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Lauroyl lysine

Catalog Number

ACM52315750

CAS

52315-75-0

Structure

IUPAC Name

(2S)-2-amino-6-(dodecanoylamino)hexanoic acid

Synonyms

N6-Lauroyl-L-lysine;L-Lysine, N6-(1-oxododecyl)-;N6-(1-Oxododecyl)-L-lysine

Molecular Weight

328.49

Molecular Formula

C18H36N2O3

Canonical SMILES

CCCCCCCCCCCC(=O)NCCCC[C@@H](C(=O)O)N

InChI

GYDYJUYZBRGMCC-INIZCTEOSA-N

InChI Key

InChI=1S/C18H36N2O3/c1-2-3-4-5-6-7-8-9-10-14-17(21)20-15-12-11-13-16(19)18(22)23/h16H,2-15,19H2,1H3,(H,20,21)(H,22,23)/t16-/m0/s1

Boiling Point

528.0±45.0 °C

Melting Point

229-231 °C

Flash Point

273.1°C

Density

0.994±0.06g/ml

Solubility

water, 1.812 mg/L @ 25 °C (est)

Appearance

White to off-white solid with characteristic faint odor

Active Content

90%

Physical State

Solid

Typical Applications

Use as emulsifying agent, dispersing agent.

MSDS

Download MSDS

COA

Download COA

Spec Sheet

Download Spec Sheet

Case Study

N-Lauroyl-L-lysine Used for the Synthesis of Triple-Functional Molecular Polyoxometalate Catalysts

N-Lauroyl-L-lysine Used for the Synthesis of Triple-Functional Molecular Polyoxometalate Catalysts Wang, Qiwen, et al. Journal of Colloid and Interface Science 682 (2025): 263-274.

N-Lauroyl-L-lysine (NLL), an amphiphilic amino acid-based surfactant, has been successfully utilized in the synthesis of multifunctional polyoxometalate (POM)-based catalysts for lignocellulose valorization. In the referenced study, NLL played a crucial role in the formation of a series of triple-functional molecular catalysts, denoted as NLLₙH₆₋ₙV₂Mo₁₈O₆₂ (n = 1-6), synthesized via a straightforward acid-mediated precipitation method.
These catalysts integrate oxidative, acidic, and alkaline catalytic functions within a single molecular cluster, enabling the efficient conversion of lignin, hemicellulose, and cellulose through oxidative depolymerization and hydrolysis pathways. During synthesis, NLL is dissolved in 1 M HCl and added dropwise to a POM solution containing H₆V₂Mo₁₈O₆₂, leading to immediate precipitation. After stirring, filtration, and washing, the desired NLL-functionalized POM catalysts are obtained with high yield (e.g., 75.2% for NLLH₅V₂Mo₁₈O₆₂).
The amphiphilic nature of NLL facilitates its interaction with both hydrophilic and hydrophobic domains of the POM cluster, enhancing catalyst dispersion and reactivity. The ability to control the number of NLL units per POM cluster enables fine-tuning of the catalyst's physicochemical properties.
This application highlights N-Lauroyl-L-lysine as a versatile molecular linker and structural modulator in the design of advanced, multifunctional catalysts for biomass conversion.

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