2-[[2-(十二烷酰氨基)乙酰基]氨基]乙酸 | 56217-78-8

• 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: 2-[[2-(十二烷酰氨基)乙酰基]氨基]乙酸
• 英文名称: 2-[[2-(dodecanoylamino)acetyl]amino]acetic acid
• 英文别名: N-lauroyl-diglycine；Glycine, N-(1-oxododecyl)glycyl-
• CAS: 56217-78-8
• 化学式: C₁₆H₃₀N₂O₄
• 分子量: 314.425
• InChiKey: ZMXUPLNMYABPEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  22
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  95.5
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[[2-(十二烷酰氨基)乙酰基]氨基]乙酸 在 三异丙基硅烷 、 N,N-二异丙基乙胺 、 N,N'-二环己基碳二亚胺 、 三氟乙酸 、 2-肟氰乙酸乙酯 、 lithium hydroxide 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 生成 lauroyl-Gly-Gly-His
  参考文献：
  名称：

  基于组氨酸的结构化脂肽在水中的水解反应的合成，自组装和催化活性†

  摘要：

  设计了一系列新的脂肽，以研究其对酯水解的有机催化性能以及其自组装结构在催化中的作用。催化剂的合成是通过将脂肪链接枝在C端或N端的三肽上实现的，具有两亲性和自组装特性。选择在肽序列中插入组氨酸以产生有机催化活性。首先通过确定临界聚集体浓度，然后通过表征通过散射技术和显微镜观察形成的聚集体，来证明自组织。结构的变化（肽序列，疏水特性）导致形成各种聚集体，从球状物体到纤维。水溶液中的乙酸对硝基苯酯。通过显示在单体和聚集体之间观察到的不同行为，证明了自组织对催化的影响。

  DOI：

  10.1039/c5ra02853a
• 作为产物：
  描述：

  月桂酸 、 双甘肽 在 Streptomyces mobaraensis NBRC 13819 acylase 作用下， 以 甘油 为溶剂， 反应 48.0h， 生成 2-[[2-(十二烷酰氨基)乙酰基]氨基]乙酸
  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

文献信息

• Novel Derivatives of Cyclic Compound And The Use Thereof
  申请人：Cho Hyun Chul

  公开号：US20100022461A1

  公开（公告）日：2010-01-28

  Disclosed is tonovel cyclic derivatives having potent inhibiting effect on melanin formation and skin hyper-pigmentation activity with no adverse response to skin. They can be used as the therapeutics for treating and preventing the skin disease caused by over-reproduced melanin.

  本发明揭示了一种新型的环状衍生物，具有对黑色素形成和皮肤过度色素沉着活性具有强效抑制作用，并且对皮肤没有不良反应。它们可以用作治疗和预防由于黑色素过度产生引起的皮肤疾病的治疗药物。
• NOVEL PSEUDOCERAMIDE COMPOUND, AND EXTERNAL USE SKIN PREPARATION COMPOSITION CONTAINING SAME
  申请人：AE KYUNG INDUSTRIAL CO., LTD

  公开号：US20170313648A1

  公开（公告）日：2017-11-02

  The present invention relates to a novel pseudoceramide compound, and more particularly, to a novel pseudoceramide compound represented by formula 1 and having skin moisturizing and barrier function characteristics, and a skin topical composition comprising the pseudoceramide compound: wherein R 1 represents a linear C12-C18 alkyl group and has at least one double bond, and R 2 represents a linear C12-C22 alkyl group and has a double bond.

  本发明涉及一种新型伪神经酰胺化合物，更具体地说，涉及一种由式1表示的具有皮肤保湿和屏障功能特性的新型伪神经酰胺化合物，以及包括该伪神经酰胺化合物的皮肤局部组合物：其中R1代表线性C12-C18烷基基团且至少有一个双键，R2代表线性C12-C22烷基基团且有一个双键。
• [EN] AMINO ACID SALT CONTAINING COMPOSITIONS<br/>[FR] COMPOSITIONS CONTENANT UN SEL D'ACIDE AMINÉ
  申请人：UNILEVER PLC

  公开号：WO2013014265A1

  公开（公告）日：2013-01-31

  A reagent composition for forming fatty acyl amido surfactants is provided which includes an alkali metal or alkaline earth metal salt of an amino compound; a polyol of molecular weight ranging from 76 to 300; and no more than 10% water.

  提供了一种制备脂肪酰胺基表面活性剂的试剂组合物，包括一种氨基化合物的碱金属或碱土金属盐；分子量在76至300之间的多元醇；以及不超过10％的水。
• pH Tuneable Amido-Gellant For Use In Consumer Product Compositions
  申请人：FERNANDEZ PRIETO Susana

  公开号：US20110224124A1

  公开（公告）日：2011-09-15

  The invention is to pH tuneable amido-gellant that are suitable for use in consumer product compositions.

  这项发明是针对pH可调的酰胺凝胶，适用于消费产品配方的。
• ANTIMICROBIAL COMPOSITION CONTAINING 7,10-EPOXYOCTADECA-7,9-DIENOIC ACID AS ACTIVE INGREDIENT
  申请人：KYUNGPOOK NATIONAL UNIVERSITY INDUSTRY-ACADEMIC COOPERATION FOUNDATION

  公开号：US20190133989A1

  公开（公告）日：2019-05-09

  The present invention relates to an antimicrobial composition comprising, as an active ingredient, 7,10-epoxyoctadeca-7,9-dienoic acid or a combination of 7,10-epoxyoctadeca-7,9-dienoic acid and another antibiotic. The growth of bacteria can be effectively inhibited regardless of the class of antibiotics when using the antimicrobial composition of the present invention. Therefore, the antimicrobial composition of the present invention can be useful in related pharmaceutical, food and cosmetic industries requiring the inhibition of bacterial growth.

  本发明涉及一种抗微生物组合物，其包括作为活性成分的7,10-环氧-7,9-十八碳二烯酸或7,10-环氧-7,9-十八碳二烯酸和另一种抗生素的组合物。使用本发明的抗微生物组合物时，可以有效地抑制细菌的生长，无论抗生素的类别如何。因此，本发明的抗微生物组合物可以在需要抑制细菌生长的相关制药、食品和化妆品行业中发挥作用。