Two new reactive targets of 2,5-hexanedione in vitro - beta-alanine and glycine.
In this study, we found that two amino acids reacted with 2,5-hexanedione to form new reaction products in vitro, respectively. In the reaction of beta-alanine and 2,5-hexanedione, a reaction product was obtained and analyses of obtained results showed it was 3-(2,5-dimethyl-1H-pyrrol-1-yl)propanoic acid; in the reaction of glycine and 2,5-hexanedione, a reaction product was also obtained and analyses showed it was (2,5-dimethyl-1H-pyrrol-1-yl)acetic acid. Two reaction products were found to be oxidized easily; in addition, the latter was more easily to be oxidized than the former in the air. Our discoveries demonstrated that reactions between amino acids and 2,5-hexanedione could exist possibly in vitro. At present, it is clear that 2,5-hexanedione causes either axon atrophy or swelling, but the underlying molecular mechanism is still unclear. Since both beta-alanine and glycine are considered as neurotransmitter in the central nervous system, the reaction products remain to be identified in vivo.
Pei
W
W
Department of Public Health and Hygiene, Faculty of Medicine, Oita University, Yufu City, Oita, Japan.
Misumi
J
J
Kubota
N
N
Morikawa
M
M
Kimura
N
N
D000596:Amino Acids / Q000737:chemistry; D000601:Amino Acids, Essential / Q000737:chemistry; D005998:Glycine / Q000737:chemistry / Q000378:metabolism*; D006588:Hexanones / Q000737:chemistry / Q000494:pharmacology*; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D009498:Neurotoxins; D018377:Neurotransmitter Agents / Q000378:metabolism; D011485:Protein Binding; D013053:Spectrophotometry; D015091:beta-Alanine / Q000737:chemistry / Q000378:metabolism*
D000596:Amino Acids; D000601:Amino Acids, Essential; D006588:Hexanones; D009498:Neurotoxins; D018377:Neurotransmitter Agents; D015091:beta-Alanine; C011269:2,5-hexanedione; D005998:Glycine