N-methyl-DL-serine, CAS No. 2480-26-4

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2480-26-4

Catalog No. EBD277627

CAS 2480-26-4

Name N-methyl-DL-serine

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Basic Information

Synonyms: h-meser-oh n-methyl-l-serinehydrochloride n-me-ser-ohhcl n-me-serine n-alpha-methyl-l-serine n-alpha-methyl-l-serinehydrochloride (2S)-3-hydroxy-2-(methylammonio)propanoate H-L-Meser-OhHcl H-N-Me-Ser-OH·HCl N-methyl-DL-serine N-methyl-L-serine (S)-N-Methylserine N-methylserine (S)-N-methyl-serine

Molecular Formula: C4H9NO3

Molecular Weight: 119.12

MDL Number: MFCD00037756

Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Amino Acids and Derivatives Synthetic Chemistry > Organic Building Blocks > Amines

Product Description:

N-Methyl-L-serine is a non-proteinogenic amino acid derivative, characterized by the methylation of the amino group of L-serine. It serves as a key chiral building block in organic synthesis and medicinal chemistry, particularly useful for introducing the N-methyl amino acid motif into peptide sequences. This modification is crucial in peptide drug development as it can enhance metabolic stability, alter conformation, and improve membrane permeability. Its primary applications are in the research and development of bioactive peptides and peptidomimetics. It is used to synthesize modified peptide sequences for studying structure-activity relationships and for creating potential therapeutic agents with improved pharmacological profiles. The compound is also relevant in the synthesis of complex natural products and specialized biochemical probes. As a specialty amino acid derivative, it is commercially available from fine chemical suppliers for research purposes. Handling requires standard laboratory precautions for amino acids and organic compounds.

Physical Properties

Boiling Point: 326.2 °C at 760 mmHg

Flash Point: 151.1 °C

Density: 1.242 g/cm3