13122-90-2

Basic information

• Product Name: Boc-Phe-Phe-OH
• Synonyms: BOC-PHE-PHE-OH;BOC-L-DIPHENYLALANINE;Boc-L-Phenylalanyl-phenylalanine;N-Boc-L-phenylalanyl-L-phenylalanine, 95%;(S)-2-((S)-2-((tert-Butoxycarbonyl)aMino)-3-phenylpropanaMido)-3-phenylpropanoic acid;Boc-FF-OH;Boc-L-Phe-L-Phe-OH;Boc-Phe-Phe-OH99%
• CAS NO: 13122-90-2
• Molecular Formula: C₂₃H₂₈N₂O₅
• Molecular Weight: 412.48
• Mol File: 13122-90-2.mol
• Article Data: 28

Chemical Properties

• Melting Point: 72-75 °C
• Boiling Point: 660.282oC at 760 mmHg
• Flash Point: 353.126oC
• Appearance: /Solid
• Density: 1.195g/cm3
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.565
• Storage Temp.: -15°C
• PKA: 3.53±0.10(Predicted)
• CAS DataBase Reference: Boc-Phe-Phe-OH(CAS DataBase Reference)
• NIST Chemistry Reference: Boc-Phe-Phe-OH(13122-90-2)
• EPA Substance Registry System: Boc-Phe-Phe-OH(13122-90-2)

Safety Data

• Hazardous Substances Data: 13122-90-2(Hazardous Substances Data)

Usage

Description

Boc-Phe-Phe-OH, also known as N-(tert-butoxycarbonyl)-L-phenylalanine-L-phenylalanine, is a chemical compound with the molecular formula C23H27NO5. It is a protected dipeptide used as a building block in peptide synthesis, characterized by its white to off-white powder form and a molecular weight of 397.46 g/mol. The protective Boc group ensures stability and prevents unwanted reactions during the synthesis process, making Boc-Phe-Phe-OH a versatile component in the creation of new peptides.

Uses

Used in Pharmaceutical Industry:
Boc-Phe-Phe-OH is used as a building block in peptide synthesis for the development of new drugs and therapeutic peptides. Its stability and versatility in synthesis make it a valuable component in the pharmaceutical industry for creating innovative treatments and medications.
Used in Research:
Boc-Phe-Phe-OH is utilized as a research tool in laboratories for studying peptide synthesis and the development of novel peptide-based compounds. Its protected structure allows for controlled reactions, facilitating the exploration of new synthetic pathways and the discovery of potential drug candidates.

InChI:InChI=1/C23H28N2O5/c1-23(2,3)30-22(29)25-18(14-16-10-6-4-7-11-16)20(26)24-19(21(27)28)15-17-12-8-5-9-13-17/h4-13,18-19H,14-15H2,1-3H3,(H,24,26)(H,25,29)(H,27,28)

Upstream product

• 63-91-2 L-phenylalanine 
• 113035-34-0 Nα-(tert-Butoxycarbonyl)-N-(2,6-dichlorbenzoyl)-N-phenyl-L-phenylalaninamid 
• 50903-54-3 N-[(1,1-dimethylethoxy)carbonyl]-L-phenylalanine pentafluorophenyl ester 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 17790-88-4 Boc-Phe-NHNHPh 
• 3674-06-4 Boc-Phe-ONSu 
• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 2577-40-4 Phe-Phe 
• 474316-97-7 Boc-Phe-Phe-NHNHPh 
• 51987-73-6 (S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester 
• 13122-89-9 (S)-methyl 2-((S)-2-(tert-butoxycarbonylamino)-3-phenylpropanamido)-3-phenylpropanoate 
• 16879-80-4 tert-butyl ((S)-1-oxo-1-(((S)-3-oxo-1,4-diphenylbutan-2-yl)amino)-3-phenylpropan-2-yl)carbamate 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 

