447439

1-Methyl-L-tryptophan

95%, for peptide synthesis

• Synonym(s): (S)-2-Amino-3-(1-methyl-1H-indol-3-yl)propanoic acid, L-(-)-1-Methyltryptophan
• Empirical Formula (Hill Notation): C₁₂H₁₄N₂O₂
• CAS Number: 21339-55-9
• Molecular Weight: 218.25
• MDL number: MFCD00467133
• UNSPSC Code: 12352209
• PubChem Substance ID: 24868339
• NACRES: NA.22

Properties

• product name: 1-Methyl-L-tryptophan, 95%
• assay: 95%
• form: solid
• optical activity: [α]24/D −8.0°, c = 2 in acetic acid
• reaction suitability: reaction type: solution phase peptide synthesis
• mp: 242-245 °C (lit.)
• application(s): peptide synthesis
• SMILES string: Cn1cc(C[C@H](N)C(O)=O)c2ccccc12
• InChI: 1S/C12H14N2O2/c1-14-7-8(6-10(13)12(15)16)9-4-2-3-5-11(9)14/h2-5,7,10H,6,13H2,1H3,(H,15,16)/t10-/m0/s1
• InChI key: ZADWXFSZEAPBJS-JTQLQIEISA-N

Description

Application

1-Methyl-L-tryptophan can be used:

• In the preparation of L-tryptophan-based ligand for regioselective copper catalyzed N²-arylation of 1,2,3-triazoles.
• As a key starting material for the total synthesis of (−)-ardeemin.
• In the synthesis of cyclic peptide-capped gold nanoparticles as drug delivery systems.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)