Determination of substituents distribution in carboxymethylpullulans by NMR spectroscopy
(2000) Carbohydrate Research — Vol. 328, n° 3, p. 343-354 (2000)
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- The distribution of carboxymethyl substituents in the alpha-(1 --> 6)-linked maltotriosyl repeating units of a carboxymethylpullulan (CMP) series was investigated by high resolution NMR spectroscopy on very short oligomers (DPn = 1.2-1.5) obtained by acid hydrolysis. A series of 2D NMR experiments on parent pullulan, hydrolysed pullulan and CMP was used to assign the proton and carbon chemical shifts of CMP acid hydrolysates. The degree of substitution (DS) and the relative distribution of -CH2COONa groups at OH-2, OH-3, OH-4 and OH-6 of glucose residues (DSi) were determined from H-1 NMR measurements. From a set of CMP samples, widely different in degree of substitution, it was observed that the substitution at C-2 is predominant and decreases according to the order C-2 > C-3 > C-6 > C-4. Taking into account the availability of each OH group in the parent pullulan, an order of relative reactivity of hydroxyl groups is defined according to the relation: R-i = DSi/n(i), where n(i) is the number of free OH groups in a maltotriose unit (MTU) for a given site C-i, the reactivity order was found to be OH-2 > OH-4 > OH-6 > OH-3. (C) 2000 Elsevier Science Ltd. All rights reserved.
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Glinel, K., Sauvage, J., Oulyadi, H., & Huguet, J. (2000). Determination of substituents distribution in carboxymethylpullulans by NMR spectroscopy. Carbohydrate Research, 328(3), 343-354. https://doi.org/10.1016/S0008-6215(00)00120-8 (Original work published 2000)