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N-Lauroyl-L-alanine

目录号 : GC67806

N-Lauroyl-L-alanine 是一种丙氨酸衍生物。

N-Lauroyl-L-alanine Chemical Structure

Cas No.:52558-74-4

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100mg
¥3,780.00
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产品描述

N-Lauroyl-L-alanine is an alanine derivative[1].

Amino acids and amino acid derivatives have been commercially used as ergogenic supplements. They influence the secretion of anabolic hormones, supply of fuel during exercise, mental performance during stress related tasks and prevent exercise induced muscle damage. They are recognized to be beneficial as ergogenic dietary substances[1].

[1]. Luckose F, et al. Effects of amino acid derivatives on physical, mental, and physiological activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-1039.

Chemical Properties

Cas No. 52558-74-4 SDF Download SDF
分子式 C15H29NO3 分子量 271.4
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1 mM 3.6846 mL 18.423 mL 36.846 mL
5 mM 0.7369 mL 3.6846 mL 7.3692 mL
10 mM 0.3685 mL 1.8423 mL 3.6846 mL
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Research Update

Physical gelation of binary mixtures of hydrocarbons mediated by N-Lauroyl-L-alanine and characterization of their thermal and mechanical properties

J Phys Chem B 2008 Apr 24;112(16):4918-27.PMID:18373372DOI:10.1021/jp7104715.

Fatty acid amides, such as N-Lauroyl-L-alanine, gelate both aliphatic and aromatic hydrocarbon solvents efficiently. In addition this compound is found to gelate the binary solvent mixtures comprised of aromatic hydrocarbon, e.g., toluene and aliphatic hydrocarbons, e.g., n-heptane. Scanning electron microscopy and atomic force microscopy show that the fiber thickness of the gel assembly increases progressively in the binary mixture of n-heptane and toluene with increasing percentage of toluene. The self-assembly patterns of the gels in individual solvents, n-heptane and toluene, are however different. The toluene gel consists of predominantly one type of morphological species, while n-heptane gel has more than one species leading to the polymorphic nature of the gel. The n-heptane gel is thermally more stable than the toluene gel as evident from the measurement using differential scanning calorimetry. The thermal stability of the gels prepared in the binary mixture of n-heptane and toluene is dependent on the composition of solvent mixture. Rheology of the gels shows that they are shear-thinning material and show characteristic behavior of soft viscoelastic solid. For the gels prepared from binary solvent mixture of toluene and n-heptane, with incorporation of more toluene in the binary mixture, the gel becomes a more viscoelastic solid. The time sweep rheology experiment demonstrates that the gel made in n-heptane has faster gel formation kinetics than that prepared in toluene.

Odd-Even Effect in Synthesis of Mesoporous Silica Using Long-Chain Acyl-L-Alanine Sodium Salt Templating

J Nanosci Nanotechnol 2018 Aug 1;18(8):5842-5848.PMID:29458651DOI:10.1166/jnn.2018.15394.

In this research, hexagonal and cubic mesoporous silica with ordered parallel pore channels was synthesized using odd chain-length N-undecanoyl-L-alanine sodium salt and even chain-length N-Lauroyl-L-alanine sodium salt as template respectively. Aminopropylsiloxane was used as the co-structure-directing agents (CSDA). The ordered mesostructure was characterized by infrared spectroscopy, small X-ray diffraction patterns (XRD), scanning electron microscope (SEM), trasmission electron microscope (TEM), and nitrogen sorption analysis. The results indicated that mesoporous silica which was prepared by asymmetric odd chain-length surfactants presented a looser strucuture with large volume than mesoporous silica prepared by the even chain-length surfactant. It led to the transformation from 2D hexagonal (p6mm) phase to cubic (Ia¯3d) mesophase.

In situ-forming pharmaceutical organogels based on the self-assembly of L-alanine derivatives

Pharm Res 2004 Mar;21(3):454-7.PMID:15070096DOI:10.1023/B:PHAM.0000019299.01265.05.

