2-Me-D-Trp-OH

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Cat Number

INT140852068

CAS Number

140852-06-8

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Product Detail Description Customer Q&A

CAS Number

140852-06-8

Storage

Store at room temperature

Synonyms

D-Tryptophan 2-methyl-;(2R)-2-amino-3-(2-methyl-1H-indol-3-yl)propanoic acid;(R)-2-Amino-3-(2-methyl-1H-indol-3-yl)propanoic acid

Molecular Formula

C12H14N2O2

Molecular Weight

218.25

Smiles

CC1=C(C2=CC=CC=C2N1)C[C@H](C(=O)O)N

Appearance

White to off-white solid

Boiling Point

452.8℃

Relative Density

1.31

pKa

2.26

General Description

2-Me-D-Trp-OH is a methylated derivative of D-tryptophan where a methyl group is substituted at the 2-position of the indole ring, modifying the electronic and steric properties of the heterocycle.

Mechanism of Action

It functions as a constrained indole building block. The 2-methyl group increases the lipophilicity of the amino acid and can interfere with the binding of enzymes that typically metabolize tryptophan, such as indoleamine 2,3-dioxygenase (IDO).

Application

It is utilized in the development of novel immunotherapeutic agents and as a chiral intermediate for the synthesis of complex indole alkaloids.