104504-45-2

Basic information

• Product Name: L-4-BENZOYLPHENYLALANINE
• Synonyms: (S)-2-aMino-3-(4-benzoylphenyl)propanoic acid;p-benzoyl-L-phenylanaline;(2S)-2-aMino-3-(4-benzoylphenyl)propanoic acid;H-4-Bz-Phe-Oh;H-Bpa-OH H-Phe(4-Bz)-OH;H-Bpa-OH H-Phe(4-Bz);4-Benzoyl-L-phenylalanine≥ 99% (HPLC, Chiral purity);H-L-Phe(4-Bz)-OH
• CAS NO: 104504-45-2
• Molecular Formula: C₁₆H₁₅NO₃
• Molecular Weight: 269.3
• Product Categories: proteins;Amino Acids;Phenylalanine analogs and other aromatic alpha amino acids;Amino Acid Derivatives;Chiral Compound;a-amino
• Mol File: 104504-45-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 467.605 °C at 760 mmHg
• Flash Point: 236.599 °C
• Appearance: /
• Density: 1.249 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.616
• Storage Temp.: -15°C
• PKA: 2.16±0.10(Predicted)
• CAS DataBase Reference: L-4-BENZOYLPHENYLALANINE(CAS DataBase Reference)
• NIST Chemistry Reference: L-4-BENZOYLPHENYLALANINE(104504-45-2)
• EPA Substance Registry System: L-4-BENZOYLPHENYLALANINE(104504-45-2)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 104504-45-2(Hazardous Substances Data)

Usage

Chemical Properties

Off-white solid

Uses

4-Benzoyl-L-phenylalanine is a photoreactive amino acid which can easily be incorporated into a peptide by solid-phase synthesis and finds application as phtolabel. It is an important raw material as well as an intermediate in organic synthesis.

InChI:InChI=1/C16H15NO3/c17-14(16(19)20)10-11-6-8-13(9-7-11)15(18)12-4-2-1-3-5-12/h1-9,14H,10,17H2,(H,19,20)/t14-/m0/s1

Upstream product

• 63-91-2 L-phenylalanine 
• 98-88-4 benzoyl chloride 
• 23635-30-5 (S)-(-)-methyl N-(trifluoroacetyl)phenylalaninate 

Downstream Products

• 334616-57-8 N-trifluoroacetyl 4-benzoylphenylalanine 
• 1481-70-5 Tyrocidine A 

Relevant articles and documents

Simple and stereocontrolled preparation of benzoylated phenylalanine using friedel - Crafts reaction in trifluoromethanesulfonic acid for photoaffinity labeling

Simple and stereocontrolled preparation of benzoylated phenylalanine derivatives from optically pure phenylalanine using Friedel-Crafts reaction in trifluoromethanesulfonic acid (TfOH) is reported; these derivatives are useful for photoaffinity labeling. Protected or unprotected phenylalanine derivatives were converted to benzoyl derivatives in TfOH at room temperature in a short time without loss of optical purity. The reaction condition was applied to synthesize novel photoreactive phenylalanine derivative, which has two photophores (benzophenone and diazirine). The detail analysis of photo-irradiation for two different photophores contained phenylalanine derivative was also investigated. The Japan Institute of Heterocyclic Chemistry.

Photoreactive benzoylphenylalanines and related peptides

Provided is a benzoylphenylalanine of the formula: STR1 wherein STR2 is in the m or p position; and Pr is a protecting group which is easily cleavable in the presence of a peptide bond by a mild acid or base. This benzoylphenylalanine group is incorporated into a peptide chain which can be attached to a solid substrate having a reactive hydrogen by exposure to low energy ultraviolet light.