N-十二碳酰基-L-脯氨酸 | 58725-39-6

• 物质功能分类: 生物化工 - 氨基酸及其衍生物 - 脯氨酸类衍生物
• 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: N-十二碳酰基-L-脯氨酸
• 英文名称: N-dodecanoyl-L-proline
• 英文别名: N-lauroyl L-proline；Lauroyl proline；(2S)-1-dodecanoylpyrrolidine-2-carboxylic acid
• CAS: 58725-39-6
• 化学式: C₁₇H₃₁NO₃
• 分子量: 297.438
• InChiKey: AJWFQCNUNFFTHX-HNNXBMFYSA-N

物化性质

• 沸点：
  465.3±38.0 °C(Predicted)
• 密度：
  1.031±0.06 g/cm3(Predicted)
• LogP：
  5.356 (est)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  21
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  57.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-十二碳酰基-L-脯氨酸 在 盐酸 、 N,N'-羰基二咪唑 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 22.5h， 生成
  参考文献：
  名称：

  INJECTABLE SOLUTION AT PH 7 COMPRISING AT LEAST ONE BASAL INSULIN FOR WHICH THE PI IS FROM 5.8 TO 8.5 AND A CO-POLYAMINO ACID BEARING CARBOXYLATE CHARGES AND HYDROPHOBIC RADICALS

  摘要：

  一种注射用水溶液组成物，其pH值在6.0至8.0之间，至少包括以下成分：一种基础胰岛素，其等电点在5.8至8.5之间；一种带有羧酸基和疏水基团Hy的共聚氨基酸，该共聚氨基酸由谷氨酸或天冬氨酸单元组成，所述疏水基团Hy符合以下I式：

  公开号：

  US20200405819A1
• 作为产物：
  描述：

  月桂酸 在 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 25.0h， 生成 N-十二碳酰基-L-脯氨酸
  参考文献：
  名称：

  Luliberin analogues exhibiting a cytotoxic effect on tumor cells in vitro

  摘要：

  Luliberin analogues modified at the N-terminus were synthesized to search for drugs exerting a cytotoxic effect on cells of hormone-dependent tumors. A synthetic scheme effective in the preparation of analogues containing fatty acid residues was proposed. The cytotoxic effect of the peptides was studied on a number of cell lines of human tumors in vitro. The dependence of the antitumor effect on the length of peptide chain, amino acid sequence, and structure of the N-terminal group was demonstrated. Modification with palmitic acid was found to result in highly active compounds in the case of analogues containing more than ten aa, whereas modifications with lauric, caproic, or trimethylacetic acid led to compounds with significantly lower activities. Analogues of luliberin containing a palmitic acid residue and effectively inhibiting the growth of tumor cells in vitro were synthesized.

  DOI：

  10.1134/s1068162006050037

文献信息

• Compositions in the form of an injectable aqueous solution comprising human glucagon and a co-polyamino acid
  申请人：ADOCIA

  公开号：US20170348395A1

  公开（公告）日：2017-12-07

  An injectable aqueous solution, the pH of which is from 6.0 to 8.0, having at least: a) human glucagon, and b) a co-polyamino acid bearing carboxylate charges and hydrophobic radicals Hy. In an embodiment, the compositions have, in addition, a gastrointestinal hormone.

  一个可注射的水溶液，其pH值在6.0到8.0之间，至少含有：a) 人类胰高血糖素，和b) 一个带有羧基电荷和疏水基团的共聚氨基酸Hy。在一种实施例中，该组合物还含有一个胃肠激素。
• COMPOSITIONS IN THE FORM OF AN INJECTABLE AQUEOUS SOLUTION COMPRISING AMYLIN, AN AMYLIN RECEPTOR AGONIST OR AN AMYLIN ANALOG, AND A CO-POLYAMINO ACID
  申请人：ADOCIA

  公开号：US20180193421A1

  公开（公告）日：2018-07-12

  An injectable aqueous solution, of which the pH is from 6.0 to 8.0, comprising at least: a) amylin, an amylin receptor agonist or an amylin analog; b) a co-polyamino acid bearing carboxylate charges and hydrophobic radicals Hy, said co-polyamino acid consisting of glutamic or aspartic units and said hydrophobic radicals Hy having the following formula I: GpR r GpA a GpC) p I wherein the composition does not comprise a basal insulin of which the isoelectric point pI is from 5.8 to 8.5. It also relates to a composition wherein it moreover comprises a prandial insulin.

