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Why Asparagine Needs Carbohydrates To Generate Acrylamide by Varoujan A. Yaylayan; Andrzej Wnorowski; Carolina Perez Locas is a Agricultural and Biological Sciences article available to read on EtoBox.

What is Why Asparagine Needs Carbohydrates To Generate Acrylamide about?

Structural considerations dictate that asparagine alone may be converted thermally into acrylamide through decarboxylation and deamination reactions. However, the main product of the thermal decomposition of asparagine was maleimide, mainly due to the fast intramolecular cyclization reaction that prevents the formation of acrylamide. On the other hand, asparagine, in the presence of reducing sugars, was able to generate acrylamide in addition to maleimide. Model reactions were performed using FTIR analysis, and labeling studies were carried out using pyrolysis-GC/MS as an integrated reaction, separation, and identification system to investigate the role of reducing sugars. The data have indicated that a decarboxylated Amadori product of asparagine with reducing sugars is the key precursor of acrylamide. Furthermore, the decarboxylated Amadori product can be formed under mild conditions through the intramolecular cyclization of the initial Schiff base and formation of oxazolidin-5-one. The low-energy decarboxylation of this intermediate makes it possible to bypass the cyclization reaction, which is in competition with thermally induced decarboxylation, and hence promote the formatio

Who reads Why Asparagine Needs Carbohydrates To Generate Acrylamide?

Author

Varoujan A. Yaylayan; Andrzej Wnorowski; Carolina Perez Locas

Publisher

American Chemical Society; American Chemical Society (ACS) (ISSN 0021-8561)

Published

2003

Language

EN

Field

Agricultural and Biological Sciences (Life Sciences)