55677-48-0

Basic information

• Product Name: BOC-PHE-ALA-OH
• Synonyms: BOC-L-PHENYLALANYL ALANINE;BOC-PHE-ALA-OH;l-Alanine, N-[N-[(1,1-dimethylethoxy)carbonyl]-l-phenylalanyl]-;t-butyloxycarbonylphenylalanylalanine;Boc-L-Phe-L-Ala-OH
• CAS NO: 55677-48-0
• Molecular Formula: C₁₇H₂₄N₂O₅
• Molecular Weight: 336.38
• Mol File: 55677-48-0.mol
• Article Data: 12

Chemical Properties

• Melting Point: 90-93 °C(Solv: chloroform (67-66-3); hexane (110-54-3))
• Boiling Point: 587.8°Cat760mmHg
• Flash Point: 309.3°C
• Appearance: /
• Density: 1.182g/cm³
• Vapor Pressure: 1.17E-14mmHg at 25°C
• Refractive Index: 1.53
• Storage Temp.: Store at 0°C
• PKA: 3.51±0.10(Predicted)
• CAS DataBase Reference: BOC-PHE-ALA-OH(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-PHE-ALA-OH(55677-48-0)
• EPA Substance Registry System: BOC-PHE-ALA-OH(55677-48-0)

Safety Data

• Hazardous Substances Data: 55677-48-0(Hazardous Substances Data)

Usage

General Description

BOC-PHE-ALA-OH, also known as N-t-butoxycarbonyl-l-phenylalanyl-l-alanine, is a chemical compound used in the field of biochemistry and pharmaceutical research. It is a dipeptide, consisting of the amino acids phenylalanine and alanine, protected by a t-butoxycarbonyl (BOC) group. BOC-PHE-ALA-OH is often utilized as a building block in the synthesis of larger peptides and proteins, as the BOC group can be easily removed under mild conditions to expose the free amine and carboxyl groups of the amino acids. BOC-PHE-ALA-OH is an important intermediate in the production of pharmaceutical drugs, as well as a valuable tool in studying the structure and function of biological molecules.

InChI:InChI=1/C17H24N2O5/c1-11(15(21)22)18-14(20)13(10-12-8-6-5-7-9-12)19-16(23)24-17(2,3)4/h5-9,11,13H,10H2,1-4H3,(H,18,20)(H,19,23)(H,21,22)/t11-,13-/m0/s1

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 3918-87-4 N-L-phenylalanyl-L-alanine 
• 56-41-7 L-alanin 
• 67729-36-6 Boc-Phe-O-COO-isoBu 
• 3674-06-4 Boc-Phe-ONSu 
• 15136-29-5 (S)-methyl 2-((S)-2-((tert-butoxycarbonyl)amino)-3-phenylpropanamido)propanoate 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 885623-82-5 (S)-2-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-propionic acid 2-[(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-undecyl)-dimethyl-silanyl]-ethyl ester 
• 514214-66-5 (S)-tert-butyl (1-(1H-benzo[d][1,2,3]triazol-1-yl)-1-oxo-3-phenylpropan-2-yl)carbamate 
• 98228-99-0 BOC-L-Phe-L-Ala-CAM 
• 133565-23-8 Alanine benzyltrimethylammonium salt 

Downstream Products

• 528891-38-5 2-[2-(2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-propionylamino]-4-methyl-pentanoic acid 
• 528891-39-6 (1-{1-[1-(3-bromo-benzylcarbamoyl)-3-methyl-butylcarbamoyl]-ethylcarbamoyl}-2-phenyl-ethyl)-carbamic acid tert-butyl ester 
• 1017573-18-0 t-butyloxycarbonyl-L-phenylalanyl-L-alanyl-L-phenylalanyl-L-proline methyl ester 
• 70396-33-7 Boc-L-Phe-L-Ala-L-Leu-OMe 
• 110205-82-8 (2R,3S)-3-<(Boc-L-phenylalanylalanyl)amino>-2-hydroxy-4-cyclohexyl-1-(isopropylthio)butane 

Relevant articles and documents

Tripeptide based super-organogelators: Structure and function

A novel series of tripeptide-based low molecular weight super-organogelators were synthesized and characterized. Four tripeptides with diverse steric crowding at the central amino acid residue were studied. From this series, only sterically less hindered

α-boryl isocyanides enable facile preparation of bioactive boropeptides

Entry to bioactive boropeptides: MIDA-containing α-boryl isocyanides are isolable molecules which allow one-step access to boroalkyl-functionalized heterocycles as well as biologically active boropeptides through a multicomponent approach. Among these derivatives are 6-boromorpholinones, novel borocycles with nanomolar IC50 values for 20S proteasome inhibition. MIDA=N-methyliminodiacetyl. Copyright

Epimerization-free C-terminal peptide activation

Smooth operation: C-terminal peptide activation with full stereointegrity was accomplished using a copper(II)-mediated coupling reaction of carboxylic acids with arylboroxines (see scheme, NCL = native chemical ligation, Boc = tert-butoxycarbonyl). This method allows epimerization-free activation and ligation of peptides with racemization-prone phenylglycine at the C terminus.