| Identification | More | [Name]
5-METHYL-DL-TRYPTOPHAN | [CAS]
951-55-3 | [Synonyms]
5-METHYL-DL-TRYPTOPHAN
DL-2-AMINO-3-(5-METHYLINDOLYL)PROPIONIC ACID
DL-5-METHYLTRYPTOPHAN
H-5-ME-DL-TRP-OH
TIMTEC-BB SBB003368
5-METHYL-DL-TRYPTOPHAN HEMIHYDRATE
H-Trp(5-Me)-OH | [EINECS(EC#)]
213-453-6 | [Molecular Formula]
C12H14N2O2 | [MDL Number]
MFCD00005652 | [Molecular Weight]
218.25 | [MOL File]
951-55-3.mol |
| Chemical Properties | Back Directory | [Appearance]
off-white powder | [Melting point ]
~275 °C (dec.) | [alpha ]
[α]D20 -1～+1゜ (c=1, dil. HCl) | [Boiling point ]
358.94°C (rough estimate) | [density ]
1.1402 (rough estimate) | [refractive index ]
1.6660 (estimate) | [storage temp. ]
2-8°C
| [form ]
Powder | [pka]
2.26±0.10(Predicted) | [color ]
Off-white | [BRN ]
20225 | [CAS DataBase Reference]
951-55-3(CAS DataBase Reference) |
| Safety Data | Back Directory | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [F ]
8 | [HS Code ]
29339900 |
| Hazard Information | Back Directory | [Chemical Properties]
off-white powder | [Uses]
peptide synthesis | [Definition]
ChEBI: 5-methyltryptophan is a tryptophan derivative that is tryptophan substituted by a methyl group at position 5 of the indole ring. It is a non-proteinogenic alpha-amino acid and a tryptophan derivative. | [Biological Activity]
5-Methyl-DL-tryptophan inhibits the synthesis of anthranilate compounds th at 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.''5-Methyl-DL-tryptophan may be used to select genetic mutants of PS strain of Methanococcus voltae (archaebacteria). 5-Methyl-tryptophan is a repressor trp operon expression. 5-Methyl-tryptophan is a substrate for tryptophanase. 5-Methyl-tryptophan inhibits the induction of anthranilate synthase activity by elicitors in oats. | [Purification Methods]
Crystallise dl-5-methyltryptophan from aqueous EtOH after dissolving it in aqueous NaOH, precipitating with AcOH, filtering the solid off and drying for 24hours at 50o. [Jackman & Archer J Am Chem Soc 68 2105 1946, Beilstein 22 IV 6815.] The picrate crystallises from MeOH with m 202o(dec). The N-phenylcarbamoyl derivative crystallises from aqueous MeOH with m 202o. [Gordon & Jackson J Biol Chem 110 151, 154 1935.] |
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