H-Phe-phe-OH

Base Information

• Chemical Name: H-Phe-phe-OH
• CAS No.: 2577-40-4
• Molecular Formula: C18H20N2O3
• Molecular Weight: 312.368
• Hs Code.: 2924299090
• European Community (EC) Number: 219-930-5
• DSSTox Substance ID: DTXSID80948633
• Nikkaji Number: J192.083I
• Wikidata: Q27140102
• Metabolomics Workbench ID: 78929
• ChEMBL ID: CHEMBL55868
• Mol file: 2577-40-4.mol

Synonyms:diphenylalanine peptide (FF);Phe-Phe;phenylalanylphenylalanine;phenylalanylphenylalanine monohydrochloride, (L,L)-isomer;phenylalanylphenylalanine, (D,D)-isomer

Chemical Property of H-Phe-phe-OH

Chemical Property:

• Vapor Pressure: 2.01E-14mmHg at 25°C
• Melting Point: 288-290℃
• Refractive Index: 1.604
• Boiling Point: 582.8 °C at 760 mmHg
• PKA: 3.41±0.10(Predicted)
• Flash Point: 306.2 °C
• PSA: 92.42000
• Density: 1.229 g/cm³
• LogP: 2.45970
• Storage Temp.: −20°C
• Solubility.: Soluble at 50mg/ml in 80% acetic acid
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 312.14739250
• Heavy Atom Count: 23
• Complexity: 388

Purity/Quality:

98%,99%, ^*data from raw suppliers

Phe-Phe-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(C(=O)NC(CC2=CC=CC=C2)C(=O)O)N
• Isomeric SMILES: C1=CC=C(C=C1)C[C@@H](C(=O)N[C@@H](CC2=CC=CC=C2)C(=O)O)N
• Recent ClinicalTrials: Effect of Fluticasone Furoate Inhalation Powder on the Hypothalamic-pituitary-adrenocortical Axis of Children Aged 5-11 Years With Asthma
• Recent EU Clinical Trials: A single dose, randomised, double blind, double dummy, placebo controlled, 3-way crossover clinical study, comparing the onset of relief from methacholine-induced bronchoconstriction with CHF1535 100/6 μg NEXThaler? versus CHF1535 100/6 μg pMDI in asthmatic patients.
• Uses: H-PHE-PHE-OH (cas# 2577-40-4) is used in the method and kit for assessing prognosis or risk of breast cancer using metabolic profiling.

Technology Process of H-Phe-phe-OH

There total 33 articles about H-Phe-phe-OH 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: 97.0%

N-Fmoc L-Phe (35661-40-6) → Phe-Phe (2577-40-4)

Guidance literature:

N-Fmoc L-Phe;

With piperidine; In N,N-dimethyl-formamide;

N-Fmoc L-Phe; Further stages;

DOI:10.1021/jm901352b

Reference yield: 91.0%

→ Phe-Phe (2577-40-4)

Guidance literature:

With sodium hydroxide;

Reference yield: 78.0%

C30H28N2O5 (1596119-46-8) → Phe-Phe (2577-40-4)

Guidance literature:

With sodium tetrahydroborate; In methanol; aq. phosphate buffer; at 20 ℃; for 1.5h; Cooling with ice; Sealed tube;

DOI:10.1002/cplu.201300348

upstream raw materials:

Phe-Phe-OBzl

methyl (2S)-2-amino-3-phenylpropanoate

L-phenylalanine allyl ester p-toluenesulfonic acid salt

L-phenylalanine benzyl ester p-toluene-sulfonic acid salt

Downstream raw materials:

N-benzyloxycarbonyl-L-phenylalanyl-L-phenylalanine

(3S,6S)-3,6-dibenzylpiperazine-2,5-dione

Refernces

• 1、 Fraczyk, Justyna,Lipinski, Wojciech,Chaberska, Agata,Wasko, Joanna,Rozniakowski, Kamil,Kaminski, Zbigniew J.,Bogun, Maciej,Draczynski, Zbigniew,Menaszek, Elzbieta,Stodolak-Zych, Ewa,Kaminska, Marta,Kolesinska, Beata. "Search for fibrous aggregates potentially useful in regenerative medicine formed under physiological conditions by self-assembling short peptides containing two identical aromatic amino acid residues". . . Retrieved 2018.
• 2、 Li, Zhaolong,Fu, Hua,Gong, Hegui,Zhao, Yufen. "Convenient solid-phase synthesis of oligopeptides using pentacoordinated phosphoranes with amino acid residue as building blocks". . p. 170 - 177. Retrieved 2004.
• 3、 Klepel, Florian,Ravoo, Bart Jan. "A dynamic combinatorial library for biomimetic recognition of dipeptides in water". supporting information. p. 1588 - 1595. Retrieved 2020/09/16.
• 4、 Ying, Jianxi,Chen, Peng,Wu, Yile,Yang, Xu,Yan, Kaili,Xu, Pengxiang,Zhao, Yufen. "Effect of high hydrostatic pressure on prebiotic peptide synthesis". supporting information. p. 367 - 370. Retrieved 2018/06/18.