Lysyllysyllysine

Base Information

• Chemical Name: Lysyllysyllysine
• CAS No.: 13184-14-0
• Molecular Formula: C18H38 N6 O4
• Molecular Weight: 402.538
• Hs Code.: 2924199090
• UNII: Y7F82M80K8
• DSSTox Substance ID: DTXSID40948891
• Nikkaji Number: J535.915E
• Wikidata: Q27294355
• RXCUI: 2108023
• Metabolomics Workbench ID: 83687
• ChEMBL ID: CHEMBL1229077
• Mol file: 13184-14-0.mol

Synonyms:Lysyllysyllysine;Lys-Lys-Lys;13184-14-0;Trilysine;l-lysyl-l-lysyl-l-lysine;L-Lysine, L-lysyl-L-lysyl-;lysyl-lysyl-lysine;(S)-6-Amino-2-((S)-6-amino-2-((S)-2,6-diaminohexanamido)hexanamido)hexanoic acid;25988-63-0;UNII-Y7F82M80K8;H-Lys-Lys-Lys-OH Acetate Salt;Y7F82M80K8;(2S)-6-amino-2-[[(2S)-6-amino-2-[[(2S)-2,6-diaminohexanoyl]amino]hexanoyl]amino]hexanoic acid;2olb;L-Lys-L-Lys-L-Lys-OH;L-Lysine,L-lysyl-L-lysyl-;SCHEMBL3796535;CHEMBL1229077;DTXSID40948891;CHEBI:160118;AKOS027320373;(6-H14-N2-O2)x-.Br-H;CS-W009720;HY-W009004;A888361;Q27294355;(S)-6-Amino-2-((S)-6-amino-2-((S)-2,6-diaminohexanamido)hexanamido)hexanoicacid;N~2~-{6-Amino-2-[(2,6-diamino-1-hydroxyhexylidene)amino]-1-hydroxyhexylidene}lysine

Chemical Property of Lysyllysyllysine

Chemical Property:

• Boiling Point: 745.4±60.0 °C(Predicted)
• PKA: pK1:3.08(＋2);pK2:7.34(＋1);pK3:9.80(0) ;pK4:10.54(－1) (25°C,μ=0.1)
• PSA: 199.58000
• Density: 1.156±0.06 g/cm3(Predicted)
• LogP: 2.33790
• Storage Temp.: −20°C
• XLogP3: -5.6
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 17
• Exact Mass: 402.29545371
• Heavy Atom Count: 28
• Complexity: 463

Purity/Quality:

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

Lys-Lys-Lys ≥97% (TLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Plastics & Rubber -> Polymers
• Canonical SMILES: C(CCN)CC(C(=O)NC(CCCCN)C(=O)NC(CCCCN)C(=O)O)N
• Isomeric SMILES: C(CCN)C[C@@H](C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)O)N

Technology Process of Lysyllysyllysine

There total 20 articles about Lysyllysyllysine 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:

L-lysine ethyl ester dihydrochloride (3844-53-9,5721-12-0) → L-lysine (56-87-1,3506-25-0) + dilysine (13184-13-9) + Lys-Lys-Lys (13184-14-0)

Guidance literature:

With sodium hydroxide; Yield given. Multistep reaction. Yields of byproduct given; 1.) trypsin, sodium carbonate buffer pH 10.0, 25 deg C, 24 h, 2.) 60 deg C, 15 min;

Reference yield:

L-lysine ethyl ester dihydrochloride (3844-53-9,5721-12-0) → lysine tetrapeptide (997-20-6) + L-lysine (56-87-1,3506-25-0) + dilysine (13184-13-9) + Lys-Lys-Lys (13184-14-0)

Guidance literature:

With sodium hydroxide; Yield given. Multistep reaction. Yields of byproduct given; 1.) trypsin, sodium carbonate buffer pH 10.0, 25 deg C, 3 h, 2.) 60 deg C, 15 min;

Reference yield:

L-lysine ethyl ester dihydrochloride (3844-53-9,5721-12-0) → lysine tetrapeptide (997-20-6) + poly(L-lysine), 5-mer (19431-21-1) + L-lysine (56-87-1,3506-25-0) + dilysine (13184-13-9) + Lys-Lys-Lys (13184-14-0) + hexalysine (554-38-1)

Guidance literature:

multistep reaction; 1.) trypsin, Na₂CO₃ buffer pH 10.0, 25 deg C, 2.) NaOH, 60 deg C, 15 min; trypsin-catalyzed oligomerization of L-lysine esters, pH-dependence, reaction rate, kinetics, effect of NaCl; other L-lysin alkyl esters, enzyme or amino acids;

upstream raw materials:

L-lysine

L-lysine ethyl ester dihydrochloride

L-lysine n-butyl ester di-p-toluene sulfonate

L-lysine n-hexyl ester di-p-toluene sulfonate

Refernces

• 1、 Aso, Keiichi,Kodaka, Hiroaki. "Trypsin-catalyzed Oligomerization of L-Lysine Esters". . p. 755 - 758. Retrieved 2007/10/02.