Ile-Phe

Base Information

• Chemical Name: Ile-Phe
• CAS No.: 22951-98-0
• Molecular Formula: C15H22 N2 O3
• Molecular Weight: 278.351
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID101309816
• Nikkaji Number: J924.588J
• Wikidata: Q27144388
• Metabolomics Workbench ID: 78849
• ChEMBL ID: CHEMBL91330
• Mol file: 22951-98-0.mol

Synonyms:H-Ile-Phe-OH;22951-98-0;Ile-Phe;L-ISOLEUCYL-L-PHENYLALANINE;Isoleucyl-Phenylalanine;CHEMBL91330;CHEBI:74075;L-Ile-L-Phe;(S)-2-((2S,3S)-2-Amino-3-methylpentanamido)-3-phenylPropanoic acid;Ile-Phe-OH;L-Phenylalanine,L-isoleucyl-;SCHEMBL3512463;DTXSID101309816;BDBM50407438;MFCD00037253;AKOS010421266;Q27144388;(2S)-2-[[(2S,3S)-2-amino-3-methylpentanoyl]amino]-3-phenylpropanoic acid

Chemical Property of Ile-Phe

Chemical Property:

• Boiling Point: 501.2±50.0 °C(Predicted)
• PKA: 3.41±0.10(Predicted)
• PSA: 92.42000
• Density: 1.144±0.06 g/cm3(Predicted)
• LogP: 2.26310
• Storage Temp.: -15°C
• Solubility.: Methanol (Slightly, Sonicated)
• XLogP3: -1.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 278.16304257
• Heavy Atom Count: 20
• Complexity: 327

Purity/Quality:

99% ^*data from raw suppliers

ILE-PHE-OH 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ile-Phe

There total 3 articles about Ile-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: 90.0%

N-(benzyloxycarbonyl)isoleucylphenylalanine benzyl ester (85310-51-6) → H-Ile-Phe-OH (22951-98-0)

Guidance literature:

With hydrogen; acetic acid; palladium; In methanol; Ambient temperature; overnight;

DOI:10.1246/bcsj.57.103

Reference yield:

N-Fmoc L-Phe (35661-40-6) + Fmoc-Ile-OH (71989-23-6,251316-98-0) → H-Ile-Phe-OH (22951-98-0)

Guidance literature:

N-Fmoc L-Phe; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 0.5h;

With N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;

Fmoc-Ile-OH; Further stages;

DOI:10.3390/md11124834

Reference yield:

Cys-[(S)-4-amino-2-hydroxybutyryl]-Ile-Phe-OH → H-Ile-Phe-OH (22951-98-0)

Guidance literature:

With sodium periodate; for 0.0833333h; pH=6.95; Product distribution;

DOI:10.1016/S0040-4039(02)02110-X

upstream raw materials:

N-(benzyloxycarbonyl)isoleucylphenylalanine benzyl ester

N-Fmoc L-Phe

Fmoc-Ile-OH

Downstream raw materials:

N-(benzyloxycarbonyl)valylisoleucylphenylalanine

H-(S)-Ile-(S)-Phe-OCH₃

N-(benzyloxycarbonyl)valylisoleucylphenylalanylprolylprolylglycyl-N^G-nitroarginine benzyl ester

N-(benzyloxycarbonyl)valylisoleucylphenylalanylprolylprolylglycine benzyl ester

Refernces

• 1、 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.