月桂酰精氨酸 | 42492-22-8

• 物质功能分类: 生物化工 - 氨基酸及其衍生物 - 精氨酸类衍生物
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 月桂酰精氨酸
• 英文名称: mono-Nα-lauroyl-L-arginine
• 英文别名: Nα-lauroyl–L-arginine；N-α-lauroyl-L-arginine；N-lauroyl-L-arginine；lauric arginate；Nα-lauroyl-L-arginine；N-lauroyl-L-Arg；Lauroyl arginine；(2S)-5-(diaminomethylideneamino)-2-(dodecanoylamino)pentanoic acid
• CAS: 42492-22-8
• 化学式: C₁₈H₃₆N₄O₃
• 分子量: 356.509
• InChiKey: XTJKNGLLPGBHHO-HNNXBMFYSA-N

物化性质

• 密度：
  1.12±0.1 g/cm3(Predicted)
• LogP：
  3.044 (est)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  25
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  131
• 氢给体数：
  4
• 氢受体数：
  4

安全信息

• 安全说明：
  S22,S24/25
• 海关编码：
  2933194350
• 储存条件：
  2-8℃

反应信息

• 作为反应物：
  描述：

  月桂酰精氨酸 在 recombinant Streptomyces mobaraensis aminoacylase 、 水 作用下， 生成 L-精氨酸
  参考文献：
  名称：

  Purification, Characterization, Molecular Cloning, and Expression of a New Aminoacylase fromStreptomyces mobaraensisThat Can HydrolyzeN-(Middle/Long)-chain-fatty-acyl-L-amino Acids as Well asN-Short-chain-acyl-L-amino acids

  摘要：

  我们在此报告了一种新的氨酰酶的纯化、特征化、分子克隆和表达，该酶最初从放线菌Mobaraensis（Sm-AA）的上清液中分离出来。纯化的野生型Sm-AA被发现是单体蛋白，分子量为55 kDa。克隆的Sm-AA基因包含一个1,383 bp的开放阅读框（ORF），编码460个氨基酸的多肽。BLAST搜索显示，Sm-AA属于肽酶M20家族，与来自Streptomyces pristinaespiralis的假设蛋白、来自Streptomyces avermitilis的假定肽酶、来自Frankia sp.的肽酶M20、来自流感嗜血杆菌的琥珀酰二氨基庚酸去琥珀酰酶，以及来自猪肾的氨酰酶-1的同源性分别为89%、88%、67%、29%和25%。Sm-AA基因被亚克隆入表达载体pSH19，并在Streptomyces lividans TK24中表达。重组Sm-AA在S. lividans细胞中的表达量约为S. mobaraensis上清液中Sm-AA的42倍。Sm-AA对各种N-乙酰-l-氨基酸和N-(中/长)-链脂肪酰-l-氨基酸表现出高水解活性，特别偏好l-Met、l-Ala、l-Cys等的酰基衍生物，其最佳反应pH和温度约为7.5和50°C（在pH 7.5下）。

  DOI：

  10.1271/bbb.90081
• 作为产物：
  描述：

  月桂酸 、 L-精氨酸 在 Streptomyces mobaraensis NBRC 13819 acylase 作用下， 以 甘油 为溶剂， 反应 48.0h， 以33%的产率得到月桂酰精氨酸
  参考文献：
  名称：

  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
• 作为试剂：
  描述：

  L-精氨酸 、 月桂酰氯 、 sodium hydroxide 、 硫酸 、 在 月桂酰精氨酸 、 petroleum benzine 作用下， 以 水 、 丙酮 为溶剂， 反应 4.0h， 以to obtain 51 g of mono-Nα-lauroyl-L-arginine (yield 85%)的产率得到月桂酰精氨酸
  参考文献：
  名称：

  Cosmetic composition

  摘要：

  本发明公开了一种化妆品组合物，其包括作为活性成分的一个或多个成员，所述成员选自单Nα酰基精氨酸和表面经过单Nα酰基精氨酸处理的化妆粉末的群组（成分A），以及选自多元醇的群组中的一个或多个成员（成分B）。该化妆品组合物在头发化妆品中具有保湿感和丰盈感等调理效果，在皮肤化妆品中具有光滑性和保湿感，而不具有粘腻感和阻塞感等使用感受方面的优点。

  公开号：

  US20030124156A1

文献信息

• DERIVATIVE OF NOVEL POLYHYDROXY AROMATIC COMPOUND AND USE THEREOF
  申请人：RNS CO.,LTD.

