38378-03-9

Usage

Chemical compound

2-[methyl(nitroso)amino]propanoic acid

Also known as

MNP
Derivative of the amino acid alanine
Nitroso group (-NO) attached to the methyl group
Potential applications in organic synthesis and pharmaceutical research
Structural similarity to other natural amino acids
Interesting compound for studying protein synthesis and metabolism
Precursor for the synthesis of various compounds
Valuable for understanding organic chemical reactions and mechanisms
Studied for potential role in biological processes
Implications for disease research and drug development

Upstream product

• 3913-67-5 N-methylalanine 
• 600-21-5 N-methylalanine 

Relevant academic research and scientific papers

NITROSATION REAGENTS AND METHODS

Provided are compounds that can find use as nitrosation reagents. Provided are nitrosation methods that include reacting a substrate with one of the provided nitrosation reagents and thereby generating a nitrosation product. Provided are kits including a nitrosation reagent. Provided are compositions wherein the nitrosation reagent is enriched in the 15N isotope.

Versatile new reagent for nitrosation under mild conditions

Here we report a new chemical reagent for transnitrosation under mild experimental conditions. This new reagent is stable to air and moisture across a broad range of temperatures and is effective for transnitrosation in multiple solvents. Compared with traditional nitrosation methods, our reagent shows high functional group tolerance for substrates that are susceptible to oxidation or reversible transnitrosation. Several challenging nitroso compounds are accessed here for the first time, including 15N isotopologues. X-ray data confirm that two rotational isomers of the reagent are configurationally stable at room temperature, although only one isomer is effective for transnitrosation. Computational analysis describes the energetics of rotamer interconversion, including interesting geometry-dependent hybridization effects.