Phenylalanyllysine

Base Information

• Chemical Name: Phenylalanyllysine
• CAS No.: 6456-72-0
• Molecular Formula: C15H23N3O3
• Molecular Weight: 293.366
• Metabolomics Workbench ID: 78927
• Nikkaji Number: J81.224B
• Wikidata: Q104992192
• Mol file: 6456-72-0.mol

Synonyms:phenylalanyllysine;Phe-Lys;L-Phenylalanyl-L-Lysine;FK dipeptide;F-K Dipeptide;6456-72-0;Phenylalanine Lysine dipeptide;Phenylalanyl-Lysine;(2S)-6-amino-2-[[(2S)-2-amino-3-phenylpropanoyl]amino]hexanoic acid;(2S)-6-amino-2-{[(2S)-2-amino-3-phenylpropanoyl]amino}hexanoic acid;phenylalanyl-l-lysine;L-Phe-L-Lys;Phenylalanine-Lysine dipeptide;SCHEMBL170652;CHEBI:141443;FK;F-K

Chemical Property of Phenylalanyllysine

Chemical Property:

• PSA: 118.44000
• LogP: 2.04630
• XLogP3: -2.7
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 293.17394160
• Heavy Atom Count: 21
• Complexity: 330

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Phenylalanyllysine

There total 7 articles about Phenylalanyllysine 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:

N-Fmoc L-Phe (35661-40-6) + Fmoc-Lys(tert-butoxycarbonyl) (71989-26-9) → L-Phe-L-Lys (6456-72-0)

Guidance literature:

Fmoc-Lys(tert-butoxycarbonyl); 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

Reference yield:

horse heart myoglobin → YKELGFQG (557064-50-3) + VEADIAGHGQEVLIR (431063-78-4) + HLK (116685-15-5) + ELGFQG (618380-71-5) + ASEDLK (116685-21-3) + FDKFK (1072009-38-1) + TEAEMK (116685-14-4) + ASEDLKK (70442-28-3) + HGTVVLTALGGILK (299899-45-9) + ALELFRNDIAAK (851317-07-2) + GLSDGEWQQVLNVWGK (543706-56-5) + L-Phe-L-Lys (6456-72-0) + H-Phe-Asp-Lys-OH (90236-06-9) + ALELFR

Guidance literature:

horse heart myoglobin; With ammonium bicarbonate; In water; at 90 ℃; for 0.166667h;

trypsin; In methanol; water; at 20 - 37 ℃; for 0.25h;

Reference yield:

N-Cbz-L-Phe (1161-13-3) → L-Phe-L-Lys (6456-72-0)

Guidance literature:

Multi-step reaction with 3 steps

1: DCC, Et₃N / tetrahydrofuran; CHCl₃

2: aq. NaOH / dioxane

3: H₂, aq. HCl / Pd / methanol

With hydrogenchloride; sodium hydroxide; hydrogen; triethylamine; dicyclohexyl-carbodiimide; palladium; In tetrahydrofuran; 1,4-dioxane; methanol; chloroform;

DOI:10.1246/bcsj.37.1809

upstream raw materials:

Cbz-L-Phe-L-Lys-OH

N-Cbz-L-Phe

N^α-(Carbobenzoxy-L-phenylalanyl)-N^ε-trityl-L-lysin

N-Fmoc L-Phe

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