  一种可注射的水溶液，其pH值为6.0至8.0，包括至少：a) 组氨酸、组氨酸受体激动剂或组氨酸类似物；b) 具有羧基带电荷和疏水基团Hy的共聚氨基酸，所述共聚氨基酸由谷氨酸或天冬氨酸单元组成，所述疏水基团Hy具有以下公式I：GpRrGpAaGpC)pI其中该组成不包括等电点pI为5.8至8.5的基础胰岛素。还涉及一种组成物，其中还包括一种餐后胰岛素。
• Moisturizer and Cosmetic Agent Containing Same
  申请人：Ajinomoto Co., Inc.

  公开号：US20150111859A1

  公开（公告）日：2015-04-23

  Provided is a moisturizer having hygroscopicity and water retention ability, and also provided is a composition superior in antiseptic property and feeling on application, in addition to moisturizing property, and free of coloration and odorization. A moisturizer containing acylproline represented by the formula (1) wherein an acyl group represented by R 1 —CO— is an acyl group derived from a saturated or unsaturated fatty acid having 3-23 carbon atoms, or a salt thereof, and a composition containing (A) acylproline represented by the above formula (1) or a salt thereof and (B) bisphosphonate.

  提供一种具有亲水性和保水能力的保湿剂，另外提供一种在杀菌性能和使用感觉方面优越的配方，除了具有保湿性能外，还不含色素和香料。一种含有以下式（1）所表示的酰基脯氨酸的保湿剂：其中由R1—CO—表示的酰基是由具有3-23个碳原子的饱和或不饱和脂肪酸衍生的酰基，或其盐，以及含有（A）上述式（1）所表示的酰基脯氨酸或其盐和（B）双膦酸盐的组合物。
• NOVEL ESTERS OF N-ACYL DERIVATIVES OF AMINO ACIDS AND DIOLS, METHOD FOR PREPARING SAME, AND USE THEREOF IN COSMETICS AND AS A DRUG
  申请人：SOCIETE D'EXPLOITATION DE PRODUITS POUR LES INDUSTRIES CHIMIQUES SEPPIC

  公开号：US20140288144A1

  公开（公告）日：2014-09-25

  A compound of formula (I): R′—O-A-O—R″″, in which R′ and R″ are a hydrogen atom or a monovalent radical of formula (IIa), or a monovalent radical of formula (IIb), it being understood that at least one of the radicals R′ or R″ is not a hydrogen atom and that, when none of the radicals R′ and R″ is a hydrogen atom, R′ and R″ are identical, and in which A is a divalent radical of formula (III): —CH(X1)-[C(X2)(X3)]p-CH(X4) in which X1, X2, X3 and X4 are identical or different and are either a hydrogen atom or a methyl radical or an ethyl radical, and p is an integer greater than or equal to 1 and less than or equal to 6. Also the method for preparing the compound of formula (I) and to the use thereof in cosmetics and as a drug.

  一种化合物的化学式（I）：R′—O-A-O—R″″，其中R′和R″是氢原子或化学式（IIa）的一价基团，或化学式（IIb）的一价基团，至少其中一个基团R′或R″不是氢原子，并且当R′和R″均不是氢原子时，它们相同，其中A是化学式（III）的二价基团：—CH(X1)-[C(X2)(X3)]p-CH(X4)，其中X1、X2、X3和X4相同或不同，可以是氢原子、甲基基团或乙基基团，p是大于或等于1且小于或等于6的整数。还涉及制备化学式（I）的化合物的方法以及在化妆品和药物中的用途。
• METHOD FOR THE SYNTHESIS OF AN N-ACYL COMPOUND WITHOUT THE USE OF ORGANIC SOLVENT OR ACID CHLORIDE
  申请人：SOCIETE D'EXPLOITATION DE PRODUITS POUR LES INDUSTRIES CHIMIQUES SEPPIC

  公开号：US20200123103A1

  公开（公告）日：2020-04-23

  Disclosed is a method for the synthesis of N-acyl proline or N-acyl 3-hydroxy proline by way of the amide formation of a fatty acid at a high temperature, an intermediate composition of the method, and a cosmetic composition containing same.

  本方法揭示了一种合成N-酰基脯氨酸或N-酰基3-羟基脯氨酸的方法，通过在高温下进行脂肪酸的酰胺形成，该方法的中间产物以及含有该中间产物的化妆品组合物。