimura, T ;
Nakae, T ;
Takii, H ;
Okada, S .
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 1996, 60 (04) :645-649
[7]
Transglycosylation of naringin by Bacillus stearothermophilus maltogenic amylase to give glycosylated naringin [J].
Lee, SJ ;
Kim, JC ;
Kim, MJ ;
Kitaoka, M ;
Park, CS ;
Lee, SY ;
Ra, MJ ;
Moon, TW ;
Robyt, JF ;
Park, KH .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1999, 47 (09) :3669-3674
[8]
PATTON S., 1957, FOOD RES, V22, P316
[9]
Biochemical basis of bitterness in citrus fruit juices and biotech approaches for debittering [J].
Puri, M ;
Marwaha, SS ;
Kothari, RM ;
Kennedy, JF .
CRITICAL REVIEWS IN BIOTECHNOLOGY, 1996, 16 (02) :145-155
[10]
SACHIKO E, 1994, BIOSCI BIOTECH BIOCH, V58, P1479