O-Succinyl derivative of ι-carrageenan fragments:: Synthesis and characterization

被引：10

作者：

Jiang, Yun-Peng ^{[1
]}

Guo, Xi-Kun

Chen, Ying

机构：

[1] Tianjin Agr Coll, Dept Basic Sci, Tianjin 300384, Peoples R China

[2] Shantou Univ, Dept Chem, Coll Sci, Shantou 515063, Peoples R China

来源：

CARBOHYDRATE POLYMERS | 2007年 / 68卷 / 03期

关键词：

iota-carrageenan; depolymerization; acylation; succinic anhydride;

D O I：

10.1016/j.carbpol.2006.11.015

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

iota-Carrageenan was depolymerized in mild hydrochloric acid condition. Tetrabutylammonium (TBA) salt of iota-carrageenan fragments was acylated with succinic anhydride, 4-dimethylaminopyridine and tributylamine under homogeneous conditions in N,N-dimethylformamide at 80 degrees C. Investigation of FT-IR spectrum of the succinylated product showed that a monoester derivative with succinyl group was formed when iota-carrageenan reacted with succinic anhydride. The H-1 and C-13 NMR spectroscopy has been used to characterize the fine structure of O-succinyl derivative of the i-carrageenan. The C-13 and H-1 NMR chemical shifts of disaccharide unit of O-succinyl iota-carrageenan have been fully assigned using 2D NMR spectroscopic techniques. (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：457 / 464

页数：8

共 19 条

[1] Antiherpetic and anticoagulant properties of carrageenans from the red seaweed Gigartina skottsbergii and their cyclized derivatives: Correlation between structure and biological activity [J].

Carlucci, MJ ;

Pujol, CA ;

Ciancia, M ;

Noseda, MD ;

Matulewicz, MC ;

Damonte, EB ;

Cerezo, AS .

INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 1997, 20 (02) :97-105

[2] Analysis of pyruvylated β-carrageenan by 2D NMR spectroscopy and reductive partial hydrolysis [J].

Falshaw, R ;

Furneaux, RH ;

Wong, H .

CARBOHYDRATE RESEARCH, 2003, 338 (13) :1403-1414

[3] THE APPLICATION OF NMR-PATTERN-RECOGNITION METHODS TO THE CLASSIFICATION OF REDUCED, PERACETYLATED OLIGOSACCHARIDE RESIDUES [J].

GOUX, WJ ;

WEBER, DS .

CARBOHYDRATE RESEARCH, 1993, 240 :57-69

[4] IDENTIFICATION OF STRUCTURAL FEATURES OF HEPARIN REQUIRED FOR INHIBITION OF HERPES-SIMPLEX VIRUS TYPE-1 BINDING [J].

HEROLD, BC ;

GERBER, SI ;

POLONSKY, T ;

BELVAL, BJ ;

SHAKLEE, PN ;

HOLME, K .

VIROLOGY, 1995, 206 (02) :1108-1116

[5] The influence of the conformational state of kappa- and iota-carrageenan on the rate of acid hydrolysis [J].

Hjerde, T ;

Smidsrod, O ;

Christensen, BE .

CARBOHYDRATE RESEARCH, 1996, 288 :175-187

[6] Effect of calcium ions on the organization of iota-carrageenan helices: an X-ray investigation [J].

Janaswamy, S ;

Chandrasekaran, R .

CARBOHYDRATE RESEARCH, 2002, 337 (06) :523-535

[7] O-maleoyl derivative of low-molecular-weight κ-carrageenan:: Synthesis and characterization [J].

Jiang, YP ;

Guo, XK .

CARBOHYDRATE POLYMERS, 2005, 61 (04) :441-445

[8] Synthesis and NMR structural analysis of 0-succinyl derivative of low-molecular-weight κ-carrageenan [J].

Jiang, YP ;

Guo, XK ;

Tian, XF .

CARBOHYDRATE POLYMERS, 2005, 61 (04) :399-406

[9] Acid hydrolysis of sulphated polysaccharides. Desulphation and the effect on molecular mass [J].

Karlsson, A ;

Singh, SK .

CARBOHYDRATE POLYMERS, 1999, 38 (01) :7-15

[10]

KE YK, 1998, HDB ANAL CHEM, V3, P957

← 1 2 →