硬脂酸-羧基-14C | 638-64-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 硬脂酸-羧基-14C
• 英文名称: [1-14C]stearic acid
• 英文别名: [14C]-Stearic acid；[1-¹⁴C]octadecanoic acid；Octadecanoic 1-14C acid；(114C)octadecanoic acid
• CAS: 638-64-2
• 化学式: C₁₈H₃₆O₂
• 分子量: 286.472
• InChiKey: QIQXTHQIDYTFRH-GTFORLLLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  20
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险品标志：
  F,Xi,R
• 安全说明：
  S16
• 危险类别码：
  R38,R11,R
• 危险品运输编号：
  UN 2910 7

反应信息

• 作为反应物：
  描述：

  N-羟基丁二酰亚胺 、 硬脂酸-羧基-14C 在 N,N'-二环己基碳二亚胺 作用下， 以 乙酸乙酯 为溶剂， 反应 48.0h， 以85%的产率得到N-succinimidyl-[1-14C]stearate
  参考文献：
  名称：

  Synthesis and mass spectrometric characterization of digoxigenin and biotin labeled ganglioside GM I and their uptake by and metabolism in cultured cells

  摘要：

  Selective acylation of mono-deacetyl lyso-GM1, i.e. beta-D-galactopyranosyl-(1 --> 3)-2-acetamido-2-deoxy-beta-D-galactopyranosyl-(1 --> 4)-(alpha-D-neuraminyl-(2 --> 3))-beta-D-galactopyranosyl-(1 --> 4)-beta-D-glucopyranosyl-(1 --> 1)-(2S,3R,4E)-2-amino-4-octadecen-1,3-diol, with N-succinimidyl-[1-C-14]stearate afforded labeled mono-deacetyl GM1, i.e. beta-D-galactopyranosyl-(1 --> 3)-2-acetamido-2-deoxy-beta-D-galactopyranosyl-(1 --> 4)-(alpha-D-neuraminyl-(2 --> 3))-beta-D-galactopyranosyl-(1 --> 4)-beta-D-glucopyranosyl-(1 --> 1)-(2S,3R,4E)-2-[1-C-14]octadecanamido-4-octadecen-1,3-diol, in good yield. Its condensation with either N-succinimidyl-digoxigenyl-3-O-methyl carbonyl-epsilon-amino caproate or N-succinimidyl-D-biotinyl-epsilon-aminocaproate led to radioactive GM1 derivatives carrying a tag for immune-electron microscopy at the sialic acid residue. These GM1 derivatives could be hydrolyzed to the corresponding GM3 derivatives by treatment with GM1-beta-galactosidase and beta-hexosaminidases. There was no further degradation by sialidases due to the bulky tag in the sialic acid residue. The uptake of biotin labeled GM1 by human skin fibroblasts, rat neuroblastoma cells B104 and human neuroblastoma cells SHSY5Y was 0.85, 0.58 and 1.62 nmol lipid/mg cellular protein, respectively, after an incubation for 66 h at 37 degrees C and was similar to that of untagged GM1. The uptake of digoxigenin labeled GM1 by these cell types was, however, significantly higher (3.1, 6.8, and 20.0 nmol lipid/mg cellular protein, respectively). Both the biotin and digoxigenin labeled GM1 analogs were catabolized to the corresponding GM2 and GM3 derivatives in lysosomes of cultured cells. This demonstrates that these synthetic analogues are suitable for studying, by immune-electron microscopy, their endocytosis and distribution in intralysosomal membranes. (C) 1997 Elsevier Science Ireland Ltd.

  DOI：

  10.1016/s0009-3084(97)02658-3
• 作为产物：
  描述：

  1-溴十七烷 在 盐酸 、 水 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 14.0h， 生成 硬脂酸-羧基-14C
  参考文献：
  名称：

  10th international symposium on the synthesis and applications of isotopes and isotopically labelled compounds-synthesis of compounds labelled with long-lived isotopes Session 1: Monday, June 15, 2009

  摘要：

  摘要：本次会议概述了用于合成带有碳-13、碳-14或氚标记中间体的方法。其他论文描述了在合成标记化合物中利用碳-14和氚中间体的情况，这些标记化合物用于开发医药和农业制剂。版权所有 © 2010 John Wiley & Sons, Ltd.

