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HERO ID
5098204
Reference Type
Journal Article
Title
Identification of a novel advanced glycation end product derived from lactaldehyde
Author(s)
Fujimoto, S; Murakami, Y; Miyake, H; Hayase, F; Watanabe, H
Year
2019
Is Peer Reviewed?
Yes
Journal
Bioscience, Biotechnology, and Biochemistry
ISSN:
0916-8451
EISSN:
1347-6947
Volume
83
Issue
6
Page Numbers
1-10
Language
English
PMID
30822216
DOI
10.1080/09168451.2019.1585745
Web of Science Id
WOS:000468267800018
Abstract
Advanced glycation end products (AGEs) are implicated in the development of diabetic complications via the receptor for AGEs (RAGE). We have reported that the 3-hydroxypyridinium (3HP)-containing AGEs derived from α-hydroxyaldehydes physically interact with RAGE and show cytotoxicity. Lactaldehyde (LA) is formed from a reaction between threonine and myeloperoxidase, but no LA-derived AGEs have been characterized. Here, we identify the structure and physiological effects of an AGE derived from LA. We isolated a novel 3HP derivative, 2-acetamido-6-(3-hydroxy-5-methyl-pyridin-1-ium-1-yl)hexanoate, named as N-acetyl-LAPL (lactaldehyde-derived pyridinium-type lysine adduct), from a mixture of LA with Nα-acetyl-L-lysine. LAPL was also detected in the LA-modified protein. LAPL elicited toxicity in PC12 neuronal cells, but the effect was suppressed by the soluble form of RAGE as a decoy receptor. Moreover, surface plasmon resonance-based analysis revealed that LAPL specifically binds to recombinant RAGE. These results indicate that LA generates an AGE containing the 3HP moiety and contributes to RAGE-dependent cytotoxicity. Abbreviations: AGEs: advanced glycation end products; RAGE: receptor for advanced glycation end products; 3HP: 3-hydroxypyridinium; LA: lactaldehyde; LAPL: lactaldehyde-derived pyridinium-type lysine adduct; BSA: bovine serum albumin; GLAP: glyceraldehyde-derived pyridinium; MPO: myeloperoxidase; HFBA: heptafluorobutyric acid; TFA: trifluoroacetic acid; HPLC: high performance liquid chromatography; LC-ESI-QTOF-MS: liquid chromatography-electrospray ionization-quadrupole time-of-flight-mass spectrometry; NMR: nuclear magnetic resonance; LA-BSA: lactaldehyde-modified bovine serum albumin; PBS: phosphate buffered saline, GST, glutathione S-transferase; SPR: surface plasmon resonance; OP-lysine: 2-ammonio-6-(3-oxidopyridinium-1-yl)hexanoate; GLO1: glyoxalase 1; MG, methylglyoxal.
Keywords
Maillard reaction; advanced glycation end products; lactaldehyde; 3-Hydroxypyridinium; receptor for advanced glycation end products
Tags
PFAS
•
Additional PFAS (formerly XAgency)
•
PFAS 150
Literature Search Update December 2020
PubMed
WOS
Literature Search August 2019
PubMed
Web of Science
Not prioritized for screening
Perfluorobutanoic acid
Trifluoroacetic acid
•
PFBA
Literature Search Update 5/2019
PubMed
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