The Influence of the Intrapolymer Environment on Periodate Oxidation of Uronic Acids in Polyuronides and Glycosaminoglycuronans

Scott, J. E.; Tigwell, M J

doi:10.1042/bst0030662

Cited by 17 publications

(10 citation statements)

References 1 publication

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“…A structure that accounts for these results is that proposed by Scott & Tigwell (1975, 1978, in which the acetamido residue is hydrogen-bonded via C=O and -NH groups to the sugars on each side (Fig. 1).…”

Section: Discussionmentioning

confidence: 74%

“…The observation that certain glycosaminoglycuronans were oxidized by periodate at very much lower rates than those expected from model glucuronides led to the proposal that they contained intramolecular secondary structures involving hydrogen-bonded acetamido groups (Scott & Tigwell, 1975, 1978). The acetamido group is bifunctional, acting as donor and acceptor to groups on neighbouring sugars, so that three sugar units are involved in the proposed structures.…”

mentioning

confidence: 99%

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Secondary structures of hyaluronate and chondroitin sulphates. A 1H n.m.r. study of NH signals in dimethyl sulphoxide solution

Scott¹,

Heatley²,

Moorcroft³

et al. 1981

Biochemical Journal

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1H n.m.r. spectra in [2H6]dimethyl sulphoxide of dodecyltrimethylammonium salts of chondroitin sulphates and hyaluronate, or sodium salts of oligomers from hyaluronate, showed unambiguous NH signals. The acetamido NH occurs in two different environments: environment I ('normal') in simple sugars, and environment II (hydrogen-bonded NH) appearing in tri- or tetrasaccharides, indicating a secondary structure in hyaluronate (and some chondroitin sulphates) involving a hydrogen-bonded acetamido NH.

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Section: Discussionmentioning

confidence: 74%

mentioning

confidence: 99%

Secondary structures of hyaluronate and chondroitin sulphates. A 1H n.m.r. study of NH signals in dimethyl sulphoxide solution

Scott¹,

Heatley²,

Moorcroft³

et al. 1981

Biochemical Journal

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“…0.5%), to study the effect of more concentrated salt solutions, to check the effect of temperature and pressure, and of other physico-chemical triggers for controlling the viscosity of the frac fluid in the different stages of the life of a basin. Uncited references Gosh et al (1993), Lo Nostro et al (2010, Morris et al (1980), Sawayama and Kawabata (1991), Sasaki (2002), Scott and Tigwell (1975), Scott and Tigwell (1977), Setschenow (1889), Sheehan et al (1977) and Yudianti et al (2015).…”

Section: Discussionmentioning

confidence: 99%

Specific ion effects in polysaccharide dispersions

Tatini

Sarri

Maltoni

et al. 2017

Carbohydrate Polymers

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The specific effects induced by some strong electrolytes or neutral cosolutes on aqueous mixtures of guar gum (GG), sodium alginate (SA) and sodium hyaluronate (SH) were studied through rheology and DSC experiments. The results are discussed in terms of changes in the polymer conformation, structure of the network and hydration properties. This study is also aimed at controlling the viscosity of the aqueous mixturesfor application in green formulations to be used as fracturing fluids for shale gas extraction plants.

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“…A preliminary report of some of this work has appeared (Scott & Tigwell, 1975). ture (20°C) each yielded a uronate concentration of 64mM (1.52%, w/v).…”

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confidence: 99%

Periodate oxidation and the shapes of glycosaminoglycuronans in solution

Scott¹,

Tigwell²

1978

Biochemical Journal

105

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1. It is proposed that periodate oxidation of glycol groups in the repeating units of polysaccharide molecules can be used to probe differences in polymer shapes in solution. 2. Measurement of second-order rate constants (k2) of periodate-glycol reactions may be compared between polymers and relevant monomers, to assess perturbations due to polymer configuration. 3. Factors effecting the measurement and interpretation of k2 are discussed. Over-oxidation, free-radical side reactions, end-group effects, Donnan equilibria and polymer (or molecular-weight) effects are relevant, but their importance is either small or can be minimized in practice. 4. A small group of glycosaminoglycuronans (chondroitin 4- and 6-sulphates and hyaluronate) are oxidized 50--100 times more slowly than three other glycosaminoglycuronans of similar composition, relevant monomers or three homopolyuronides. 5. A stable configuration in solution is postulated for the periodate-resistant polymers, involving carboxylate, acetamido and hydroxy groups in hydrogen-bonded sequences on alternate sides of the molecule. The more easily oxidizable polyuronides are unable to form this configuration. 6. The effect of temperature on the postulated configuration is investigated through the Arrhenius plot of k2, measured to hyaluronate, chondroitin 6-sulphate and methyl 4-O-methyl-alpha-D-glucopyranoside. Probable transitions at high (around 90 degrees C) temperatures were observed for both polymers, with an additional transition at about 37 degrees C in the case of hyaluronate. 7. L-Iduronic acid can take up different conformations depending on the polymer environment.

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The Influence of the Intrapolymer Environment on Periodate Oxidation of Uronic Acids in Polyuronides and Glycosaminoglycuronans

Cited by 17 publications

References 1 publication

Secondary structures of hyaluronate and chondroitin sulphates. A 1H n.m.r. study of NH signals in dimethyl sulphoxide solution

Secondary structures of hyaluronate and chondroitin sulphates. A 1H n.m.r. study of NH signals in dimethyl sulphoxide solution

Specific ion effects in polysaccharide dispersions

Periodate oxidation and the shapes of glycosaminoglycuronans in solution

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