Synthesis of an Alkynyl Methylglyoxal Probe to Investigate Nonenzymatic Histone Glycation | Zendy

Qingfei Zheng | Zendy; Igor Maksimovic | Zendy; Akhil Upad | Zendy; David Guber | Zendy; Yael David | Zendy

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Synthesis of an Alkynyl Methylglyoxal Probe to Investigate Nonenzymatic Histone Glycation

Author(s) -

Qingfei Zheng,

Igor Maksimovic,

Akhil Upad,

David Guber,

Yael David

Publication year - 2019

Publication title -

the journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.2

H-Index - 228

eISSN - 1520-6904

pISSN - 0022-3263

DOI - 10.1021/acs.joc.9b02504

Subject(s) - chemistry , methylglyoxal , glycation , histone , biochemistry , receptor , enzyme , gene

Methylglyoxal (MGO) is a reactive dicarbonyl metabolite that modifies histones in vivo and induces changes in chromatin structure and function. Here we report the synthesis and application of a chemical probe for investigating MGO-glycation. A two-step synthesis of a Cu-click compatible alkynyl oxoaldehyde probe (AlkMGO) via sequential Dess-Martin and Riley oxidations is presented. This synthesis elevates the accessibility and utility of an important tool for tracking, enriching, and studying MGO-glycation to aid in understanding its underlying biochemical functions.

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