N-palmitoyl-(4E)-sphingenine | 190971-18-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 鞘脂
• 英文名称: N-palmitoyl-(4E)-sphingenine
• 英文别名: N-hexadecanoyl-2-amino-1,3-dihydroxyoctadec-4-ene；C16-ceramide；Ceramid；N-(Palmitoyl)-DL-sphingenin；N-palmitoyldihydro-sphingosine；C16-0(Palmitoyl)ceramide；N-[(E)-1,3-dihydroxyoctadec-4-en-2-yl]hexadecanamide
• CAS: 190971-18-7
• 化学式: C₃₄H₆₇NO₃
• 分子量: 537.911
• InChiKey: YDNKGFDKKRUKPY-ORIPQNMZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.9
• 重原子数：
  38
• 可旋转键数：
  30
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  69.6
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-palmitoyl-(4E)-sphingenine 、 氯化溴 生成 [(E)-3-benzoyloxy-2-(hexadecanoylamino)octadec-4-enyl] benzoate
  参考文献：
  名称：

  SNADA, SABUROU;UCHIDA, YOSHIKAZU;ANRAKI, YORIKO;IZAWA, ATSUKO;IWAMORI, MA+, J. CHROMATOGR., 400,(1987) 223-231

  摘要：

  DOI：
• 作为产物：
  描述：

  N-[(E)-1,3-bis(1-ethoxyethoxy)octadec-4-en-2-yl]hexadecanamide 生成 N-palmitoyl-(4E)-sphingenine
  参考文献：
  名称：

  OGAVA, TOMOYA;KOIKEH, KATSUYA;NAKAXARA, JOSIAKI

  摘要：

  DOI：

文献信息

• Lipids for modulating immune response
  申请人：——

  公开号：US20040023922A1

  公开（公告）日：2004-02-05

  A product and the use thereof to stimulate and/or modulate immune response in animals and humans, comprising lipids having a glycerol backbone carrying at least one alkyl or acyl chain, wherein the lipid is phospholipid, glycolipid or neutral lipid, saturated or unsaturated, and the number of carbon atoms in the hydrocarbon tails lies between (10 and 22) inclusive, the lipids being defined as esters of glycerol (propane 1,2,3-triol) with fatty acids, also including 1,2-di-O-acylglycerol joined at oxygen (3) by a glycosidic linkage to a carbohydrate, also derivatives of glycerol in which one hydroxy group, commonly but not necessarly primary, is esterified with fatty acids, and execluding those organic compounds consisting of a trisaccharide repeating unit with oligosaccharide side chains and acyl or amine linked fatty acids.

  一种产品及其用途，用于刺激和/或调节动物和人类的免疫反应，包括具有甘油骨架的脂质，其携带至少一个烷基或酰基链，其中脂质为磷脂类、糖脂类或中性脂质，饱和或不饱和，碳原子数在(10和22)之间，脂质被定义为甘油(丙烷-1,2,3-三醇)与脂肪酸的酯，还包括通过氧(3)连接到碳水化合物的糖苷键的1,2-二-O-酰基甘油，以及甘油的衍生物，其中一个羟基团，通常但不一定是主要的，与脂肪酸酯化，不包括由三糖重复单元和寡糖侧链以及酰基或胺链脂肪酸组成的有机化合物。
• [EN] LIPID ASSEMBLIES AND USES THEREOF AND SOME pH AND ELECTROSTATIC MODULATING LIPIDS TO BE USED IN SAID ASSEMBLIES<br/>[FR] ASSEMBLAGES LIPIDIQUES ET LEURS UTILISATIONS ET QUELQUES LIPIDES DE MODULATION DE PH ET ÉLECTROSTATIQUE DESTINÉS À ÊTRE UTILISÉS DANS LESDITS ASSEMBLAGES
  申请人：YISSUM RES DEV CO

  公开号：WO2016125163A1

  公开（公告）日：2016-08-11

  The present disclosure concerns modified lipid compounds and their use in the formation of lipid assemblies. Specifically are disclosed lipid assemblies comprising (a) an amphoteric lipid comprising in covalent association with (i) one or more acyl chains; (ii) one or more weak base moiety; (iii) one or more weak acid moiety; the lipid assembly also comprising (b) one or more additional lipids, at least one of which being a zwitterionic lipid. In some embodiments, the amphoteric lipid is a compound comprising (a) a tri-functional moiety; (b) two non-phosphate lipid chains associated with two of the functional moieties of said tri-functional moiety; (c) optionally a spacer moiety associated with the third of the functional moieties of said tri-functional moiety; and (d) a polyalkylamine optionally comprising a short peptide with one to several carboxylic acid residues. Also disclosed are the uses of the lipid assembly, inter alia, for transfection or cancer treatment.