Downstream Products

• 108456-12-8 Boc-L-Phe-L-Phe-L-Phe-OH 
• 143674-06-0 Boc-Phe-Phe-β-Ala-OMe 
• 143674-07-1 Boc-Phe-Phe-GABA-OMe 
• 143674-09-3 Boc-Phe-Phe-NHCH(CO₂Et)2 
• 62307-54-4 Boc-Phe-Phe-Gly-OEt 
• 53558-75-1 Boc-Phe-Phe-Phe-OMe 
• 143674-08-2 Boc-Phe-Phe-N(CH₂CO₂Me)2 
• 111072-19-6 Boc-Phe-Phe-Gly-Gly-OBzl 
• 130016-01-2 C₆₁H₇₈N₈O₁₈ 
• 98818-74-7 L-364,505 
• 108868-69-5 ((S)-1-{(S)-1-[(1S,2S)-1-Cyclohexylmethyl-2-hydroxy-4-(4-methyl-pentanoylamino)-butylcarbamoyl]-2-phenyl-ethylcarbamoyl}-2-phenyl-ethyl)-carbamic acid tert-butyl ester 
• 109065-01-2 methyl 5(S)-{[4(S)-({[N-(tert-butyloxycarbonyl)-L-phenylalanyl]-L-phenylalanyl}amino)-2,2-difluoro-3(R)-hydroxy-6-methylheptanoyl]amino}-7-methyl-2(R)-(phenylmethyl)-3-trans-octenoate 
• 109064-98-4 [4(S)-({[N-(tert-butyloxycarbonyl)-L-phenylalanyl]-L-phenylalanyl}amino)-2,2-difluoro-3(R)-hydroxy-6-methylheptanoyl]-L-leucyl-L-phenylalaninamide 
• 109064-98-4 <4(R)-<<-L-phenylalanyl>amino>-2,2-difluoro-3(S)-hydroxy-6-methylheptanoyl>-L-leucyl-L-phenylalaninamide 

Relevant articles and documents

Synthesis and Biological Evaluation of PSMA Ligands with Aromatic Residues and Fluorescent Conjugates Based on Them

Prostate-specific membrane antigen (PSMA), also known as glutamate carboxypeptidase II (GCPII), is a suitable target for specific delivery of antitumor drugs and diagnostic agents due to its overexpression in prostate cancer cells. In the current work, we describe the design, synthesis, and biological evaluation of novel low-molecular PSMA ligands and conjugates with fluorescent dyes FAM-5, SulfoCy5, and SulfoCy7. In vitro evaluation of synthesized PSMA ligands on the activity of PSMA shows that the addition of aromatic amino acids into a linker structure leads to a significant increase in inhibition. The conjugates of the most potent ligand with FAM-5 as well as SulfoCy5 demonstrated high affinities to PSMA-expressing tumor cells in vitro. In vivo biodistribution in 22Rv1 xenografts in Balb/c nude mice of PSMA-SulfoCy5 and PSMA-SulfoCy7 conjugates with a novel PSMA ligand demonstrated good visualization of PSMA-expressing tumors. Also, the conjugate PSMA-SulfoCy7 demonstrated the absence of any explicit toxicity up to 87.9 mg/kg.

A catalytic one-step synthesis of peptide thioacids: the synthesis of leuprorelin via iterative peptide-fragment coupling reactions

A catalytic one-step synthesis of peptide thioacids was developed. The oxygen-sulfur atom exchange reaction converted the carboxy group at the C-terminus of the peptides into a thiocarboxy group with suppressed epimerization. This method was successfully applied to the synthesis of the peptide drug leuprorelin via an iterative fragment-coupling protocol.

On the Role of Chirality in Guiding the Self-Assembly of Peptides

Homochirality in peptides is crucial in sustaining “like–like” intermolecular interactions that allow the formation of assemblies and aggregates and is ultimately responsible for the resulting material properties. With the help of a series of stereoisomer