Determination of Dextran Structure by Periodate Oxidation Techniques

Sloan, J. W.; Alexander, B. H.; Lohmar, R. L.; Wolff, I. A.; Rist, C. E.

doi:10.1021/ja01646a045

Cited by 50 publications

(21 citation statements)

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“…At the same molar concentration, the reactivity of the aldehyde groups in dextran was lower than that of glutaraldehyde when gelatin and albumin were chosen as the reaction substrates, as shown in Figure (A). The dextran structure following periodate oxidation was already investigated, and no aldehyde peak in the IR spectrum was observed . Furthermore, ald‐enol transition formation of aldehydes in dextran was proposed by the results of the 1 H‐ and 13 C‐NMR analyses .…”

Section: Discussionmentioning

confidence: 99%

“…The dextran structure following periodate oxidation was already investigated, and no aldehyde peak in the IR spectrum was observed. 44,45 Furthermore, ald-enol transition formation of aldehydes in dextran was proposed by the results of the 1 H-and 13 C-NMR analyses. 46 These reports might suggest that aldehydes introduced in polysaccharides by periodate are rather stable and show low reactivity with amines.…”

Section: Discussionmentioning

confidence: 99%

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Low cytotoxic tissue adhesive based on oxidized dextran and epsilon‐poly‐l‐lysine

Hyon

Nakajima²,

Sugai³

et al. 2013

J Biomedical Materials Res

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A novel adhesive hydrogel consisting of dextran and epsilon-poly(L-lysine) (dextran-PL) with multiple biomedical applications was developed. Periodate oxidation in aqueous media almost stoichiometrically introduces aldehyde groups in dextran molecules, and aldehyde dextran can react with the primary amino groups in epsilon-PL (ɛ-PL) at neutral pH to form a hydrogel. The gelation time of the hydrogel can be easily controlled by the extent of oxidation in dextran and of the acylation in ɛ-PL by anhydrides. The shear adhesion strength of dextran-PL was 10 times higher than that of fibrin glue, when wet collagen sheets were selected as test specimens. The cytotoxicity of aldehyde dextran and ɛ-PL were 1000 times lower than that of glutaraldehyde and poly(allylamine). The considerably low cytotoxicity of aldehyde dextran could be ascribed to its low reactivity with amine species when compared with glutaraldehyde. In contrast, a high reactivity of amino groups in ɛ-PL was observed when compared with glycine, L-lysine, and gelatin, which could be explained by their poor dissociation at neutral pH, thus leading to low cytotoxicity.

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Section: Discussionmentioning

confidence: 99%

Section: Discussionmentioning

confidence: 99%

Low cytotoxic tissue adhesive based on oxidized dextran and epsilon‐poly‐l‐lysine

Hyon

Nakajima²,

Sugai³

et al. 2013

J Biomedical Materials Res

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show abstract

“…39,40 Also, previous FTIR analyses of the reaction products failed to detect an aldehyde band. 20,41,42 Analysis by XPS confirmed that the reaction product was a hemiacetal. The XPS C 1s spectrum of an asreceived dextran of MW 74 200, reproduced in Fig.…”

Section: Periodate Oxidation Of Dextranmentioning

confidence: 93%

Biomedical coatings by the covalent immobilization of polysaccharides onto gas-plasma-activated polymer surfaces

Dai¹,

StJohn²,

Bi³

et al. 2000

Surf. Interface Anal.

106

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“…Previous studies have shown that oxidation of dextran could generate dialdehydes on glucose monomers as well as low-molecule-weight fragments (Sloan et al 1954). Maia et al (2011) reported that low and mild oxidation with periodate could cause C-C bond cleavage in dextran resulting in aldehyde formation.…”

Section: Introductionmentioning

confidence: 99%

Oxidative polyaldehyde production: a novel approach to the conjugation of dextran with soy peptides for improved emulsifying properties

Wang

Xiong

2016

J Food Sci Technol

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Dextran (polyol) was oxidized with 0, 0.5, 1, and 2 % sodium hypochlorite at pH 9.5 and 35 °C to produce polyaldehyde dextran (PD), which was subsequently conjugated with soy peptides (SP) to improve surface activity. SP-PD complexes were formed by heating 1 % SP and 10 % PD at 60 °C and pH 6.5 for 48 h. PD was more reactive than unmodified dextran with SP to produce conjugates based on the Schiff base with absorption at 294 nm. The formation of SP-PD complexes was confirmed by SDS-PAGE with glycoprotein staining. Turbidity and particle size measurements indicated the SP-PD conjugates had significantly improved emulsifying properties compared to non-conjugated SP and the SP/PD mixtures. The results indicate that controlled oxidation of polysaccharides can be a novel technique to efficiently synthesize amphiphilic functional biopolymers.

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Determination of Dextran Structure by Periodate Oxidation Techniques

Cited by 50 publications

References 0 publications

Low cytotoxic tissue adhesive based on oxidized dextran and epsilon‐poly‐l‐lysine

Low cytotoxic tissue adhesive based on oxidized dextran and epsilon‐poly‐l‐lysine

Biomedical coatings by the covalent immobilization of polysaccharides onto gas-plasma-activated polymer surfaces

Oxidative polyaldehyde production: a novel approach to the conjugation of dextran with soy peptides for improved emulsifying properties

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