N,N'-二棕榈酰-L-胱氨酸 | 17627-10-0

• 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
• 中文名称: N,N'-二棕榈酰-L-胱氨酸
• 中文别名: 二棕榈酰胱氨酸
• 英文名称: dipalmitoyl cystine
• 英文别名: L-Cystine, N,N'-bis(1-oxohexadecyl)-；(2R)-3-[[(2R)-2-carboxy-2-(hexadecanoylamino)ethyl]disulfanyl]-2-(hexadecanoylamino)propanoic acid
• CAS: 17627-10-0
• 化学式: C₃₈H₇₂N₂O₆S₂
• 分子量: 717.131
• InChiKey: JIUGOZSZLYKDDH-HEVIKAOCSA-N

物化性质

• 沸点：
  852.2±65.0 °C(Predicted)
• 密度：
  1.045±0.06 g/cm3(Predicted)
• LogP：
  12.988 (est)

计算性质

• 辛醇/水分配系数(LogP)：
  13.5
• 重原子数：
  48
• 可旋转键数：
  37
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  183
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  棕榈酸 N-羟基琥珀酰亚胺酯 、 L-胱氨酸 以64%的产率得到N,N'-二棕榈酰-L-胱氨酸
  参考文献：
  名称：

  基于酰基氨基酸或酰基肽的合成脂质体作为药物载体的应用。I.他们的制备和谷胱甘肽转运到肝脏。

  摘要：

  合成了棕榈酰氨基酸和棕榈酰谷胱甘肽。基于这些化合物的脂质体样囊泡被制备出来，并检测了它们的屏障功能。这些囊泡对水溶性溶质的包封效率与传统磷脂酰胆碱脂质体（PC-脂质体）相当。它们在37°C的新鲜大鼠血浆中也表现稳定。基于棕榈酰丝氨酸（PSer-脂质体）或棕榈酰谷胱甘肽（PGSH-脂质体）的囊泡在大鼠静脉注射后的生物行为（血液清除、尿液排泄和组织分布）被研究。合成脂质体相比PC-脂质体从血液中清除得非常迅速。PSer-脂质体显示出大量的水溶性标记物（[3H]菊粉）的尿液排泄，表明囊泡在体内和体外的降解机制是不同的。这些合成脂质体在组织分布研究中对脾脏的亲和力低，而对肝脏的亲和力高，因此它们可能成为肝脏靶向的有用药物载体。观察到PGSH-脂质体对小鼠因高剂量扑热息痛引起的血浆谷氨酸草酰乙酸转氨酶（GOT）升高的抑制作用，并且明显发生了谷胱甘肽向肝细胞的转运。抑制效果大于游离谷胱甘肽或含有游离谷胱甘肽的PC-脂质体。然而，在没有磷脂酰胆碱的PGSH-脂质体中并未观察到这种效果，这表明磷脂酰胆碱在脂质体-细胞相互作用中起着重要作用。

  DOI：

  10.1248/cpb.35.2935

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。
• Application of synthetic liposomes based on acyl amino acids or acyl peptides as drug carriers. I. Their preparation and transport of glutathione into the liver.
  作者：HIROSHI KIWADA、MASAMI AKIMOTO、MICHIYO ARAKI、MITSUKO TSUJI、YURIKO KATO

  DOI：10.1248/cpb.35.2935

  日期：——

  Palmitoyl amino acids and palmitoyl glutathione were synthesized. Liposome-like vesicles based on these compounds were prepared and their barrier functions were examined. These vesicles showed encapsulation efficiencies for aqueous solute comparable to that of conventional phosphatidylcholine liposomes (PC-liposomes). They were also stable in fresh rat plasma at 37°C. The biological behavior (blood clearance, urinary excretion and tissue distribution) of the vesicles based on palmitoyl serine (PSer-liposomes) or palmitoyl glutathione (PGSH-liposomes) was examined after intravenous injection in rats. The synthetic liposomes were cleared very rapidly from the blood compared with PC-liposomes. PSer-Liposomes showed a large amount of urinary excretion of aqueous marker ([3H] inulin), suggesting that the mechanisms of vesicle degradation in vivo and in vitro are different. These synthetic liposomes showed low affinity to the spleen and high affinity to the liver in the tissue distribution study, and thus they may be expected to be a useful drug carrier which is targetable to the liver. A suppressing effect of PGSH-liposomes on the increase of plasma glutamate oxaloacetate transaminase (GOT) induced by a high dose of acetaminophen in mice was observed, and transport of glutathione into the liver cells apparently occurred. The suppressing effect was greater than that of free glutathione or PC-liposomes containing free glutathione. However, the effect was not observed in the case of PGSH-liposomes without phosphatidylcholine, which appears to have an important role in the liposome-cell interaction.

  合成了棕榈酰氨基酸和棕榈酰谷胱甘肽。基于这些化合物的脂质体样囊泡被制备出来，并检测了它们的屏障功能。这些囊泡对水溶性溶质的包封效率与传统磷脂酰胆碱脂质体（PC-脂质体）相当。它们在37°C的新鲜大鼠血浆中也表现稳定。基于棕榈酰丝氨酸（PSer-脂质体）或棕榈酰谷胱甘肽（PGSH-脂质体）的囊泡在大鼠静脉注射后的生物行为（血液清除、尿液排泄和组织分布）被研究。合成脂质体相比PC-脂质体从血液中清除得非常迅速。PSer-脂质体显示出大量的水溶性标记物（[3H]菊粉）的尿液排泄，表明囊泡在体内和体外的降解机制是不同的。这些合成脂质体在组织分布研究中对脾脏的亲和力低，而对肝脏的亲和力高，因此它们可能成为肝脏靶向的有用药物载体。观察到PGSH-脂质体对小鼠因高剂量扑热息痛引起的血浆谷氨酸草酰乙酸转氨酶（GOT）升高的抑制作用，并且明显发生了谷胱甘肽向肝细胞的转运。抑制效果大于游离谷胱甘肽或含有游离谷胱甘肽的PC-脂质体。然而，在没有磷脂酰胆碱的PGSH-脂质体中并未观察到这种效果，这表明磷脂酰胆碱在脂质体-细胞相互作用中起着重要作用。