56255-31-3

Usage

Uses

suzuki reaction

InChI:InChI=1/C19H37NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18(21)20-17(2)19(22)23/h17H,3-16H2,1-2H3,(H,20,21)(H,22,23)/t17-/m0/s1

Upstream product

• 81912-48-3 N-hexadecanoyl-L-alanine methyl ester 
• 35661-39-3 N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine 
• 112-67-4 n-hexadecanoyl chloride 
• 56-41-7 L-alanin 
• 57-10-3 1-hexadecylcarboxylic acid 
• 16480-55-0 sodium L-alaninate 
• 14464-31-4 palmitic acid N-succinimide ester 
• 338-69-2 D-Alanine 

Downstream Products

• 1147761-50-9 C₂₈H₄₆N₂O₄ 

Relevant academic research and scientific papers

Synthesis, Characterization and Biocompatibility of N-palmitoyl L-alanine-based Organogels as Sustained Implants of Granisetron and Evaluation of thier Antiemetic Effect

Purpose: To assess the gelation power of N-palmitoyl L-alanine derivatives in injectable oils and to use the best chosen organogel as parenteral implant of granisetron for the treatment of emesis. Methods: Twelve N-palmitoyl L-alanine derived organogels were developed and evaluated in terms of morphology, thermal properties and in vivo performance. The ability of the selected formula to form in situ gel upon subcutaneous injection in rats and its biocompatibility were monitored over 2?weeks by histopathological examination of the injection site. Results: The acid derivative (N-palmitoyl L-alanine; PA) was superior to ester derivatives. The chosen formula (PA/safflower oil 10% w/v) was successful in forming an in situ gel of granisetron when subcutaneously injected in rats, lasting for 2?weeks and proved to be biocompatible by histopathological examination. Moreover, it exerted an extended antiemetic activity by decreasing the cisplatin-induced pica for a duration of 96?h and reduced preprotachykinin A mRNA expression and Substance P level for up to 4?days (gastric tissue) or 5?days (medulla oblongata) in rats. Conclusion: Granisetron organogel could be considered as a safe, sustained-release and supportive anticancer treatment in both acute and chronic emesis as well as an accompanying treatment with chemotherapeutics in cancer cases.

HUMAN MICROBIOTA DERIVED N-ACYL AMIDES FOR THE TREATMENT OF HUMAN DISEASE

The present invention provides compositions and methods for the modulation of G protein-coupled receptors (GPCRs). The invention provides a genetically engineered cell, wherein the cell expresses a human microbial N-acyl synthase (hm-NAS) gene. In one embodiment, the hm-NAS gene is N-acyl serinol synthase. The invention provides a probiotic composition, the probiotic composition comprises a genetically engineered cell of the invention. The invention provides a method for modulating a G protein-coupled receptor (GPCR) activity in a subject, the method comprises administering to the subject an effective amount of a composition comprising at least one selected from the group consisting of a genetically engineered cell, an hm-NAS gene, and a N-acyl amide.

Improvements in or Relating to Organic Compounds

A stock solution comprising a compound of formula (I) Wherein R1 together with the carbonyl group to which it is attached is a residue of a carboxylic acid, and NR2R3, in which R3 is H or together with R2 and the N-atom to which they are attached, a 5-membered ring, is a residue of an amino acid, in particular a proteinogenic amino acid, ornithine, gamma-aminobutyric acid or beta alanine, or a 1-amino cycloalkyl carboxylic acid.

Improvement in the catalytic activity of cytochrome c by immobilisation on a novel mesoporous silica sheet

Here, we introduce a new synthetic approach to mesoporous silica (MPS) sheets (thickness ≤ 100 nm). By using the carboxylate surfactant (N-palmitoyl-l-alanine) and Pluronic P123 as dual-templating agents, an MPS sheet was synthesised under similar conditions to SBA-15. Cytochrome c immobilised on an MPS sheet showed extremely high relative activity.

New N-acylamino acids and derivatives from renewable fatty acids: Gelation of hydrocarbons and thermal properties

This work reports the synthesis of new fatty N-acylamino acids and N-acylamino esters from the C16:0, C18:0, C18:1, and C18:1(OH) fatty acid families and demonstrates the activity of these compounds as organogel agents. Compounds were heated and dissolved in various solvents (n-hexane, toluene, and gasoline). Only saturated C16:0 and C18:0 derived from alanine were able to form gels in toluene, and saturated C16:0 derived from phenylalanine showed gelation in n-hexane. This is the first evidence that fatty N-acylamino esters and N-acylamino acid derivatives of l-serine and fatty acids C16:0, C18:0, and C18:1 are able to form gels with hexane. This observation confirms the importance of the hydroxyl group in the segment derivative of l-serine in forming good gels.

The striking influence of SWNT-COOH on self-assembled gelation

A miniscule amount of f-SWNTs remarkably improved (～17-fold) the gelation efficiency of amphiphilic molecules by triggering the formation of interconnecting self-assembled fibrillar networks (SAFIN) in supramolecular gelation.

Superior SWNT dispersion by amino acid based amphiphiles: Designing biocompatible cationic nanohybrids

Stable aqueous SWNT dispersion up to 92% was achieved using amino acid based amphiphiles through a structure-property investigation. The nanohybrids showed remarkable serum stability and biocompatibility to mammalian cells.

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.

A comparative study on the surface activity and micellar behaviour of some N-acylamino acid based surfactants

N-Hexadecanoyl derivatives of amino acids viz alanine, sarcosine, glycine, aspartic acid, glutamic acid and dioctanoyl derivative of lysine and their sodium salts have been synthesised and characterised spectrophotometrically and by elemental analysis. Activation energy for thermal decomposition of these surfactants has been obtained using thermogravimetric analysis. Studies on surface activity and micellization of these N-acylamino acid based surfactants using surface tension and dye-solubilization techniques reveal specific relationship between their structural characteristics and solution behaviour. The observed trend of CMC for these amphiphiles are explained in terms of varying hydrophobicity with changes in their molecular architecture. Dioctanoyllysinate displays high CMC value by virtue of two short C8-chains compared to the single and more hydrophobic C16-chain of the other surfactants. Hexadecanoylaspartate and glutamate, with their hydrophilicity enhanced by the presence of two carboxylate head groups, also display relatively higher CMCs. Solubilizing properties for these surfactants follow an order similar to that observed for their CMCs. Areas per molecule calculated indicate the influence of molecular structure on the packing of these surfactants at the air-water interface.