14246-60-7Relevant articles and documents
New N-acylamino acids and derivatives from renewable fatty acids: Gelation of hydrocarbons and thermal properties
Duarte, Rodrigo Da Costa,Ongaratto, Renata,Piovesan, Luciana Almeida,De Lima, Vania Rodrigues,Soldi, Valdir,Merlo, Aloir Ant?nio,D'Oca, Marcelo G. Montes
supporting information; experimental part, p. 2454 - 2460 (2012/06/01)
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.
Potential anti-inflammatory actions of the elmiric (lipoamino) acids
Burstein, Sumner H.,Adams, Jeffrey K.,Bradshaw, Heather B.,Fraioli, Cristian,Rossetti, Ronald G.,Salmonsen, Rebecca A.,Shaw, John W.,Walker, J. Michael,Zipkin, Robert E.,Zurier, Robert B.
, p. 3345 - 3355 (2008/02/09)
A library of amino acid-fatty acid conjugates (elmiric acids) was synthesized and evaluated for activity as potential anti-inflammatory agents. The compounds were tested in vitro for their effects on cell proliferation and prostaglandin production, and compared with their effects on in vivo models of inflammation. LPS stimulated RAW 267.4 mouse macrophage cells were the in vitro model and phorbol ester-induced mouse ear edema served as the principal in vivo model. The prostaglandin responses were found to be strongly dependent on the nature of the fatty acid part of the molecule. Polyunsaturated acid conjugates produced a marked increase in media levels of i15-deoxy-PGJ2 with minimal effects on PGE production. It is reported in the literature that prostaglandin ratios in which the J series predominates over the E series promote the resolution of inflammatory conditions. Several of the elmiric acids tested here produced such favorable ratios suggesting that their potential anti-inflammatory activity occurs via a novel mechanism of action. The ear edema assay results were generally in agreement with the prostaglandin assay findings indicating a connection between them.
Glutamic acid derivatives
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, (2008/06/13)
All isomeric forms and mixtures of isomers of glutamic acid compounds of the formula STR1 wherein the glutamic aid is of D- or L- configuration, R1 is selected from the group consisting of hydrogen, alkyl of 1 to 5 carbon atoms, an amino acid, a peptide of 2 to 4 amino acids and an amino acid or a peptide of 2 to 4 amino acids in which the amine is esterified with an optionally unsaturated aliphatic carboxylic acid of 6 to 24 carbon atoms or R1 is selected from the group consisting of a residue of a C6 -C24 optionally unsaturated aliphatic acid. R5 is selected from the group consisting of hydrogen or an alkyl radical of 1 to 5 carbon atoms, R3 is selected from the group consisting of hydroxy, alkoxy of 1 to 5 carbon atoms, an amino acid with the amine optionally substituted with alkyl of 1 to 5 carbon atoms, Z is STR2 R2 is selected from the group consisting of hydrogen, an amino acid and a peptide of 2 to 4 amino acids, R4 is selected from the group consisting of hydroxy, alkoxy 1 to 5 carbon atoms and an amino acid optionally substituted on the amine with alkyl of 1 to 5 carbon atoms, U is selected from the group consisting of STR3 --CH=CH--CH2 -- (E or Z isomer), --CH2 --CH=CH-- (E or Z isomer) and STR4 or U and Y together are =CH--CH2 --CH2 -- (E or Z isomer) and X is hydrogen and their salts with non-toxic, pharmaceutically acceptable acid or bases having immunomodulatory properties.
