Fmoc-N-methyl-L-phenylalanine

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Cat Number

INT77128735

CAS Number

77128-73-5

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Product Detail Description Customer Q&A

CAS Number

77128-73-5

Storage

2-8℃

Synonyms

FMOC-N-ME-L-PHE-OH;FMOC-N-ME-PHENYLALANINE;FMOC-N-ME-PHE-OH;FMOC-N-ALPHA-METHYL-L-PHENYLALANINE

Molecular Formula

C25H23NO4

Molecular Weight

401.45

Smiles

C(O)(=O)[C@H](CC1=CC=CC=C1)N(C(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O)C

Appearance

Off-white powder

Melting Point

132.0 to 136.0℃

Boiling Point

595.4℃

Relative Density

1.26

pKa

3.78

General Description

Fmoc-N-methyl-L-phenylalanine is an N-alpha-Fmoc protected amino acid where the nitrogen atom is methylated, providing a hydrophobic and sterically hindered residue for peptide assembly.

Mechanism of Action

It functions as a conformational constraint. N-methylation eliminates the hydrogen-bond donating capability of the amide nitrogen, which can lead to significant changes in peptide secondary structure and biological activity.

Application

It is an essential intermediate for the synthesis of modified peptides and peptidomimetics used in drug discovery for cardiovascular and metabolic diseases.