68852-49-3Relevant academic research and scientific papers
Simultaneous generation of acrylamide, β-carboline heterocyclic amines and advanced glycation ends products in an aqueous Maillard reaction model system
Chen, Jie,He, Zhiyong,Jiao, Ye,Li, Yong,Liu, Guoping,Qin, Fang,Quan, Wei,Wang, Zhaojun,Xue, Chaoyi,Zeng, Maomao
, (2020/07/06)
The simultaneous formation of acrylamide; β-carboline heterocyclic amines (HAs): harmane and norharmane; and advanced glycation end products (AGEs) (Nε-(carboxymethyl)lysine (CML) and Nε-(carboxyethyl)lysine (CEL)) was analyzed based on an aqueous model system. The model systems included lysine–glucose (Lys/Glu), asparagine–glucose (Asn/Glu), tryptophan–glucose (Trp/Glu), and a mixture of these amino acids (Mix/Glu). Only AGEs were generated when heated at 100 °C, Asn and Trp competed with Lys for glucose and methylglyoxal (MGO), and glyoxal (GO) decreased AGE content. The k value of CML, CEL, and acrylamide decreased when heated at 130 °C, whereas that of harmane increased in the Mix/Glu, owing to the competition between Lys and Asn for glucose, GO, and MGO. Harmane preferably formed via the Pictet–Spengler condensation between Trp and acetaldehyde, which further reduced acrylamide formation via the acrolein pathway.
Identification of N epsilon-[(R)-1-carboxyethyl]-L-lysine in, and the complete structure of, the repeating unit of the O-specific polysaccharide of Providencia alcalifaciens O23.
Kocharova,Vinogradov,Borisova,Shashkov,Knirel
, p. 131 - 133 (2007/10/03)
N epsilon-[(R)-1-Carboxyethyl]-L-lysine was released by acid hydrolysis from the O-specific polysaccharide of Providencia alcalifaciens O23 and identified by 1H and 13C NMR spectroscopy, GLC-MS after conversion to a di-N-acetylated dimethyl ester, and by comparison with the authentic sample. Solvolysis of the polysaccharide with anhydrous HF resulted in an amide of D-glucuronic acid with N epsilon-[(R)-1-carboxyethyl]-L-lysine. These and published data allowed the determination of the full structure of the repeating unit of the O-specific polysaccharide.
