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Direct trapping of acrylamide as a key mechanism for niacin's inhibitory activity in carcinogenic acrylamide formation.
Chem Res Toxicol. 2010 Apr 19; 23(4):802-7.CR

Abstract

The inhibitory mechanism of niacin, which was found in our previous study to effectively reduce acrylamide (AA) formation in both chemical models and fried potato strips, was investigated in the present study. Maillard chemical models containing the amino acid asparagine and glucose with or without niacin were closely examined by liquid chromatography/tandem mass spectrometry. Comparison of the chemical profiles revealed two additional peaks in models where niacin was present together with the AA precursors, which thus suggests the formation of compounds from reactions between niacin and other chemical species in the model systems. The predicted molecular weights of these two analytes were consistent with adducts formed between niacin and asparagine or AA, respectively. The niacin-acrylamide adduct was also detected in fried potato strips pretreated with niacin. In addition, the niacin-acrylamide adduct was subsequently purified and characterized by NMR spectroscopy as 1-propanamide-3-carboxy pyridinium, a novel compound that has never been reported previously. Furthermore, incubation of niacin with AA in simulated physiological conditions showed that niacin was capable of significantly reducing the level of AA. Findings from this study suggest that niacin not only has the potential to remove AA from food products during heat treatment by directly trapping it but also is a potential agent to scavenge AA in human body.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Zeng X
School of Biological Sciences, The University of Hong Kong, Pokfulam Road, Hong Kong, People's Republic of China.
Kong RP
No affiliation info available
Cheng KW
No affiliation info available
Du Y
No affiliation info available
Tang YS
No affiliation info available
Chu IK
No affiliation info available
Lo C
No affiliation info available
Sze KH
No affiliation info available
Chen F
No affiliation info available
Wang M
No affiliation info available

MeSH

AcrylamideAcrylamidesAsparagineCarcinogensChromatography, High Pressure LiquidGlucoseMagnetic Resonance SpectroscopyModels, ChemicalNiacinSolanum tuberosumSpectrometry, Mass, Electrospray Ionization

Pub Type(s)

Journal Article

Language

eng

PubMed ID

20235591

Citation

Zeng, Xiaohui, et al. "Direct Trapping of Acrylamide as a Key Mechanism for Niacin's Inhibitory Activity in Carcinogenic Acrylamide Formation." Chemical Research in Toxicology, vol. 23, no. 4, 2010, pp. 802-7.
Zeng X, Kong RP, Cheng KW, et al. Direct trapping of acrylamide as a key mechanism for niacin's inhibitory activity in carcinogenic acrylamide formation. Chem Res Toxicol. 2010;23(4):802-7.
Zeng, X., Kong, R. P., Cheng, K. W., Du, Y., Tang, Y. S., Chu, I. K., Lo, C., Sze, K. H., Chen, F., & Wang, M. (2010). Direct trapping of acrylamide as a key mechanism for niacin's inhibitory activity in carcinogenic acrylamide formation. Chemical Research in Toxicology, 23(4), 802-7. https://doi.org/10.1021/tx900438z
Zeng X, et al. Direct Trapping of Acrylamide as a Key Mechanism for Niacin's Inhibitory Activity in Carcinogenic Acrylamide Formation. Chem Res Toxicol. 2010 Apr 19;23(4):802-7. PubMed PMID: 20235591.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Direct trapping of acrylamide as a key mechanism for niacin's inhibitory activity in carcinogenic acrylamide formation. AU - Zeng,Xiaohui, AU - Kong,Ricky P W, AU - Cheng,Ka-Wing, AU - Du,Yegang, AU - Tang,Yun Sang, AU - Chu,Ivan K, AU - Lo,Clive, AU - Sze,Kong-Hung, AU - Chen,Feng, AU - Wang,Mingfu, PY - 2010/3/19/entrez PY - 2010/3/20/pubmed PY - 2010/7/28/medline SP - 802 EP - 7 JF - Chemical research in toxicology JO - Chem Res Toxicol VL - 23 IS - 4 N2 - The inhibitory mechanism of niacin, which was found in our previous study to effectively reduce acrylamide (AA) formation in both chemical models and fried potato strips, was investigated in the present study. Maillard chemical models containing the amino acid asparagine and glucose with or without niacin were closely examined by liquid chromatography/tandem mass spectrometry. Comparison of the chemical profiles revealed two additional peaks in models where niacin was present together with the AA precursors, which thus suggests the formation of compounds from reactions between niacin and other chemical species in the model systems. The predicted molecular weights of these two analytes were consistent with adducts formed between niacin and asparagine or AA, respectively. The niacin-acrylamide adduct was also detected in fried potato strips pretreated with niacin. In addition, the niacin-acrylamide adduct was subsequently purified and characterized by NMR spectroscopy as 1-propanamide-3-carboxy pyridinium, a novel compound that has never been reported previously. Furthermore, incubation of niacin with AA in simulated physiological conditions showed that niacin was capable of significantly reducing the level of AA. Findings from this study suggest that niacin not only has the potential to remove AA from food products during heat treatment by directly trapping it but also is a potential agent to scavenge AA in human body. SN - 1520-5010 UR - https://www.unboundmedicine.com/medline/citation/20235591/Direct_trapping_of_acrylamide_as_a_key_mechanism_for_niacin's_inhibitory_activity_in_carcinogenic_acrylamide_formation_ L2 - https://doi.org/10.1021/tx900438z DB - PRIME DP - Unbound Medicine ER -