Description

alpha-Methyl-D-tryptophan (CAS: 56452-52-9) is a high-purity chiral amino acid derivative widely used in biochemical and pharmaceutical research. With the molecular formula C₁₂H₁₄N₂O₂, this compound features a methyl substitution at the alpha-carbon of D-tryptophan, enhancing its metabolic stability and utility in enzyme inhibition studies. This product is ideal for neuroscientific research, PET imaging, and investigations into tryptophan metabolism, including serotonin and kynurenine pathway modulation. Supplied as a crystalline solid with ≥98% purity (HPLC), it is rigorously tested for identity, potency, and contaminants to ensure reproducibility in experimental applications. Store under inert conditions at 2-8°C to maintain stability.

Properties

• CAS Number: 56452-52-9
• Complexity: 282
• IUPAC Name: (2R)-2-amino-3-(1H-indol-3-yl)-2-methyl-propanoic acid
• InChI: InChI=1S/C12H14N2O2/c1-12(13,11(15)16)6-8-7-14-10-5-3-2-4-9(8)10/h2-5,7,14H,6,13H2,1H3,(H,15,16)/t12-/m1/s1
• InChI Key: ZTTWHZHBPDYSQB-GFCCVEGCSA-N
• Exact Mass: 218.105527694
• Molecular Formula: C12H14N2O2
• Molecular Weight: 218.25
• SMILES: C[C@@](CC1=CNC2=CC=CC=C21)(C(=O)O)N
• Topological: 79.1
• Monoisotopic Mass: 218.105527694
• Synonyms: 56452-52-9, ALPHA-METHYL-D-TRYPTOPHAN, D-ALPHA-METHYLTRYPTOPHANE, (2R)-2-amino-3-(1H-indol-3-yl)-2-methylpropanoic acid, (R)-2-amino-3-(1H-indol-3-yl)-2-methylpropanoic acid, (R)-a-Methyltryptophan, (+)-a-Methyltryptophan, A-METHYL-D-TRYPTOPHAN, MFCD00210666, -Methyl-D-tryptophan, beta-Me-D-Trp-OH, ?-Methyl-D-tryptophan, (R)-alpha-Methylpryptophan, (R)-alpha-Methyltryptophan, alpha -Methyl-D-tryptophan, D-Tryptophan, |A-methyl-, NCIStruc1_000316, NCIStruc2_000076, SCHEMBL200589, CHEMBL1741969, Alpha-Methyl-D-Trp-OH1/2H2O, DTXSID50350249, NCI9948, H-alpha-Me-D-Trp-OH*0.5H2O, CCG-37957, NCGC00013102, AKOS030212927, AB04824, NCGC00013102-02, NCGC00096224-01, CS-0453637

alpha-Methyl-D-tryptophan serves as a key tool in PET imaging to study brain serotonin synthesis rates and tumor metabolism. It acts as a competitive inhibitor of tryptophan hydroxylase, enabling research into neurotransmitter regulation. Applications also include probing amino acid transport mechanisms and developing radiolabeled tracers for diagnostic imaging.

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