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On the Reactivity of mRNA Caps: C-H Oxidative Addition of 7-Methylguanosine to Pt(0)

20 May 2019, Version 1
Working Paper
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

7-methylguanosine, the so-called mRNA cap 0 bears a very labile C8-H bond, due to the formation of an ylide/N-heterocyclic carbene, upon proton loss. The reaction of 7-methylguanosine with Pt(PPh3)4, via C-H oxidative addition, yields a hydrido–PtII carbene complex and this reactivity can be extrapolated to 7,9-dimethylguanine.

Keywords

C-H activation
mRNA caps
N-heterocyclic carbene
platinum
guanosine compounds
nucleobase derivatives

Supplementary materials

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Now Published

On the reactivity of mRNA Cap0: C–H oxidative addition of 7-methylguanosine to Pt0 and base pairing studies [opens in a new tab]
Maria Inês P. S. Leitão, Carmen Gonzalez, Giulia Francescato, Zuzanna Filipiak, Ana Petronilho journal article
Chemical Communications , Volume 56, Issue 87
Online publication date: 2020

Version History

May 20, 2019 Version 1

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The content is available under CC BY NC ND 4.0 [opens in a new tab]

DOI

10.26434/chemrxiv.8144297.v1
D O I: 10.26434/chemrxiv.8144297.v1 [opens in a new tab]

Author’s competing interest statement

No Conflict of Interest

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