CAS 5424-29-3

2-Methylserine

Description:

2-Methylserine, with the CAS number 5424-29-3, is an amino acid derivative characterized by the presence of a methyl group attached to the second carbon of the serine backbone. This compound is classified as a non-proteinogenic amino acid, meaning it is not incorporated into proteins during translation. It features both an amino group (-NH2) and a hydroxyl group (-OH) on its side chain, which contributes to its polar nature and solubility in water. 2-Methylserine plays a role in various biochemical pathways, including those related to metabolism and cellular signaling. Its structural similarity to serine allows it to participate in similar biochemical reactions, although its specific functions may differ. The compound is of interest in research contexts, particularly in studies related to amino acid metabolism and potential therapeutic applications. As with many amino acids, it may exhibit zwitterionic behavior, possessing both positive and negative charges at physiological pH, which influences its interactions in biological systems.

Formula: C₄H₉NO₃

InChI: InChI=1S/C4H9NO3/c1-4(5,2-6)3(7)8/h6H,2,5H2,1H3,(H,7,8)

InChI key: InChIKey=CDUUKBXTEOFITR-UHFFFAOYSA-N

SMILES: C(C(O)=O)(CO)(C)N

Synonyms:

• 2-Amino-3-hydroxy-2-methylpropanoic acid
• 2-Amino-3-hydroxy-2-methylpropionic acid
• 2-Methyl-<span class="text-smallcaps">DL</span>-serine
• 2-Methylserine
• 2-methyl-DL-serine
• <span class="text-smallcaps">DL</span>-2-Methylserine
• <span class="text-smallcaps">DL</span>-Serine, 2-methyl-
• <span class="text-smallcaps">DL</span>-α-(Hydroxymethyl)alanine
• <span class="text-smallcaps">DL</span>-α-Methylserine
• DL-a-Methylserine
• NSC 11203
• NSC 12135
• NSC 163492
• Serine, 2-methyl-
• Serine, 2-methyl-, <span class="text-smallcaps">DL</span>-
• a-Methyl-D,L-serine
• α-Methyl-<span class="text-smallcaps">DL</span>-serine
• α-Methylserine
• DL-2-Methylserine
• Serine, 2-methyl-, DL-

(R,S)-2-Amino-3-hydroxy-2-methylpropionic acid hydrate

CAS: 5424-29-3

Formula: C₄H₉NO₃

Purity: 98%

Color and Shape: Solid

Molecular weight: 119.1192

Ref: IN-DA003GDN

2-Amino-3-hydroxy-2-methylpropanoic acid

CAS: 5424-29-3

2-Amino-3-hydroxy-2-methylpropanoic acid

Purity: 98%

Molecular weight: 119.12g/mol

Ref: 54-OR24937

α-Methyl-D,L-serine

Controlled Product

CAS: 5424-29-3

Applications A serine derivative. Used in the synthesis of constrained amino acid buildings blocks and their incorporation into biologically active peptidomimetics.
References Rew, Y., et al.: J. Med. Chem., 45, 3746 (2002),

Formula: C₄H₉NO₃

Color and Shape: Neat

Molecular weight: 119.12

Ref: TR-M325970

2-Methyl-DL-serine

CAS: 5424-29-3

2-Methyl-DL-serine is a metabolite of the amino acid serine. It is synthesized by the enzyme serine dehydratase, which converts L-serine to 2-methyl-L-serine. This product has been shown to inhibit microbial metabolism and has been proposed as a drug target for glycopeptide antibiotics. 2-Methyl-DL-serine is an inhibitor of glycosyltransferases that have high affinity for D-alanine, such as enolase, phosphoglycerate kinase, and pyruvate kinase. In addition, this product inhibits some enzymes involved in glycogen metabolism by binding to the lysosomal enzyme α-glucosidase. The enzyme genes that encode for these enzymes are expressed in both prokaryotes and eukaryotes. 2Methyl DL serine also inhibits dioxygenases (e.g., cytochrome P450) that utilize

Formula: C₄H₉NO₃

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 119.12 g/mol

Ref: 3D-FM166762