N-decanoylarginine | 30664-75-6

• 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
• 英文名称: N-decanoylarginine
• 英文别名: (2S)-2-(decanoylamino)-5-(diaminomethylideneamino)pentanoic acid
• CAS: 30664-75-6
• 化学式: C₁₆H₃₂N₄O₃
• 分子量: 328.455
• InChiKey: NYZWKRFOLLVIDM-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  23
• 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：
  131
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-decanoylarginine 、 阿糖胞苷 在 吡啶 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 生成 N-((S)-1-((1-((2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)amino)-5-guanidino-1-oxopentan-2-yl)decanamide
  参考文献：
  名称：

  Synthesis and evaluation of anti-tumor activities of N4 fatty acyl amino acid derivatives of 1-β-arabinofuranosylcytosine

  摘要：

  1-beta-D-Arabinofuranosylcytosine (Ara-C, Cytarabine) is one of the drugs used for acute nonlympbocytic leukemia (ANLL). However, the bioavailability of Ara-C is relatively low due to its low lipophilicity. In order to improve the lipophilicity and bioavailability of Ara-C, a series of N-4 derivatives of Ara-C, i.e., (fatty acid)-(amino acid)-Ara-C analogues, were prepared. The 15 derivatives synthesized were characterized by their melting points, optical rotations and partition coefficients. It was found that the Ara-C derivatives synthesized in this study were more lipophilic than Ara-C as determined by their partition coefficients. Their in vitro cytotoxicity and in vivo anti-tumor activity were determined and compared with that of Ara-C. It was found that the derivatives were more active than Ara-C in Hela cells, but not in HL-60 cells. The in vivo results showed that some of the derivatives were more effective than Ara-C in mice bearing S-180 tumor while others showed a decreased activity in comparison with Ara-C. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.02.028
• 作为产物：
  描述：

  methyl (2S)-2-(decanoylamino)-5-(diaminomethylideneamino)pentanoate 在 sodium hydroxide 作用下， 生成 N-decanoylarginine
  参考文献：
  名称：

  Synthesis and evaluation of anti-tumor activities of N4 fatty acyl amino acid derivatives of 1-β-arabinofuranosylcytosine

  摘要：

  1-beta-D-Arabinofuranosylcytosine (Ara-C, Cytarabine) is one of the drugs used for acute nonlympbocytic leukemia (ANLL). However, the bioavailability of Ara-C is relatively low due to its low lipophilicity. In order to improve the lipophilicity and bioavailability of Ara-C, a series of N-4 derivatives of Ara-C, i.e., (fatty acid)-(amino acid)-Ara-C analogues, were prepared. The 15 derivatives synthesized were characterized by their melting points, optical rotations and partition coefficients. It was found that the Ara-C derivatives synthesized in this study were more lipophilic than Ara-C as determined by their partition coefficients. Their in vitro cytotoxicity and in vivo anti-tumor activity were determined and compared with that of Ara-C. It was found that the derivatives were more active than Ara-C in Hela cells, but not in HL-60 cells. The in vivo results showed that some of the derivatives were more effective than Ara-C in mice bearing S-180 tumor while others showed a decreased activity in comparison with Ara-C. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.02.028

文献信息

• Cosmetic composition
  申请人：AJINOMOTO CO., INC.

  公开号：US20030165448A1

  公开（公告）日：2003-09-04

  A cosmetic composition for skin and/or hair, which comprises at least one kind of substance selected from the group consisting of an N &agr; ,N G -di-acylarginine, for example, a compound represented by the following general formula (I): 1 wherein R 1 and R 2 each independently represents a straight or branched-chain alkyl group having 1 to 21 carbon atoms or a straight or branched-chain alkenyl group having 2 to 21 carbon atoms. The cosmetic composition imparts much moistness and superior conditioning effects such as body or elasticity to hair, and to skin, said composition does not impart tackiness and blocked feeling, whilst imparts superior feeling of use such as moistness.

