2,6-Dimethyl-L-tyrosine

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Cat Number

INT123715026

CAS Number

123715-02-6

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Product Detail Description Customer Q&A

CAS Number

123715-02-6

Storage

Store at room temperature

Synonyms

(S)-2',6'-dimethyl tyrosine;(S)-2-Amino-3-(4-hydroxy-2,6-dimethylphenyl)propionic acid;2,6-Dimethyl-L-tyrosine;L-Tyrosine, 2,6-dimethyl-

Molecular Formula

C11H15NO3

Molecular Weight

209.24

Smiles

CC1=CC(=CC(=C1C[C@@H](C(=O)O)N)C)O

Appearance

Off-white to light yellow solid

Melting Point

239-240℃

Boiling Point

412.8℃

Relative Density

1.24

pKa

2.34

General Description

2,6-Dimethyl-L-tyrosine is a non-natural aromatic amino acid characterized by the presence of two methyl groups at the 2 and 6 positions of the phenol ring, creating significant steric hindrance.

Mechanism of Action

It acts as a structural surrogate for L-tyrosine. The 2,6-dimethyl substitution prevents metabolic hydroxylation and alters the rotational freedom of the side chain, which can enhance the binding affinity and selectivity toward specific opioid receptors.

Application

It is a critical component in the design of metabolic-stable enkephalin analogs and other bioactive peptides targeting the central nervous system.