14379-28-3

Basic information

• Product Name: N-Dodecanoyl-L-valine
• Synonyms: N-DODECANOYL-VALINE;N-DODECANOYL-L-VALINE
• CAS NO: 14379-28-3
• Molecular Formula: C17H33NO3
• Molecular Weight: 299.45
• Mol File: 14379-28-3.mol

Chemical Properties

• Boiling Point: 470.2 °C at 760 mmHg
• Flash Point: 238.2 °C
• Appearance: /
• Density: 0.964 g/cm³
• Vapor Pressure: 3.85E-10mmHg at 25°C
• Refractive Index: 1.465
• CAS DataBase Reference: N-Dodecanoyl-L-valine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Dodecanoyl-L-valine(14379-28-3)
• EPA Substance Registry System: N-Dodecanoyl-L-valine(14379-28-3)

Safety Data

• Hazardous Substances Data: 14379-28-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
N-Dodecanoyl-L-valine is used as a key component in the synthesis of various pharmaceutical drugs and antibiotics, contributing to their medicinal properties and therapeutic effects.
Used in Systemic Processes:
N-Dodecanoyl-L-valine is used as a facilitator in systemic processes, potentially aiding in the absorption, distribution, metabolism, and excretion of drugs within the body.
Used in Surfactant Applications:
Due to its surfactant properties, N-Dodecanoyl-L-valine is used in applications where it can reduce surface tension, such as in the formulation of certain pharmaceutical products to enhance their solubility and bioavailability.
Used in Environmentally Friendly Processes:
N-Dodecanoyl-L-valine is used as a biodegradable compound in processes that require eco-friendly materials, taking advantage of its low toxicity and high biodegradability to minimize environmental impact.

InChI:InChI=1/C17H33NO3/c1-4-5-6-7-8-9-10-11-12-13-15(19)18-16(14(2)3)17(20)21/h14,16H,4-13H2,1-3H3,(H,18,19)(H,20,21)/t16-/m0/s1

Upstream product

• 143-07-7 lauric acid 
• 72-18-4 L-valine 
• 112-16-3 n-dodecanoyl chloride 
• 6306-52-1 L-valine methylester hydrochloride 
• 60654-17-3 N-n-dodecanoyl methyl (L)-valinate 
• 14565-47-0 N-succinimidyl laurate 

Relevant articles and documents

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Series of glucosyl esters derivatives were synthesized by enzymatic acylation and some surface properties, and cell activity were calculated and tested. The antitumor activity in vitro against three cancer cells, human colon carcinoma (K562), human hepatoma (HepG2), and human breast adenocarcinoma (MCF-7) of compounds, were evaluated using MTT methods. The glucosyl esters could significantly displayed high anticancer activity. Thereinto, compounds 12 and 12′ showed higher inhibition effect to cancer cells than others. Several compounds were more active than control drug 5-FU. The structure–activity relationship analysis revealed that lipophilic properties might be essential parameter for their activity.

A systematic understanding of gelation self-assembly: solvophobically assisted supramolecular gelation via conformational reorientation across amide functionality on a hydrophobically modulated dipeptide based ambidextrous gelator, N-n-acyl-(l)Val-X(OBn), (X = 1,ω-amino acid)

A systematic investigation on gelation self-assembly has been performed on a hydrophobically modulated dipeptide based ambidextrous gelator, N-n-acyl-(l)Val-X(OBn), (X = 1,ω-amino acid). To elucidate the effect of hydrophobic tuning on gelator architecture towards its gelation self-assembly, three sets of gelators with a common formula: CmH2m+1C(=O)NH(l)Val(C=O)NH-(CH2)n-(C=O)OBn, were synthesized, Set-I includes gelators with n = 2, m = 9, 11, 13, 15, 17, for Set-II it is n = 2, 3, 5, m = 13 and Set-III comprises of two isomeric gelators (n = 2, m = 15; n = 10, m = 7). Gelation has been critically analyzed in various apolar (aromatic and aliphatic) and polar (protic and aprotic) solvents using FESEM, CD, IR, WAXRD and rheological studies. Obtained results reveal that π-π type interaction dictates the primary molecular alignment and positioning of amide functionality across the aliphatic chain which influences the peptidic orientation in parallel (when m > n) or antiparallel (when m gel and yield stress of gel systems increases with m, but for a given m, the trend goes apparently inverse with the increasing n. Circular dichroism (CD) studies suggest an intriguing evidence of non-planarity of amide plane during self-assembly, highlighting the involvement of conformational change taking place during molecular organization towards its gelation. Despite complex nature of solvent-gelator interaction, the effect of H-bonding component of solubility parameters was found to have a significant role on self-assembly. Overall, supramolecular forces acting at specific functionalities encrypted in gelator backbone must overcome the solvation energy with synergic assistance of solvophobic effect towards stabilization of gel-network with optimum gelator backbone conformation for achieving required enthalpic contribution for self-assembly.

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Molecular mechanism of physical gelation of hydrocarbons by fatty acid amides of natural amino acids

A variety of fatty acid amides of different naturally occurring l-amino acids have been synthesized and they are found to form gels with various hydrocarbons. The gelation properties of these compounds were studied by a number of physical methods including FTIR spectroscopy, X-ray diffraction, scanning electron microscopy, differential scanning calorimetry, rheology, and it was found that gelation depended critically on the fatty acid chain length and the nature of the amino acid. Among them l-alanine based gelators were found to be the most efficient and versatile gelators as they self-assemble into a layered structure to form the gel network. Mechanisms for the assembly and formation of gels from these molecules are discussed.

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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

A novel enzyme that catalyzes efficient hydrolysis of capsaicin (8-methyl-N-vanillyl-6-nonenamide) was isolated from the culture broth of Streptomyces mobaraensis. The enzyme consisted of two dissimilar subunits with molecular masses of 61 and 19 KDa. The enzyme was activated and stabilized in the presence of Co2+. It showed a pH optimum of about 8 and was stable at temperatures of up to 55°C for 1 h at pH 7.8. The specific activity of the enzyme for the hydrolysis of capsaicin was 10 2-104 times higher than those for the enzymes reported to date. In an aqueous/n-hexane biphasic system, capsaicin analogues such as octanoyl, decanoyl, and lauroyl vanillylamides were synthesized from the corresponding fatty acids and vanillylamine at yields of 50% or greater. In addition, the enzyme catalyzed the deacylation of N-lauroyl-L-amino acids and N-lauroyl-L-dipeptides and the efficient synthesis of Nα-lauroyl-L-lysine, Nε-lauroyl-L-lysine, and various N-lauroyl-peptides in aqueous solution in both the absence and the presence of glycerol.