Phenylalanyl-Methionine

Base Information

• Chemical Name: Phenylalanyl-Methionine
• CAS No.: 15080-84-9
• Molecular Formula: C14H20 N2 O3 S
• Molecular Weight: 296.39
• Hs Code.: 2930909090
• Nikkaji Number: J150.403G
• Wikidata: Q27144856
• Metabolomics Workbench ID: 78928
• ChEMBL ID: CHEMBL1221998
• Mol file: 15080-84-9.mol

Synonyms:H-Phe-Met-OH;Phe-Met;15080-84-9;Phenylalanyl-Methionine;L-phenylalanyl-L-methionine;phenylalanylmethionine;CHEBI:74719;(2S)-2-[[(2S)-2-amino-3-phenylpropanoyl]amino]-4-methylsulfanylbutanoic acid;(2S)-2-[[(2S)-2-Azaniumyl-3-phenylpropanoyl]amino]-4-methylsulfanylbutanoate;L-Phe-L-Met;FM dipeptide;(S)-2-((S)-2-Amino-3-phenylPropanamido)-4-(methylthio)butanoic acid;F-M Dipeptide;L-Phe-L-Met-OH;SCHEMBL2544520;CHEMBL1221998;Phenylalanine Methionine dipeptide;Phenylalanine-Methionine dipeptide;HY-P4478;MFCD00038229;AKOS010406393;CS-0654425;Q27144856

Chemical Property of Phenylalanyl-Methionine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.582
• Boiling Point: 579.209°C at 760 mmHg
• PKA: 3.06±0.10(Predicted)
• Flash Point: 304.095°C
• PSA: 117.72000
• Density: 1.233g/cm³
• LogP: 1.97010
• Storage Temp.: -15°C
• XLogP3: -1.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 296.11946368
• Heavy Atom Count: 20
• Complexity: 320

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Phenylalanyl-Methionine

There total 7 articles about Phenylalanyl-Methionine 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:

(S)-2-{(S)-2-[2-(2-Amino-acetylamino)-acetylamino]-3-phenyl-propionylamino}-4-methylsulfanyl-butyric acid; compound with acetic acid → L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) + Phe-Met (15080-84-9)

Guidance literature:

With phosphate buffer; rabbit nasal mucosal extract; at 37 ℃; Rate constant; var. rabbit mucosal extracts;

DOI:10.1002/jps.2600820408

Reference yield:

(S)-2-[(S)-2-(2-{2-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-acetylamino}-acetylamino)-3-phenyl-propionylamino]-4-methylsulfanyl-butyric acid; compound with acetic acid (82362-17-2) → L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) + YG (673-08-5) + Phe-Met (15080-84-9) + tyrosylglycylglycine (21778-69-8) + L-tyrosine (60-18-4,18875-48-4,25619-78-7,30704-25-7) + [des-tyr1]-methionine enkephalin (61370-88-5)

Guidance literature:

With aq. buffer; at 37 ℃; Rate constant; Kinetics; also reaction in the presence of var. rabbit mucosal extracts, var. temp. and pH;

DOI:10.1002/jps.2600820408

Reference yield:

N-Fmoc L-Phe (35661-40-6) + N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine (71989-28-1) → Phe-Met (15080-84-9)

Guidance literature:

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-methionine; With 1-methyl-1H-imidazole; diisopropyl-carbodiimide; at 20 ℃; for 2h; Green chemistry;

With piperidine; In N,N-dimethyl-formamide; for 0.133333h; Green chemistry;

N-Fmoc L-Phe; Further stages; Green chemistry;

DOI:10.1016/j.tetlet.2019.151058

upstream raw materials:

Z(OMe)-Phe-Met-OH

(S)-2-[(S)-2-(2-{2-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-acetylamino}-acetylamino)-3-phenyl-propionylamino]-4-methylsulfanyl-butyric acid; compound with acetic acid

L-methionine

H-Phe-OEt

Downstream raw materials:

H-Tyr-D-Arg-Gly-Phe-Met-OH

Z-Tyr-D-Arg(Mts)-Gly-Phe-Met-OH

H-Gly-Phe-Met-OH

N-MOC-Phe-Met-OMe