N-stearoyl-L-methionine | 51570-49-1

• 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-stearoyl-L-methionine
• 英文别名: N-stearoylmethionine；(2S)-4-methylsulfanyl-2-(octadecanoylamino)butanoic acid
• CAS: 51570-49-1
• 化学式: C₂₃H₄₅NO₃S
• 分子量: 415.681
• InChiKey: RYUVEEZMMFRGGS-NRFANRHFSA-N

物化性质

• 熔点：
  50-52 °C
• 沸点：
  589.9±45.0 °C(Predicted)
• 密度：
  0.982±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.6
• 重原子数：
  28
• 可旋转键数：
  21
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  91.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-stearoyl-L-methionine 、 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)-4-(methylthio)-1-oxobutan-2-yl)stearamide
  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：

  硬脂酸 在 magnesium sulfate 、 对甲苯磺酸 、 三乙胺 作用下， 以 1,4-二氧六环 、 水 、 xylene 为溶剂， 反应 13.0h， 生成 N-stearoyl-L-methionine
  参考文献：
  名称：

  Higher N-acyl-L-amino acid derivatives

  摘要：

  A preparative method is proposed for obtaining higher N-acylamino acids by reaction of free amino acids with fatty acid nitrophenyl esters. It was shown that these acids can transport positive ions through a liquid lipophilic medium. A direct method is proposed for obtaining fatty acid 4-nitrophenyl esters by boiling 4-nitrophenol and the fatty acid in xylene in a Soxhlet apparatus in the presence of an acid catalyst.

  DOI：

  10.1007/bf00958844

文献信息

• Meat analog binder composition and use thereof in making shaped protein food products
  申请人：THE PROCTER & GAMBLE COMPANY

  公开号：EP0031622A1

  公开（公告）日：1981-07-08

  Treatment of soy protein with a cation exchange resin greatly enhances the aqueous solubility of the protein without altering the native distribution of protein molecular weights. The resulting protein, in solutions of at least 20% by weight, provides a high quality, soy protein-based meat analog binder which binds at relatively low temperatures, generally above about 55°C but less than 80°C. The binder can be incorporated in shaped, textured protein food products, formed by coating or mixing particulate textured protein material with the binder, shaping the coated particulate material into a unitary shaped product, and heating the shaped product to heat set the binder.

  用阳离子交换树脂处理大豆蛋白可大大提高蛋白质的水溶性，而不会改变蛋白质分子量的原生分布。这样得到的蛋白质在溶液中的重量比例至少为 20%，可提供一种以大豆蛋白为基础的高质量肉类模拟粘合剂，这种粘合剂可在相对较低的温度下粘合，一般高于约 55°C 但低于 80°C。这种粘合剂可以加入到成型的质地蛋白质食品中，形成的方法是用粘合剂涂覆或混合颗粒质地蛋白质材料，将涂覆的颗粒材料成型为一个整体的成型产品，然后加热成型产品使粘合剂热固。
• Stable hygroscopic compositions and methods for stabilizing hygroscopic ingredients
  申请人：——

  公开号：US20030129295A1

  公开（公告）日：2003-07-10

  The present invention provides methods and compositions for providing controlled protection for hygroscopic ingredients that will be exposed to moist or humid environments for significant periods of time by encapsulating the hygroscopic ingredients with a controlled-protection lipid coating. The methods and compositions are particularly useful for stabilizing a hygroscopic bioactive substance, such as choline chloride or lysine hydrochloride, in an animal feed composition and also providing adequate rumen protection in ruminant feeds.

  本发明提供了一些方法和组合物，通过用可控保护脂质包衣包裹吸湿性成分，为长时间暴露在潮湿环境中的吸湿性成分提供可控保护。这些方法和组合物特别适用于稳定动物饲料组合物中的吸湿性生物活性物质，如氯化胆碱或盐酸赖氨酸，并为反刍动物饲料提供充分的瘤胃保护。
• von Dungen,A. et al., Justus Liebigs Annalen der Chemie, 1976, p. 860 - 875
  作者：von Dungen,A. et al.

  DOI：——

  日期：——
• Pansendurchtretender Futterzusatz für Wiederkäuer und dessen Verwendung zur Fütterung von Wiederkäuern
  申请人：Degussa Aktiengesellschaft

  公开号：EP0037478B1

  公开（公告）日：1982-12-15
• ENCAPSULATED BIOACTIVE SUBSTANCES
  申请人：BALCHEM CORPORATION

  公开号：EP0586582A1

  公开（公告）日：1994-03-16