Synthetic Evidence of the Amadori-Type Alkylation of Biogenic Amines by the Neurotoxic Metabolite Dopegal

7Citations
Citations of this article
10Readers
Mendeley users who have this article in their library.
Get full text

Abstract

The neurotransmitter metabolite 3,4-dihydroxy-phenylglycolaldehyde (dopegal) damages neurons and the myocardium by protein cross-linking, resulting in conglomerations and cell death. We investigated this process on a synthetic scale, leading to the discovery of an Amadori-type rearrangement of dopegal in the reaction with several amino acids and neuropeptides. This alkylation also occurs with neurotransmitters, suggesting an influence of dopegal on neurochemical processes. The rearrangement occurs readily under physiological conditions.

Cite

CITATION STYLE

APA

Wanner, M. J., Zuidinga, E., Tromp, D. S., Vilím, J., Jørgensen, S. I., & Van Maarseveen, J. H. (2020). Synthetic Evidence of the Amadori-Type Alkylation of Biogenic Amines by the Neurotoxic Metabolite Dopegal. Journal of Organic Chemistry, 85(2), 1202–1207. https://doi.org/10.1021/acs.joc.9b01948

Register to see more suggestions

Mendeley helps you to discover research relevant for your work.

Already have an account?

Save time finding and organizing research with Mendeley

Sign up for free