Hydrolysis and interactions of d-cellobiose with polycarboxylic acids
Autor: | Ananda S. Amarasekara, Yen Maroney Lawrence, Bernard Wiredu |
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Rok vydání: | 2018 |
Předmět: |
chemistry.chemical_classification
Cellobiose Maleic acid Chemistry Carboxylic acid Hydrolysis Organic Chemistry Carboxylic Acids General Medicine Biochemistry Medicinal chemistry Catalysis Analytical Chemistry Phthalic acid chemistry.chemical_compound Reaction rate constant Carbohydrate Conformation Cellulose |
Zdroj: | Carbohydrate research. 475 |
ISSN: | 1873-426X |
Popis: | The hydrolysis of cellulose model compound d -cellobiose was studied with a series of eight common polycarboxylic acids and two monocarboxylic acids in aqueous medium using 0.500 mmol -COOH/L at 170 °C. The maleic acid showed the highest catalytic activity with turnover frequency (TOF) of 29.5 h−1. The interaction of carboxylic acids with d -cellobiose in DMSO‑d6 was studied by determination of the pseudo first-order rate constant kH of anomeric -OH exchange rate in cellobiose using 1H NMR spectroscopy. The maleic, oxalic and citric acids showed infinitely large kH values indicating very strong interactions with d -cellobiose. The next highest interactions were found with phthalic acid (kH = 248.8 Hz). The FT-IR studies showed significant carboxylic acid C=O stretching frequency shifts (ΔνC=O) of 12, 13 and 10 cm−1 for maleic, oxalic and acetic acids respectively in mixtures with d -cellobiose. |
Databáze: | OpenAIRE |
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