Purpose: To characterize novel pharmaceutical organogels based on the self-assembly of L-alanine derivatives in hydrophobic vehicles. Methods: The gelation properties of N-Lauroyl-L-alanine (LA) and N-Lauroyl-L-alanine methyl ester (LAM) were investigated in the presence of various solvents. Gel-sol and sol-gel transitions were evaluated by the inverse flow method, and gelation kinetics were determined by turbidimetry. The in vitro release kinetics of labeled dextran physically dispersed in the oil-based organogel was assessed in phosphate-buffered saline. In situ formation of the implants was evaluated in rats by subcutaneously injecting a solution containing LAM, an oil, and a water-diffusible inhibitor of self-assembly (ethanol). Results: The LAM-containing formulations showed a hysteretic gelling behavior with transition temperatures between 10 and 55 degrees C. Gelation kinetics exhibited a lag time of 10 and 30 min at 25 and 37 degrees C, respectively. In vitro, fluorescein isothiocyanate-dextran was released from the gel in a sustained manner with less than 6% released after 20 days. The addition of ethanol to the LAM/oil mixture inhibited gelation and allowed subcutaneous injection of the solution at room temperature. After injection, ethanol diffusion led to the formation of a solid implant. Conclusions: Low-molecular weight self-assembling organogelators may allow the preparation of novel in situ-forming hydrophobic implants.

Role of capping ligands on the nanoparticles in the modulation of properties of a hybrid matrix of nanoparticles in a 2D film and in a supramolecular organogel

Chemistry 2009 Sep 14;15(36):9169-82.PMID:19650086DOI:10.1002/chem.200900304.

We incorporate various gold nanoparticles (AuNPs) capped with different ligands in two-dimensional films and three-dimensional aggregates derived from N-stearoyl-L-alanine and N-Lauroyl-L-alanine, respectively. The assemblies of N-stearoyl-L-alanine afforded stable films at the air-water interface. More compact assemblies were formed upon incorporation of AuNPs in the air-water interface of N-stearoyl-L-alanine. We then examined the effects of incorporation of various AuNPs functionalized with different capping ligands in three-dimensional assemblies of N-Lauroyl-L-alanine, a compound that formed a gel in hydrocarbons. The profound influence of nanoparticle incorporation into physical gels was evident from evaluation of various microscopic and bulk properties. The interaction of AuNPs with the gelator assembly was found to depend critically on the capping ligands protecting the Au surface of the gold nanoparticles. Transmission electron microscopy (TEM) showed a long-range directional assembly of certain AuNPs along the gel fibers. Scanning electron microscopy (SEM) images of the freeze-dried gels and nanocomposites indicate that the morphological transformation in the composite microstructures depends significantly on the capping agent of the nanoparticles. Differential scanning calorimetry (DSC) showed that gel formation from sol occurred at a lower temperature upon incorporation of AuNPs having capping ligands that were able to align and noncovalently interact with the gel fibers. Rheological studies indicate that the gel-nanoparticle composites exhibit significantly greater viscoelasticity compared to the native gel alone when the capping ligands are able to interact through interdigitation into the gelator assembly. Thus, it was possible to define a clear relationship between the materials and the molecular-level properties by means of manipulation of the information inscribed on the NP surface.

New Supramolecular Drug Carriers: The Study of Organogel Conjugated Gold Nanoparticles

Molecules 2021 Dec 9;26(24):7462.PMID:34946545DOI:10.3390/molecules26247462.

An aqueous solution of sodium citrate stabilized gold nanoparticles (AuNP) in the presence of N-Lauroyl-L-alanine (C12ALA) forms a stable gel. The structure of the gel and the distribution profile of AuNP in it were analyzed. Will nanoparticles separated from each other with sodium citrate behave in the same way in solution and trapped in the gel matrix? Will the spatial limitation of solvent molecules aggregate nanoparticles and destroy their homogeneity? These questions are very important from the point of view of the use of gold nanoparticles, trapped in the gel structure as carriers of drugs in the slow-release process. The lack of homogeneity of this distribution will have a major impact on the rate of release of the appropriate amount of therapeutic drug from the matrix. In this work, we attempt to answer these questions. The performed biological assays revealed that both C12ALA and C12ALA-AuNP show an excellent level of biological neutrality. They might be used as a transporting medium for a drug delivery without affecting the drug's activity.