Description

(R)-a-Methylleucine (CAS No. 29589-03-5) is a high-purity, non-proteinogenic amino acid derivative with the molecular formula C₇H₁₅NO₂. This chiral compound is widely utilized in pharmaceutical research, peptide synthesis, and biochemical studies due to its unique structural properties and enantiomeric specificity. As a methyl-substituted leucine analog, it serves as a critical building block for designing peptidomimetics, enzyme inhibitors, and bioactive molecules. The product is rigorously tested via HPLC, NMR, and mass spectrometry to ensure ≥98% chemical and optical purity, making it ideal for sensitive applications. Available in crystalline powder form, it is packaged under inert conditions to guarantee stability and longevity.

Properties

• CAS Number: 29589-03-5
• Complexity: 134
• IUPAC Name: (2R)-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-/m1/s1
• InChI Key: ARSWQPLPYROOBG-SSDOTTSWSA-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: (R)-A-METHYLLEUCINE, 871-320-3, 29589-03-5, (R)-2-AMINO-2,4-DIMETHYLPENTANOIC ACID, D-Leucine, 2-methyl-, H-ALPHA-ME-D-LEU-OH, (2R)-2-amino-2,4-dimethylpentanoic acid, (R)-ALPHA-METHYLLEUCINE, 2-METHYL-D-LEUCINE, 5I6LNK6551, MFCD08752476, alpha-Me-D-Leu-OH, a-Me-D-Leu-OH, (2R)-2-azaniumyl-2,4-dimethylpentanoate, H–Me-D-Leu-OH, ?-Me-D-Leu-OH, alpha-Methylleucine, D-, H-|A-Me-D-Leu-OH, alpha-Methylleucine, (-)-, H-ALFA-ME-D-LEU-OH, SCHEMBL160650, UNII-5I6LNK6551, (R)-.ALPHA.-METHYLLEUCINE, .ALPHA.-METHYLLEUCINE, D-, BCP28407, AKOS025290465, .ALPHA.-METHYLLEUCINE, (-)-, AB48913, FM72825, AS-57287, CS-0186121

(R)-a-Methylleucine is primarily employed in medicinal chemistry for developing constrained peptides and modulating protein-protein interactions. Its steric hindrance enhances proteolytic resistance, making it valuable for drug discovery. Researchers also use it as a chiral auxiliary or ligand in asymmetric synthesis. In metabolic studies, it aids in investigating amino acid transport and incorporation mechanisms.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

Precautionary Statements

• P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364

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