ChemicalBook > CAS DataBase List > 5-METHYL-DL-TRYPTOPHAN

5-METHYL-DL-TRYPTOPHAN

Product Name
5-METHYL-DL-TRYPTOPHAN
CAS No.
951-55-3
Chemical Name
5-METHYL-DL-TRYPTOPHAN
Synonyms
H-Trp(5-Me)-OH;H-5-ME-DL-TRP-OH;H-DL-Trp(5-Me)-OH;TIMTEC-BB SBB003368;5-METHYL-DL-TRYPTOPH;DL-5-METHYLTRYPTOPHAN;5-METHYL-DL-TRYPTOPHAN;Tryptophan Impurity 101;5-Methyl-DL-tryptophan>5-Methyl-DL-tryptophan,98%
CBNumber
CB5417694
Molecular Formula
C12H14N2O2
Formula Weight
218.25
MOL File
951-55-3.mol
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5-METHYL-DL-TRYPTOPHAN Property

Melting point:
~275 °C (dec.)
Boiling point:
358.94°C (rough estimate)
alpha 
[α]D20 -1~+1゜ (c=1, dil. HCl)
Density 
1.1402 (rough estimate)
refractive index 
1.6660 (estimate)
storage temp. 
Sealed in dry,Room Temperature
form 
Powder
pka
2.26±0.10(Predicted)
color 
Off-white
optical activity
0.20°(C=1.00g/100ml HCL)
BRN 
20225
CAS DataBase Reference
951-55-3(CAS DataBase Reference)
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Safety

Safety Statements 
22-24/25
WGK Germany 
3
8
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H317May cause an allergic skin reaction

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
M0534
Product name
5-Methyl-DL-tryptophan
Purity
tryptophan analog
Packaging
250mg
Price
$250.25
Updated
2025/07/31
Sigma-Aldrich
Product number
M0534
Product name
5-Methyl-DL-tryptophan
Purity
tryptophan analog
Packaging
1g
Price
$545
Updated
2025/07/31
TCI Chemical
Product number
M0452
Product name
5-Methyl-DL-tryptophan
Purity
>98.0%(T)(HPLC)
Packaging
100mg
Price
$69
Updated
2025/07/31
TCI Chemical
Product number
M0452
Product name
5-Methyl-DL-tryptophan
Purity
>98.0%(T)(HPLC)
Packaging
1g
Price
$563
Updated
2025/07/31
Usbiological
Product number
284106
Product name
5-Methyl-DL-tryptophan
Packaging
250mg
Price
$375
Updated
2021/12/16
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5-METHYL-DL-TRYPTOPHAN Chemical Properties,Usage,Production

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.]

5-METHYL-DL-TRYPTOPHAN Preparation Products And Raw materials

Raw materials

Preparation Products

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951-55-3, 5-METHYL-DL-TRYPTOPHANRelated Search:


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  • Peptide Synthesis
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  • Unnatural Amino Acid Derivatives
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  • Indoles
  • Tryptophans
  • Amino Acids
  • Biochemistry
  • Biological-modified Amino Acids
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