5-Methyl-DL-tryptophan

• CAS: 951-55-3
• Catalog Number: ACM951553
• Category: Amino Acids
• Molecular Weight: 218.25
• Synonyms: 5-Methyltryptophan
• Canonical SMILES: Cc1ccc2[nH]cc(CC(N)C(O)=O)c2c1
• InChI: 1S/C12H14N2O2/c1-7-2-3-11-9(4-7)8(6-14-11)5-10(13)12(15)16/h2-4,6,10,14H,5,13H2,1H3,(H,15,16)
• InChI Key: HUNCSWANZMJLPM-UHFFFAOYSA-N
• Melting Point: 280-282℃
• Application: Peptide synthesis.
• Assay: ≥97% (TLC)
• Beilstein: 20225
• Biochem Physiol Actions: 5-Methyl-DL-tryptophan inhibits the synthesis of anthranilate compounds that are the first steps in the biosynthesis of tryptophan in Neurospora crassa. 5-Methyl-DL-tryptophan is a corepressor of the E. coli trp repressor.
• Color: white to faint yellow
• EC Number: 213-453-6
• Form: powder
• MDL Number: MFCD00005652
• NACRES: NA.26
• PubChem ID: 24896560
• Quality Level: 200
• Storage Temperature: 2-8℃

Synthetic Use

Upstream Synthesis Route 1

• 30218-58-7
• 1906-82-7
• 95-92-1

• 951-55-3

Reference: [1]Patent: US2621187,1950,

Downstream Synthesis Route 1

• 951-55-3

• 99295-79-1
• 154-06-3

Reference: [1] Patent: WO2010/148191, 2010, A2, . Location in patent: Page/Page column 45-49; 61

Downstream Synthesis Route 2

• 951-55-3

• 1821-47-2

Reference: [1]Nakazawa, Hidetsugu; Sano, Konosuke; Matsuda, Keizo; Mitsugi, Koji
[Bioscience, Biotechnology and Biochemistry, 1993, vol. 57, # 7, p. 1210 - 1211]
[2]Nakazawa, Hidetsugu; Kumagai, Hidehiko; Yamada, Hideaki
[Agricultural and Biological Chemistry, 1981, vol. 45, # 11, p. 2543 - 2552]

* For details of the synthesis route, please refer to the original source to ensure accuracy.