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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