  本公开涉及改性脂质化合物及其在脂质组装中的应用。具体地，本公开揭示了包括（a）一种两性离子脂质，与之共价结合的包括（i）一个或多个酰基链；（ii）一个或多个弱碱基团；（iii）一个或多个弱酸基团；以及（b）一个或多个额外的脂质，其中至少一个是带电的两性离子脂质的脂质组装。在某些实施例中，两性离子脂质是一种化合物，包括（a）三官能团；（b）与三官能团中的两个官能团相关联的两个非磷脂质链；（c）可选地与三官能团中的第三个官能团相关联的间隔官能团；以及（d）一种聚烷基胺，可选地包括一个带有一到几个羧酸残基的短肽。本公开还揭示了脂质组装的用途，包括转染或癌症治疗等。
• Cosmetic Composition Containing Calcium Citrate And N-Acylated Aminoalcohol Derivative To Prevent Dry Skin And Signs Of Cutaneous Ageing
  申请人：Moussou Philippe

  公开号：US20120016032A1

  公开（公告）日：2012-01-19

  Cosmetic compositions comprising calcium citrate and at least one N-acylated aminoalcohol according to formula (I). Provided is a method of treating aged skin, comprising topically applying to the aged skin a composition comprising a compound of Formula (I) in an amount effective to provide an anti-ageing effect. The compound of Formula (I) is used to prevent skin and/or to help to maintain or improve moisture retention and/or to fight against the signs of skin ageing. The N-acylated aminoalcohol of formula (I) acts as a ceramidase inhibitor. The combination of at least one compound of formula (I) and calcium citrate stimulates keratinocyte differentiation.

  含有柠檬酸钙和至少一种按照公式（I）的N-酰化氨基醇的化妆品组合物。提供了一种治疗老化皮肤的方法，包括将公式（I）的化合物以有效量局部涂抹于老化皮肤上，以提供抗衰老效果。公式（I）的化合物用于防止皮肤老化和/或帮助维持或改善水分保持和/或对抗皮肤老化迹象。公式（I）的N-酰化氨基醇作为角鲨烷酸酶抑制剂。至少一种公式（I）化合物和柠檬酸钙的组合刺激角质细胞分化。
• LIPID CONJUGATED CYCLIC CARBONATE DERIVATIVES, THEIR SYNTHESIS, AND USES
  申请人：Garzon Aaron

  公开号：US20100305333A1

  公开（公告）日：2010-12-02

  The present disclosure provides processes for the preparation of lipid conjugated cyclic carbonate derivatives. More specifically, the present disclosure is based on the finding that reacting lipids, such as, ceramides, with N,N′-disuccinimidyl derivative, resulted in the formation of, isolatable, substituted cyclic [1,3]-dioxan-2-one and [1,3]-dioxan-2-thione compounds. These isolatable cyclic substituted compounds and derivatives thereof may be used for various applications, such as in vaccination.

  本公开提供了制备脂质共轭环状碳酸酯衍生物的过程。更具体地说，本公开是基于发现，将脂质（如鞘磷脂）与N,N'-二琥珀酰亚胺衍生物反应，会形成可分离的取代环状[1,3]-二氧杂环戊酮和[1,3]-二硫杂环戊酮化合物。这些可分离的环状取代化合物及其衍生物可用于各种应用，例如在疫苗接种中。
• Method for producing glycoconjugates
  申请人：Toyo Boseki Kabushiki Kaisha

  公开号：EP0897014A2

  公开（公告）日：1999-02-17

  A method for producing glycoconjugate, which comprises the steps of: (i) binding a sugar residue to the side chain of a water-soluble polymer via a linker having a selectively cleavable linkage to give a primer, and bringing said primer into contact with an immobilized glycosyltransferase in the presence of a sugar nucleotide, to transfer a sugar residue of said sugar nucleotide to the sugar residue of said primer, (ii) elongating a sugar chain by transfer of plural sugar residues by repeating the step (i) at least once, (iii) removing, where necessary, a by-produced nucleotide or an unreacted sugar nucleotide, and (iv) repeating the steps (i)-(iii) where necessary and releasing the glycoconjugate by selectively cleaving the cleavable linkage in the linker, from the above-mentioned primer connecting the sugar chain elongated by the transfer of plural sugar residues, and a method for producing a sphingoglycolipid.

  一种生产糖共轭物的方法，包括以下步骤 (i) 通过具有选择性可裂解连接的连接体，将糖残基与水溶性聚合物的侧链结合，得到引物，并在糖核苷酸存在的情况下，使所述引物与固定的糖基转移酶接触，将所述糖核苷酸的糖残基转移到所述引物的糖残基上、 (ii) 重复步骤(i)至少一次，通过转移多个糖残基拉长糖链、 (iii) 必要时去除副产核苷酸或未反应的糖核苷酸，以及 (iv) 必要时重复步骤(i)-(iii)，通过选择性地裂解连接体中的可裂解连接，从上述连接通过转移多个糖残基拉长的糖链的引物中释放出糖共轭物、 以及一种生产鞘氨醇糖脂的方法。