Lauroyl lysine

Base Information

• Chemical Name: Lauroyl lysine
• CAS No.: 52315-75-0
• Deprecated CAS: 112326-65-5,97207-29-9,1622907-88-3
• Molecular Formula: C18H36N2O3
• Molecular Weight: 328.495
• Hs Code.: 2924199090
• European Community (EC) Number: 257-843-4
• UNII: 113171Q70B
• DSSTox Substance ID: DTXSID80885998
• Nikkaji Number: J94.766K
• RXCUI: 1426404
• Metabolomics Workbench ID: 119465
• Mol file: 52315-75-0.mol

Synonyms:n6-dodecanoyl-l-lysine;Lauroyl lysine;52315-75-0;L-Lysine, N6-(1-oxododecyl)-;Nepsilon-Lauroyl-L-Lysine;113171Q70B;lauroyllysine;(2S)-2-amino-6-(dodecanoylamino)hexanoic acid;N-Laruoyl-L-lysine;ORISTAR LOL;AMIHOPE LL;H-L-Lys(lauroyl)-OH;FAMEX L 12;LAUROYL LYSINE [INCI];SCHEMBL308741;CORUM 5105;DTXSID80885998;LYSINE, N6-LAUROYL-, L-;CCA31575;MFCD09954506;N-.EPSILON.-LAUROYL-L-LYSINE;AKOS030228095;(S)-2-Amino-6-dodecanamidohexanoic acid;CS-0064252;E78661;A871017;Q27251234

Chemical Property of Lauroyl lysine

Chemical Property:

• Appearance/Colour: White to off-white solid with characteristic faint odor
• Vapor Pressure: 1.48E-12mmHg at 25°C
• Melting Point: 229-231 °C
• Refractive Index: 1.481
• Boiling Point: 528 °C at 760 mmHg
• PKA: 2.53±0.24(Predicted)
• Flash Point: 273.1 °C
• PSA: 92.42000
• Density: 0.994 g/cm³
• LogP: 4.69690
• Storage Temp.: 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 16
• Exact Mass: 328.27259301
• Heavy Atom Count: 23
• Complexity: 309

Purity/Quality:

99%, ^*data from raw suppliers

N-Lauroyl-L-lysine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCC(=O)NCCCCC(C(=O)O)N
• Isomeric SMILES: CCCCCCCCCCCC(=O)NCCCC[C@@H](C(=O)O)N

Technology Process of Lauroyl lysine

There total 3 articles about Lauroyl lysine 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: 44.0%

lauric acid (143-07-7) + L-lysine (56-87-1,3506-25-0) → N-lauroyl-L-lysine (59409-41-5) + Nε-lauroyl-L-lysine (52315-75-0)

Guidance literature:

With Streptomyces mobaraensis NBRC 13819 acylase; In glycerol; at 37 ℃; for 48h; pH=7.5;

DOI:10.1021/jf052102k

Reference yield: 32.0%

tetrabutylphosphonium lysinate + methyl n-dodecanoate (111-82-0) → N-lauroyl-L-lysine (59409-41-5) + Nε-lauroyl-L-lysine (52315-75-0)

Guidance literature:

at 80 ℃; for 54h; Inert atmosphere;

Reference yield:

→ N-ε-lauroyl-L-lysine (52315-75-0)

Guidance literature:

entspr. 'L-Lysin', Succinimidyl-laurat;

upstream raw materials:

lauric acid

L-lysine

methyl n-dodecanoate

Downstream raw materials:

N^α,N^ε-bis(1-oxododecyl)-L-lysine

N^α-(cyclohexylcarbonyl)-N^ε-(1-oxododecyl)-L-lysine

Refernces

• 1、 Koreishi, Mayuko,Zhang, Demin,Imanaka, Hiroyuki,Imamura, Koreyoshi,Adachi, Shuji,Matsuno, Ryuichi,Nakanishi, Kazuhiro. "A novel acylase from Streptomyces mobaraensis that efficiently catalyzes hydrolysis/synthesis of capsaicins as well as N-acyl-L-amino acids and N-acyl-peptides". . p. 72 - 78. Retrieved 2007/10/03.