Ag(I)/TiO2-Photocatalyzed N-Methylation of Amino Acids with Methanol

Morioka, Yuna; Huang, Ivven; Saitō, Susumu; Naka, Hiroshi

doi:10.26434/chemrxiv.12588266.v1

Search citation statements

Order By: Relevance

Paper Sections

Select...

Acknowledgements1

Citation Types

Supporting

Mentioning

Contrasting

Year Published

2023

Publication Types

Select...

Article1

Relationship

Self Cite0

Independent1

Authors

Journals

Cited by 1 publication

(1 citation statement)

References 16 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…ChemRxiv is acknowledged for posting a preliminary version of this manuscript as a preprint (12588266.v1). [32]…”

Section: Acknowledgementsmentioning

confidence: 99%

N‐Methylation of Twenty Different α‐Amino Acid Motifs Using Methanol under Metal‐Loaded Titanium Dioxide Photocatalysis

et al. 2023

View full text Add to dashboard Cite

Efficient N‐methylation is highly required for the synthesis of N‐methylated α‐amino acids and peptides, both of which are essential motifs in biochemical applications. Herein, we report a photocatalytic system using metal‐loaded titanium dioxide in methanol under near‐UV light irradiation for N‐methylation of α‐amino acid or its derivatives at ambient temperature without wasteful stoichiometric reagents. The present method enables the N‐methylation of twenty kinds of α‐amino acid motifs found in proteins in the human body, whether polar/non‐polar or acidic/basic functional groups are embedded in the substrates. Dipeptides also undergo the N‐methylation at the N‐terminal while the peptide bond and carboxylic acid remain intact. Most of the N‐methylated products can be isolated through simple filtration and concentration without tedious purification processes such as an aqueous workup and column chromatography.

show abstract

“…ChemRxiv is acknowledged for posting a preliminary version of this manuscript as a preprint (12588266.v1). [32]…”

Section: Acknowledgementsmentioning

confidence: 99%