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Modification of pectin with UV-absorbing substitutents and its effect on the structural and hydrodynamic properties of the water-soluble derivatives

Morris, Gordon, Hromadkova, Z., Ebringerova, A., Malovakova, A., Alfoldi, J. and Harding, S. E. (2002) Modification of pectin with UV-absorbing substitutents and its effect on the structural and hydrodynamic properties of the water-soluble derivatives. Carbohydrate Polymers, 48 (4). pp. 351-359. ISSN 0144-8617

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Citrus pectin with a low degree of methyl esterification (LMP) and its deesterified form, potassium pectate (KP), were modified with a low amount of UV-absorbing substituents. For this purpose, two different substitution reactions were used (a) alkylation of hydroxyl groups with p-carboxybenzyl bromide in aqueous alkali and (b) alkylation of the carboxylate group with benzyl bromide in the DMSO/TBAI/catalyst system. Chemical and spectroscopic methods reveal a low degree of substitution (DS<0.1) for the derivatives. The hydrodynamic properties were assessed by analytical ultracentrifugion, viscometry, and HPGPC. The results indicate that the introduction of small amounts of p-carboxybenzyl ether groups practically had no effect on the hydrodynamic properties in the case of KP, whereas, it was accompanied with a decrease of the molecular mass for LMP. The degradation was more pronounced during the benzyl esterification of LMP. The results confirmed that LMP is susceptible to chain cleavage due to β-elimination during both modification reactions. However, KP seems to be more tolerant of the reaction conditions. © 2002 Elsevier Science Ltd. All rights reserved.

Item Type: Article
Uncontrolled Keywords: Analytical ultracentrifuge Benzyl ester Calcium pectate Carboxybenzyl ether Hydrodynamic properties Low methylesterified pectin NMR spectroscopy Alkylation Chemical modification Derivatives Esterification Hydrodynamics Nuclear magnetic resonance spectroscopy Substitution reactions Ultraviolet radiation Methylesterified pectin Biopolymers Citrus
Subjects: Q Science > QD Chemistry
Schools: School of Applied Sciences
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Language of Original Document: English
Correspondence Address: Ebringerová, A.; Institute of Chemistry, Slovak Academy of Sciences, Dubravska cesta 9, 842 38 Bratislava, Slovakia; email:
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Depositing User: Gordon Morris
Date Deposited: 13 May 2011 13:04
Last Modified: 04 Jul 2011 14:11

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