N-lauroyl alanine ethyl ester | 66398-15-0

• 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-lauroyl alanine ethyl ester
• 英文别名: ethyl (2S)-2-(dodecanoylamino)propanoate
• CAS: 66398-15-0
• 化学式: C₁₇H₃₃NO₃
• 分子量: 299.454
• InChiKey: IXTNCAVKPQVZLH-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  21
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  L-丙氨酸乙酯 、 alkaline earth salt of/the/ methylsulfuric acid 生成 N-lauroyl alanine ethyl ester
  参考文献：
  名称：

  Membrane protein oxidation determines neuronal degeneration

  摘要：

  AbstractOxidative stress is an early hallmark in neurodegenerative disorders such as Alzheimer's and Parkinson's diseases. However, the critical biochemical effector mechanisms of oxidative neurotoxicity have remained surprisingly elusive. In screening various peroxides and potential substrates of oxidation for their effect on neuronal survival, we observed that intramembrane compounds were significantly more active than aqueous or amphiphilic compounds. To better understand this result, we synthesized a series of competitive and site‐specific membrane protein oxidation inhibitors termed aminoacyllipids, whose structures were designed on the basis of amino acids frequently found at the protein‐lipid interface of synaptic membrane proteins. Investigating the aminoacyllipids in primary neuronal culture, we found that the targeted protection of transmembrane tyrosine and tryptophan residues was sufficient to prevent neurotoxicity evoked by hydroperoxides, kainic acid, glutathione‐depleting drugs, and certain amyloidogenic peptides, but ineffective against non‐oxidative inducers of apoptosis such as sphingosine or Akt kinase inhibitors. Thus, the oxidative component of different neurotoxins appears to converge on neuronal membrane proteins, irrespective of the primary mechanism of cellular oxidant generation. Our results indicate the existence of a one‐electron redox cycle based on membrane protein aromatic surface amino acids, whose disturbance or overload leads to excessive membrane protein oxidation and neuronal death. image Membrane proteins have rarely been investigated as potential victims of oxidative stress in the context of neurodegeneration. This study provides evidence that excessive one‐electron oxidation of membrane proteins from within the lipid bilayer, depicted in the graphic, is a functionally decisive step toward neuronal cell death in response to different toxins.

  DOI：

  10.1111/jnc.12987

文献信息

• Cosmetic composition
  申请人：Ajinomoto Co., Inc.

  公开号：EP0928608A2

  公开（公告）日：1999-07-14

  An N-long-chain acyl neutral amino acid ester containing a straight-chain or branched-chain, saturated or unsaturated acyl group having from 6 to 22 carbon atoms, where the hydrocarbon group of the alcohol constituting the ester is a straight-chain or branched-chain, saturated or unsaturated hydrocarbon group having from 1 to 10 carbon atoms disclosed herein is an oily material suitable for cosmetic compositions, which provide an excellent feeling upon use and also an excellent hair conditioning effect to a cosmetic composition containing the same. Further, an ultraviolet ray-absorbing composition characterized by containing, as active ingredients, an ultraviolet ray absorbent, and the above-mentioned N-long-chain acyl neutral amino acid ester or/and an N-long-chain acyl acidic amino acid diester containing a straight-chain or branched-chain, saturated or unsaturated acyl group having from 6 to 22 carbon atoms, where the hydrocarbon group of the alcohol constituting the ester is a straight-chain or branched-chain, saturated or unsaturated hydrocarbon group having from 1 to 10 carbon atoms is an ultraviolet ray-absorbing composition which stabilizes the sparingly-soluble ultraviolet ray absorbent contained therein, and which is also excellent in feeling. Still further, an inorganic pigment composition characterized by containing, as active ingredients, an inorganic pigment and the above-mentioned N-long-chain acyl neutral amino acid ester or/and the above-mentioned N-long-chain acyl acidic amino acid diester is an inorganic pigment composition which is excellent in the dispersion (stability) of the inorganic pigment, which is less irritative to the skin, and which is also excellent in a feeling upon use because of lack of stickiness or the like.

  本发明公开了一种含有直链或支链、饱和或不饱和酰基（具有 6 至 22 个碳原子）的 N-长链酰基中性氨基酸酯，其中构成该酯的醇的烃基是直链或支链、饱和或不饱和烃基（具有 1 至 10 个碳原子），是一种适用于化妆品组合物的油性材料，使用时可提供极佳的触感，对含有该材料的化妆品组合物也具有极佳的头发护理效果。 此外，一种紫外线吸收组合物，其特征在于，作为活性成分，含有紫外线吸收剂和上述 N-长链酰基中性氨基酸酯或/和 N-长链酰基酸性氨基酸二酯，其中 N-长链酰基酸性氨基酸二酯含有直链或支链、具有 6 至 22 个碳原子的饱和或不饱和酰基、其中构成酯的醇的烃基是具有 1 至 10 个碳原子的直链或支链、饱和或不饱和烃基的紫外线吸收组合物，这种紫外线吸收组合物可以稳定其中所含的少溶性紫外线吸收剂，而且具有良好的手感。 此外，一种无机颜料组合物，其特征在于作为有效成分含有无机颜料和上述 N-长链酰基中性氨基酸酯或/和上述 N-长链酰基酸性氨基酸二酯，是一种无机颜料组合物，该无机颜料组合物在无机颜料的分散性（稳定性）方面非常出色，对皮肤的刺激性较小，并且由于没有粘性等，使用时的感觉也非常出色。
• Composition having gelling properties for the prolonged delivery of bioactive substances
  申请人：Leroux Jean-Christophe

  公开号：US20060121115A1

  公开（公告）日：2006-06-08

  The invention relates to a heat-sensitive composition in liquid form, containing: an organic hydrophobic liquid; an organogelling substance, the molecules of which can be bound to one another by low energy linkages; and a bioactive substance, which switches to organogel form upon coming into contact with a physiological fluid during the administration thereof into an animal body, in particular, a human.

  本发明涉及一种液态热敏组合物，其中包含：一种有机疏水性液体；一种有机胶凝物质，其分子之间可通过低能量连接相互结合；以及一种生物活性物质，在动物体内（尤其是人体）给药过程中，该生物活性物质与生理液体接触后会转变为有机胶凝形式。
• COMPOSITION A PROPRIETES GELIFIANTES DESTINEE A LA DELIVRANCE PROLONGEE DE SUBSTANCES BIO-ACTIVES
  申请人：Ethypharm

  公开号：EP1485066B1

  公开（公告）日：2016-09-21
• CAPRYLOYL ALANINE ETHYLESTER AS A PENETRATION ENHANCEER
  申请人：BASF SE

  公开号：EP3104833A1

  公开（公告）日：2016-12-21
• CAPRYLOYL ALANINE ETHYL ESTER AS A PENETRATION ENHANCEER
  申请人：BASF SE

  公开号：EP3104833B1

  公开（公告）日：2018-01-03