  公开号：US20150283051A1

  公开（公告）日：2015-10-08

  Provided is a skin whitening composition with excellent whitening effects, specifically, a derivative or a polyhydroxy cyclic compound represented by Formula I or a pharmacologically acceptable salt thereof, comprising; wherein is derived from an aromatic cyclic compound, C n , C n+1 and C n+2 are three neighboring carbon atoms present in the aromatic cyclic compound, wherein n is a positive integer, R 1 and R 2 are each a saturated or unsaturated straight or branched alkyl or acyl group having 3 to 12 carbon atoms, and R 3 , R 4 , R 5 and R 6 are each independently at least one substituent selected from hydrogen, alkyl, alkoxy, acyloxy, acyloxymethyl, oxo, hydroxy, vinyl, nitrile, carboxaldehyde, carbonitrile and aldehyde.

  提供一个具有优异美白效果的皮肤美白组合物，具体为公式I所表示的衍生物或多元醇环化合物或其药理上可接受的盐，其中 所述的芳香族环化合物，C n ，C n+1 和C n+2 是存在于芳香族环化合物中的三个相邻的碳原子，其中n是正整数，R 1 和R 2 分别是具有3至12个碳原子的饱和或不饱和直链或支链烷基或酰基，而R 3 ，R 4 ，R 5 和R 6 各自独立地选自氢、烷基、烷氧基、酰氧基、酰氧甲基、氧代、羟基、乙烯基、腈、羧醛、碳腈和醛中至少一个取代基。
• The Catalytic Action of a Mixed Micelle of Lauroylamino Acid and a Detergent
  作者：Tohru Inoue、Kazuo Nomura、Hideo Kimizuka

  DOI：10.1246/bcsj.49.719

  日期：1976.3

  of the mixed micelles of lauroylamino acids (LauAm) and detergents on the hydrolysis of p-nitrophenyl acetate has been studied. The amino acids used for the synthesis of LauAm were glycine, serine, histidine, tyrosine, lysine, and arginine. Cetyltrimethylammonium bromide (CTAB), polyoxyethylene dodecyl ether (C12E6) and sodium dodecyl sulfate (SDS) were used for the preparation of the mixed micelles

  研究了月桂酰氨基酸 (LauAm) 和洗涤剂的混合胶束对乙酸对硝基苯酯水解的催化作用。用于合成 LauAm 的氨基酸是甘氨酸、丝氨酸、组氨酸、酪氨酸、赖氨酸和精氨酸。使用十六烷基三甲基溴化铵（CTAB）、聚氧乙烯十二烷基醚（C12E6）和十二烷基硫酸钠（SDS）制备含有LauAm的混合胶束。在使用的洗涤剂中，只有 CTAB 显着增强了 LauAm 的催化活性。提出了反应方案，并从动力学数据估计了 LauAm 催化活性的速率常数。还研究了pH的影响。在本研究的基础上讨论了催化作用的机理。
• SKIN WHITENING AGENT CONTAINING NOVEL CYCLIC COMPOUND
  申请人：RNS CO.,LTD.

  公开号：US20160221921A1

  公开（公告）日：2016-08-04

  Provided is a derivative or a polyhydroxy cyclic compound represented by Formula I or a pharmacologically acceptable salt thereof with excellent whitening effects, comprising; wherein circle around (A)} is derived from an aromatic cyclic compound, B is hydrogen, oxo (═O), amino (—NH 2 ), imino (═NH), or a saturated or unsaturated straight or branched alkyl, alkoxy, monoalkylamino, or dialkylamino group having 1 to 10 carbon atoms, C n , C n+1 and C n+2 are three neighboring carbon atoms present in the aromatic cyclic compound, wherein n is a positive integer, R 1 is hydrogen, hydroxy, or a saturated or unsaturated straight or branched alkyl or alkoxy group, X and Y are selected from a group consisting of hydrogen, hydroxy, and a saturated or unsaturated straight or branched alkoxy, or acyloxy group, and one of X and Y is hydrogen, R 2 , R 3 , R 4 and R 5 are each independently at least one substituent selected from a group consisting of hydrogen, alkyl, alkoxy, acyloxy, acyloxymethyl, oxo, hydroxy, vinyl, nitrile, carboxaldehyde, carbonitrile and aldehyde.

