CAS: 42492-22-8; (S)-2-Dodecanamido-5-Guanidinopentanoic Acid

该化合物是一种合成化合物,属于氨基酸衍生物类别,特别是氨基酸L-arginine的脂肪酸胺,其特征是氨基酸脊椎中含有一种来自酸酸酸的氟酸基化合物,该化合物既具有水利特性,又具有亲脂性,使其在性质上具有非phic性.N-Lauroyl-L-arginine经常用于各种用途,包括表面活性剂,乳化剂和化妆品配方,因为其能够提高皮肤渗透性和配方稳定性.此外,它显示出抗微生物特性,可以对个人护理产品有益.该化合物通常在有机溶剂中溶解,而且根据pH和配方环境,水中的溶解性可能有限.其安全性和生物兼容性使其在制药和化妆品中使用,尽管在消费品中应用需要具体的监管评估.

结构式图片

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

n-dodecanoyl chloride dl-arginine hydr°Chloride L-arginine lauric acid

合成工艺路线路线简述

    📜月桂酸,L-精氨酸置于streptomyces Mobaraensis Nbrc 13819 Acylase体系中,用 甘油 作为反应溶剂,化学反应 48.0H,以33%的收率获得产物月桂酰精氨酸
    参考文献: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
    标题: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
    摘要: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 Degrees C For 1 H At Ph 7.8. The Specific Activity Of The Enzyme For The Hydrolysis Of Capsaicin Was 10(2)-10(4) 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 N Alpha-Lauroyl-L-Lysine,N Epsilon-Lauroyl-L-Lysine,And Various N-Lauroyl-Peptides In Aqueous Solution In Both The Absence And The Presence Of Glycerol.
    DOI:10.1021/jf052102K

    海关参考信息

    专利信息


    专利号:US-8278478-B2
    优先权日:2009-09-30
    标题 :Process for the synthesis of hydrochloride salt of N-fatty acylsubstituted amino acid ethyl esters
    发明人:GHARE VISHWAS SADHU
    权利人:GHARE VISHWAS SADHU
    摘要:The present invention relates to a process for preparing hydrochloride salt of N-fatty acyl substituted amino acid ethyl ester. Said process includes the steps of: dissolving L-arginine ethyl ester dihydrochloride in distilled water with continuous agitation for a period of about 10 to about 20 minutes to obtain a clear solution; lowering the temperature of the clear solution to about 5° C. to about 10° C. to obtain a cooled solution; adjusting the pH of the cooled solution in the range of about 7 to about 8 by adding sodium hydroxide solution; adding at least one organic solvent to the clear solution with continuous agitation to obtain an intermediate mixture; condensing the intermediate mixture by simultaneously adding an acid halide and 20% sodium hydroxide solution at a temperature of about 7° C. to about 9° C. and at a pH in the range of about 7.2 to about 7.5 for about 2 hours to obtain a mixture; raising the temperature of the mixture to about 18 to about 20° C. followed by addition of sodium hydroxide to adjust the pH of the mixture to about 7.3; warming the mixture at a temperature of about 25 to about 30° C. to obtain a resultant mixture containing organic phase and aqueous phase; separating the organic phase and aqueous phase of the resultant mixture by settling the mixture; and distilling the organic phase under vacuum at a temperature of about 70° C. to about 75° C. to obtain a hydrochloride salt of ethyl lauroyl arginate.

    专利号:US-7399616-B2
    优先权日:2002-02-01
    标 题 :Enzymatic synthesis of Nα-acyl-L-arginine esters
    发明人:SEGUER BONAVENTURA JOAN; ROCABAYERA BONVILA XAVIER
    权利人:MIRET LAB
    摘要:The invention relates to a process for preparing a Na-acyl-L-arginine ester, derived from fatty acids and esterified dibasic amino acids, according to the following formula (I), where: X— is Br—, Cl—, or HSO4— R1: is linear alkyl chain from an saturated fatty acid, or hydroxy-acid from 8 to 14 atoms of carbon bonded to the ∠-amino acid group through amidic bond. R2: is a linear or branched alkyl chain from 1 to 18 carbon atoms or aromatic. R3: is formula (II), where n can be from 0 to 4, from the appropriate organic acid and alcohol. The process is catalyzed by a hydrolase, more in particular a protease, the protease papain from Carica papaya being highly suitable . In order for the esterification reaction to run as wanted, the process is performed in a low-water-content organic medium. When the highly suitable papain from Carica papaya is used, a water activity of between 0.03 and 0.5 is selected.

    专利号:US-2006003427-A1
    优先权日:2002-02-01
    标 题 :Enzymatic synthesis of n (alpha)-acyl-l-arginine esters

    专利号:EP-1470234-B1
    优先权日:2002-02-01
    标 题:Enzymatic synthesis of n(alpha)-acyl-l-arginine esters

    专利号:EP-2797874-A1
    优先权日:2011-12-28
    标 题:Process for the synthesis of highly pure cationic surfactant products

    专利号:WO-2013098659-A1
    优先权日:2011-12-28
    标题 :Process for the synthesis of highly pure cationic surfactant products

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    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    合成参考文献


    摘要:International Journal of Toxicology 36(Suppl. 1):17-56, 2017
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