Description

alpha-Methylleucine (CAS: 105743-53-1) is a high-purity, non-proteinogenic amino acid derivative widely utilized in biochemical and pharmaceutical research. With the molecular formula C₇H₁₅NO₂, this chiral compound serves as a critical building block in peptide synthesis, enzyme studies, and metabolic pathway investigations. Its unique structure, featuring a methyl group substitution at the alpha-carbon of leucine, enhances steric hindrance, making it valuable for probing protein folding and stability. Available in various enantiomeric forms, including the biologically relevant L-configuration, our product undergoes rigorous QC testing (HPLC, NMR) to ensure ≥98% purity. Ideal for custom peptide design, inhibitor development, and isotopic labeling studies.

Properties

• CAS Number: 105743-53-1
• Complexity: 134
• IUPAC Name: (2S)-2-amino-2,4-dimethyl-pentanoic acid
• InChI: InChI=1S/C7H15NO2/c1-5(2)4-7(3,8)6(9)10/h5H,4,8H2,1-3H3,(H,9,10)/t7-/m0/s1
• InChI Key: ARSWQPLPYROOBG-ZETCQYMHSA-N
• Exact Mass: 145.110278721
• Molecular Formula: C7H15NO2
• Molecular Weight: 145.20
• SMILES: CC(C)C[C@@](C)(C(=O)O)N
• Topological: 63.3
• Monoisotopic Mass: 145.110278721
• Synonyms: 105743-53-1, L-Leucine, 2-methyl-, alpha-Methylleucine, 2-METHYL-L-LEUCINE, (S)-2-Methylleucine, (2S)-2-amino-2,4-dimethylpentanoic acid, 83ASW57LTZ, alpha-Methylleucine, L-, UNII-83ASW57LTZ, .ALPHA.-METHYLLEUCINE, .ALPHA.-METHYLLEUCINE, L-, Norvaline, 2,4-dimethyl-, DL-, dl-2-Methyl leucine, DL-Leucine, 2-methyl-, UNII-T2MJ2EEP1K, USAF DO-57, 2-Amino-2,4-dimethylvaleric acid, EINECS 205-621-2, NSC 16592, 2-Methylleucine, H-ALPHA-ME-LEU-OH, (S)-2-Amino-2,4-dimethylpentanoic acid, Leucine, 2-methyl-, H-ALPHA-ME-L-LEU-OH, alpha-Me-Leu-OH, a-Methyl-L-leucine, MFCD01716279, L-Leucine,2-methyl-, H–Me-Leu-OH, H-ALFA-ME-LEU-OH, (S)-A-METHYLLEUCINE, 2ML, SCHEMBL160649, ARSWQPLPYROOBG-ZETCQYMHSA-N, AKOS006280156, AB09832, DB04063, GS-5968, CS-0120175, Q27094916

alpha-Methylleucine is extensively used in peptide chemistry to introduce conformational constraints and improve proteolytic stability. It serves as a key intermediate in the synthesis of enzyme inhibitors and receptor modulators targeting metabolic disorders. Researchers employ this analog in NMR spectroscopy to study protein-ligand interactions due to its distinct methyl group signature.

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