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

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

Uses

Used in Organic Synthesis:
L-4-BENZOYLPHENYLALANINE is used as an important raw material and intermediate for organic synthesis, particularly due to its photoreactive properties and ease of incorporation into peptides.
Used in Photolabeling Applications:
L-4-BENZOYLPHENYLALANINE is used as a photolabel in various research and diagnostic applications, taking advantage of its ability to be easily incorporated into peptides and its photoreactivity.
Used in Pharmaceutical Industry:
L-4-BENZOYLPHENYLALANINE is used as a key component in the development of new drugs, given its role as an intermediate in organic synthesis and its potential for peptide incorporation.
Used in Research and Development:
L-4-BENZOYLPHENYLALANINE is utilized in research and development for its unique properties, including its photoreactivity and its role in peptide synthesis, which can lead to advancements in various scientific fields.

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

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

Downstream Products

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

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.

Distinct metabolites for photoreactive l-phenylalanine derivatives in Klebsiella sp. CK6 isolated from rhizosphere of a wild dipterocarp sapling

Photoaffinity labeling is a reliable analytical method for biological functional analysis. Three major photophores-aryl azide, benzophenone and trifluoromethyldiazirine- are utilized in analysis. Photophore-bearing L-phenylalanine derivatives, which are used for biological functional analysis, were inoculated into a Klebsiella sp. isolated from the rhizosphere of a wild dipterocarp sapling in Central Kalimantan, Indonesia, under nitrogen-limiting conditions. The proportions of metabolites were quite distinct for each photophore. These results indicated that photophores affected substrate recognition in rhizobacterial metabolic pathways, and differential photoaffinity labeling could be achieved using different photophore-containing L-phenylalanine derivatives.

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.