Leu-phe

Base Information

• Chemical Name: Leu-phe
• CAS No.: 3063-05-6
• Molecular Formula: C15H22 N2 O3
• Molecular Weight: 278.351
• DSSTox Substance ID: DTXSID501036415
• Nikkaji Number: J80.629C
• Wikidata: Q27141902
• Metabolomics Workbench ID: 78869
• ChEMBL ID: CHEMBL54936
• Mol file: 3063-05-6.mol

Synonyms:(2S,3S)-(2-2H,3-2H)-leucine-(S)-phenylalanine;Leu-Phe;leucyl-phenylalanine;leucylphenylalanine

Chemical Property of Leu-phe

Chemical Property:

• Vapor Pressure: 7.23E-11mmHg at 25°C
• Melting Point: 218-220 °C
• Boiling Point: 501.2°Cat760mmHg
• PKA: 3.41±0.10(Predicted)
• Flash Point: 256.9°C
• PSA: 92.42000
• Density: 1.144g/cm³
• LogP: 2.26310
• Storage Temp.: -15°C
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 278.16304257
• Heavy Atom Count: 20
• Complexity: 325

Purity/Quality:

99% ^*data from raw suppliers

H-Leu-Phe-OH 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(C(=O)NC(CC1=CC=CC=C1)C(=O)O)N
• Isomeric SMILES: CC(C)C[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)N

Technology Process of Leu-phe

There total 11 articles about Leu-phe which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 70.5%

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) + L-Leucin-N-carbonsaeureanhydrid (3190-70-3,26334-33-8,51018-87-2,51248-35-2) → N-carbamoylglycine (462-60-2) + Leu-Phe-OH (3063-05-6)

Guidance literature:

With potassium hydroxide; potassium borate buffer; In water; at 3 ℃; pH 10.2;

Reference yield:

(N-(tert-butoxycarbonyl)-L-leucinyl)-L-phenylalanine methyl ester (15136-32-0,87976-66-7,120342-25-8,5874-73-7) → Leu-Phe-OH (3063-05-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / methanol / 10 h

2: trifluoroacetic acid / 2 h / 20 °C

With trifluoroacetic acid; sodium hydroxide; In methanol;

DOI:10.1039/c3cc49268k

Reference yield:

N-[N-(tert-butoxycarbonyl)-L-leucyl]-L-phenylalanine (26055-05-0) → Leu-Phe-OH (3063-05-6)

Guidance literature:

With trifluoroacetic acid; at 20 ℃; for 2h;

DOI:10.1039/c3cc49268k

upstream raw materials:

N-benzyloxycarbonyl-L-leucyl-L-phenylalanine

L-phenylalanine

L-Leucin-N-carbonsaeureanhydrid

H-Phe-OEt

Downstream raw materials:

tert-butyloxycarbonyl-methionyl-leucyl-phenylalanine

Cyclo-(L)-leucyl-(D)-phenylalanyl

(3S,6S)-3-benzyl-6-isobutylpiperazine-2,5-dione

L-leucyl-L-phenylalanine methyl ester

Refernces

• 1、 -. "Compositions and Methods for Binding Lysophosphatidic Acid". . . Retrieved 2009/06/27.
• 2、 Vizzavona, Jean,Villain, Matteo,Rose, Keith. "Covalent capture purification of polypeptides after SPPS via a linker removable under very mild conditions". . p. 8693 - 8696. Retrieved 2007/10/03.