BOC-L-4-Nitrophenolnol

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Cat Number

INT33305770

CAS Number

33305-77-0

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Product Detail Description Customer Q&A

CAS Number

33305-77-0

EINECS

251-450-1

Storage

Store at room temperature

Synonyms

BOC-PNO2-L-PHE-OH;BOC-(P-NO2)PHE-OH;BOC-P-NITRO-PHENYLALANINE

Molecular Formula

C14H18N2O6

Molecular Weight

310.3

Smiles

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

Appearance

Pale beige solid

Melting Point

107℃

Boiling Point

509.3℃

Relative Density

1.29

pKa

3.7

General Description

BOC-L-4-Nitrophenol (N-Boc-4-nitro-L-phenylalanine) is a synthetic amino acid analog where a nitro group is substituted at the para-position of the phenylalanine aromatic ring. This strong electron-withdrawing group alters the electronic environment and molecular recognition properties of the amino acid.

Mechanism of Action

It operates as a functionalized precursor in medicinal chemistry. The nitro group provides a unique electronic signature and can be chemically reduced to an amino group, allowing for subsequent site-specific labeling, conjugation, or the formation of more complex aromatic systems.

Application

It is an essential tool for the development of enzyme substrates, photo-affinity labels, and therapeutic peptides that require specific electronic modulation for improved protein-ligand interactions.