1,5-anhydro-d-fructose: Regioselective acylation with fatty acids

被引：11

作者：

Andersen, SM

Lundt, I

Marcussen, J

Yu, SK

机构：

[1] Tech Univ Denmark, Dept Organ Chem, DK-2800 Lyngby, Denmark

[2] Danisco Biotechnol, DK-1001 Copenhagen K, Denmark

来源：

CARBOHYDRATE RESEARCH | 1999年 / 320卷 / 3-4期

关键词：

1,5-anhydro-d-fructose; antioxidant; regioselective acylation; lipases;

D O I：

10.1016/S0008-6215(99)00163-9

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Regioselective acylation of 1,5-anhydro-D-fructose was performed with dodecanoic acid to give 1,5-anhydro-6-O-dodecanoyl-D-fructose, chemically in 50% yield and enzymatically in quantitative yield. Quantitative conversions were also obtained using hexadecanoic and octadecanoic acids as acyl donors. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：250 / 256

页数：7

共 30 条

[1] ENZYME CATALYZED PREPARATION OF 6-O-ACYLGLUCOPYRANOSIDES [J].

ADELHORST, K ;

BJORKLING, F ;

GODTFREDSEN, SE ;

KIRK, O .

SYNTHESIS-STUTTGART, 1990, (02) :112-115

[2] Structure of 1,5-anhydro-D-fructose: X-ray analysis of crystalline acetylated dimeric forms [J].

Andersen, SM ;

Lundt, I ;

Marcussen, J ;

Sotofte, I ;

Yu, SK .

JOURNAL OF CARBOHYDRATE CHEMISTRY, 1998, 17 (07) :1027-1035

[3]

Arcos JA, 1998, BIOTECHNOL BIOENG, V57, P505, DOI [10.1002/(SICI)1097-0290(19980305)57:5<505::AID-BIT1>3.0.CO

[4]

2-K, 10.1002/(SICI)1097-0290(19980305)57:5&lt

[5]

505::AID-BIT1&gt

[6]

3.0.CO

[7]

2-K]

[8] ENZYMATIC ESTERIFICATION AND DE-ESTERIFICATION OF CARBOHYDRATES - SYNTHESIS OF A NATURALLY-OCCURRING RHAMNOPYRANOSIDE OF P-HYDROXYBENZALDEHYDE AND A SYSTEMATIC INVESTIGATION OF LIPASE-CATALYZED ACYLATION OF SELECTED ARYLPYRANOSIDES [J].

BASHIR, NB ;

PHYTHIAN, SJ ;

REASON, AJ ;

ROBERTS, SM .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1995, (18) :2203-2222

[9] A HIGHLY SELECTIVE ENZYME-CATALYZED ESTERIFICATION OF SIMPLE GLUCOSIDES [J].

BJORKLING, F ;

GODTFREDSEN, SE ;

KIRK, O .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (14) :934-935

[10]

BOTTLE S, 1984, J CHEM SOC CHEM COMM, P385, DOI 10.1039/c39840000385

← 1 2 3 →