Boc-Tyr(Me)-OH

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Cat Number

INT53267939

CAS Number

53267-93-9

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Product Detail Description Customer Q&A

CAS Number

53267-93-9

Storage

Store at room temperature

Synonyms

BOC-PHE(4-OME)-OH;BOC-P-METHOXY-PHE-OH;BOC-L-TYR(ME);BOC-L-TYR(ME)-OH;BOC-L-4-METHOXYPHE;BOC-4-METHOXYPHENYLALANINE;BOC-4-METHOXY-PHE-OH

Molecular Formula

C15H21NO5

Molecular Weight

295.33

Smiles

C(O)(=O)[C@H](CC1=CC=C(OC)C=C1)NC(OC(C)(C)C)=O

Appearance

White to off-white solid

Boiling Point

462.0℃

Relative Density

1.168

pKa

General Description

Boc-Tyr(Me)-OH is a selectively protected derivative of L-tyrosine, featuring a tert-butoxycarbonyl (Boc) group on the alpha-amino position and a methyl ether modification on the phenolic hydroxyl group. This dual protection significantly increases the lipophilicity of the amino acid scaffold compared to its parent form.

Mechanism of Action

It serves as a stable building block for both solid-phase and solution-phase peptide synthesis. The Boc group provides temporary protection of the amine, while the O-methyl group permanently masks the reactive phenol, preventing O-acylation during peptide coupling and ensuring high yield and purity of the target sequence.

Application

It is primarily used to incorporate methylated tyrosine residues into bioactive peptides to enhance metabolic stability, improve receptor binding affinity, or serve as an internal standard in analytical biochemistry.