  一种用于皮肤和/或头发的化妆品组合物，其包含以下所述组中选择的至少一种物质，即N&agr;，NG-二酰基精氨酸，例如，由下述一般式（I）表示的化合物：其中R1和R2各自独立地表示具有1至21个碳原子的直链或支链烷基或具有2至21个碳原子的直链或支链烯基。该化妆品组合物为头发提供了很多湿润和优越的调理效果，例如体积或弹性，而对于皮肤，该组合物不会产生黏腻和堵塞感，同时提供了优越的使用感，例如湿润感。
• Protocell Self‐Assembly Driven by Sodium Trimetaphosphate
  作者：Yuyan Chen、Lijie Yan、Yangyang Chi、Yan Liu、Yufen Zhao

  DOI：10.1002/chem.202300512

  日期：2023.7.11

  important activation component for multiple types of prebiotics on early Earth. Synergistic symbiosis between N-acyl amino acid (NAA)-type membrane precursor and peptide can be realized via sodium trimetaphosphate (P3m) activation effect based on the different activation mechanisms, which plays a significant role in the emergence of functionalized protocells.

  磷不仅是生命必需的元素，也是早期地球上多种益生元的重要活化成分。基于不同的激活机制， N-酰基氨基酸（NAA）型膜前体与肽之间可以通过三偏磷酸钠（P 3 m）激活效应实现协同共生，这对于功能化原始细胞的出现起着重要作用。
• Oral compositions comprising NG-acyl derivatives of arginine
  申请人：Johnson & Johnson Products Inc.

  公开号：EP0104768A2

  公开（公告）日：1984-04-04

  Oral hygiene formulations incorporating NG-acyl derivatives of arginine, or the pharmaceutically acceptable salts thereof, optionally in combination with fluoride compounds, are effective in combatting microorganisms, inhibiting acid production and reducing dental caries.

  含有精氨酸的 NG-酰基衍生物或其药学上可接受的盐类的口腔卫生制剂，可选择与含氟化合物结合使用，能有效对抗微生物、抑制酸的产生并减少龋齿。
• Method for inactivating viruses by addition of slightly acidic arginine
  申请人：Ajinomoto Co., Inc.

  公开号：EP1958626A1

  公开（公告）日：2008-08-20

  The present invention provides a method for conveniently producing a protein formulation with viruses being inactivated, without impairing the quality of the obtained protein formulation, characterized by including the step of exposing the protein formulation contaminated with the viruses to a 0.1-2M aqueous solution of arginine, an arginine derivative or a mixture thereof, the aqueous solution being adjusted to pH 3.5 to 5. The present invention also provides a virus inactivation method characterized by including the step of bringing a virus-containing object into contact with a 0.1-2M aqueous solution of arginine, a arginine derivative or a mixture thereof, the aqueous solution being adjusted to pH 3.5 to 5.

  本发明提供了一种方便地生产灭活病毒的蛋白质制剂的方法，而不会损害所获得的蛋白质制剂的质量，其特征在于包括将被病毒污染的蛋白质制剂暴露于0.1-2M的精氨酸、精氨酸衍生物或其混合物的水溶液中，水溶液的pH值调节至3.5至5。本发明还提供了一种病毒灭活方法，其特征在于包括使含有病毒的物体与 0.1-2M 的精氨酸、精氨酸衍生物或其混合物水溶液接触的步骤，该水溶液的 pH 值被调节至 3.5 至 5。
• Composition
  申请人：AJINOMOTO CO., INC.

  公开号：US11331255B2

  公开（公告）日：2022-05-17

  Provided is a composition containing the following components (A), (B) and (C) and suppressing formation of scum during cleansing, wherein a weight ratio of (A)/(B) is 0.2-5 and a weight ratio of ((A)+(B))/(C) is 0.01-10: (A) N-lauroyl glycine or a salt thereof (B) N-myristoyl glycine or a salt thereof (C) N-acyl acidic amino acid having an acyl group having 8 to 24 carbon atoms, or a salt thereof.

  本发明提供了一种含有以下成分（A）、（B）和（C）的组合物，可在清洁过程中抑制浮渣的形成，其中（A）/（B）的重量比为 0.2-5，（（A）+（B））/（C）的重量比为 0.01-10： (A) N-月桂酰甘氨酸或其盐 (B) N-肉豆蔻酰甘氨酸或其盐 (C) 具有 8 至 24 个碳原子的酰基的 N-酰基酸性氨基酸或其盐。