  提供的是一种由化学式I表示的衍生物或多羟基环化合物，或其药理学上可接受的盐，具有出色的美白效果，包括；其中圆圈A}源自芳香环化合物，B为氢、氧化物(═O)、氨基(—NH2)、亚胺基(═NH)或具有1至10个碳原子的饱和或不饱和直链或支链烷基、烷氧基、单烷基氨基或二烷基氨基基团，Cn、Cn+1和Cn+2是芳香环化合物中存在的三个相邻碳原子，其中n为正整数，R1为氢、羟基或饱和或不饱和直链或支链烷基或烷氧基，X和Y从氢、羟基和饱和或不饱和直链或支链烷氧基或酰氧基组成的一组中选择，并且X和Y中的一个为氢，R2、R3、R4和R5分别独立地至少为来自氢、烷基、烷氧基、酰氧基、酰氧甲基、氧化物、羟基、乙烯基、腈基、羧醛基、碳腈基和醛基的取代基组成的一组中的至少一种取代基。
• RELOADABLE FINISHES FOR TEXTILES AND FORMULATIONS FOR LOADING SUCH FINISHES
  申请人：Gaupp Theo

  公开号：US20130102943A1

  公开（公告）日：2013-04-25

  A polymer compound according to the invention comprises an acrylic acid copolymer composed of acrylic acid derivatives and/or methacrylic acid derivatives, containing: a) at least one acrylic acid derivative and/or methacrylic acid derivative substituted with a sulfonic acid group; b) at least one hydrophilically substituted acrylic acid derivative and/or methacrylic acid derivative; c) at least one lipophilically substituted acrylic acid derivative and/or methacrylic acid derivative; and d) at least one acrylic acid derivative and/or methacrylic acid derivative which acts as a crosslinking agent. In the method according to the invention for loading textile products with a low-molecular compound, a) a textile product is provided with a finishing layer whose accessible surface has a negative charge; and b) the textile product is brought together with an emulsion or active substance solution, for example by immersing the textile product in the emulsion/solution, or by spraying the emulsion/solution on the textile product. At least one low-molecular compound is contained in the dispersed phase of the emulsion, and the surface of the particles of the dispersed phase has a positive charge.

  本发明的聚合物化合物包括丙烯酸衍生物和/或甲基丙烯酸衍生物组成的丙烯酸共聚物，其中包含：a) 至少一种丙烯酸衍生物和/或甲基丙烯酸衍生物，其被磺酸基取代; b) 至少一种亲水性取代的丙烯酸衍生物和/或甲基丙烯酸衍生物; c) 至少一种亲脂性取代的丙烯酸衍生物和/或甲基丙烯酸衍生物; 和d) 至少一种作为交联剂的丙烯酸衍生物和/或甲基丙烯酸衍生物。根据本发明用于将纺织品产品装载低分子化合物的方法，a) 提供具有负电荷的表面可接触的整理层的纺织品产品; 和b) 将纺织品产品与乳液或活性物质溶液接触，例如通过将纺织品浸入乳液/溶液中或将乳液/溶液喷洒到纺织品上。乳液的分散相中含有至少一种低分子化合物，且分散相的粒子表面具有正电荷。
• CLEANING AGENT COMPOSITION CONTAINING ACYL BASIC AMINO ACID DERIVATIVE
  申请人：AJINOMOTO CO., INC.

  公开号：US20170281497A1

  公开（公告）日：2017-10-05

  The present invention provides a composition containing component (A): a compound represented by the formula (1) wherein each symbol is as described in the DESCRIPTION, or a salt thereof, and component (B): at least one kind of surfactant selected from the group consisting of an anionic surfactant having a carboxyl group, an amphoteric surfactant and a nonionic surfactant, which is superior in foamability and foam volume and affording improved rinsing performance and smooth feeling after drying.

  本发明提供了一种组合物，其中包含组分（A）：由式（1）表示的化合物，其中每个符号如说明中所述，或其盐，以及组分（B）：至少一种从羧基阴离子表面活性剂、两性表面活性剂和非离子表面活性剂中选择的表面活性剂，其泡沫性和泡沫体积优异，并提供改进的冲洗性能和干燥后的光滑感。