  DOI：

  10.1002/jlcr.1762

文献信息

• HIGHLY BRANCHED PRIMARY ALCOHOL COMPOSITIONS, AND BIODEGRADABLE DETERGENTS MADE THEREFROM
  申请人：SHELL INTERNATIONALE RESEARCH MAATSCHAPPIJ B.V.

  公开号：EP0958267A1

  公开（公告）日：1999-11-24
• BRANCHED PRIMARY ALCOHOL COMPOSITIONS AND DERIVATIVES THEREOF
  申请人：SHELL INTERNATIONALE RESEARCHMAATSCHAPPIJ B.V.

  公开号：EP1343861A2

  公开（公告）日：2003-09-17
• US6150322A
  申请人：——

  公开号：US6150322A

  公开（公告）日：2000-11-21
• [EN] HIGHLY BRANCHED PRIMARY ALCOHOL COMPOSITIONS, AND BIODEGRADABLE DETERGENTS MADE THEREFROM<br/>[FR] COMPOSITIONS D'ALCOOL PRIMAIRE FORTEMENT RAMIFIE ET DETERGENTS BIODEGRADABLES FABRIQUES A PARTIR DE TELLES COMPOSITIONS
  申请人：SHELL INTERNATIONALE RESEARCH MAATSCHAPPIJ B.V.

  公开号：WO1998023566A1

  公开（公告）日：1998-06-04

  (EN) There is provided a new branched primary alcohol composition and the sulfates, alkoxylates, alkoxy sulfates and carboxylates thereof exhibiting good cold water detergency and biodegradability. The branched primary alcohol composition has an average number of branches per chain of 0.7 to 3.0, having at least 8 carbon atoms and containing both methyl and ethyl branches. The primary alcohol composition may also contain less than 0.5 atom% of quaternary carbon atoms, and a significant number of ethyl branches, terminal isopropyl branches, and branching at the C3 position relative to the hydroxyl carbon. The process for its manufacture is by skeletally isomerizing an olefin feed having at least 7 carbon atoms or by dimerising a C6-C10 olefin, followed by conversion to an alcohol, as by way of hydroformylation, and ultimately sulfation, alkoxylation or both to obtain a detergent surfactant. Useful skeletal isomerization catalysts include the zeolites having at least one channel with a crystallographic free diameter along the x and/or y planes of the [001] view ranging from 42 to 70 nanometer. Useful dimerisation catalysts include a combination of a nickel carboxylate with an alkyl aluminium halids, or a combination of a nickel chelate with an alkyl aluminium alkoxide.(FR) L'invention concerne une nouvelle composition d'alcool primaire ramifié et les sulfates, alcoxylates, sulfates d'alcoxy et carboxylates de ladite composition présentant de bonnes qualités de détergence et de biodégradabilité à l'eau froide. La composition d'alcool primaire ramifié est caractérisée par un nombre moyen de ramifications par chaîne de l'ordre de 0,7 à 3,0 avec au moins 8 atomes de carbones, contenant à la fois les ramifications méthyl et éthyl. La composition d'alcool primaire peut contenir également moins de 0,5 % d'atomes de carbone quaternaire, avec un nombre considérable de ramifications éthyles, des ramifications isopropyl terminales, et une ramification en C3 de l'hydroxyle. La composition est préparée par isomérisation de squelette d'un apport d'oléfine contenant au moins 7 atomes de carbone ou par dimérisation d'une oléfine en C6-C10, puis transformation en alcool par hydroformylation et, enfin, par sulfatation et/ou alcoxylation de façon à obtenir un tensioactif détergent. Les catalyseurs convenant à l'isomérisation de squelette sont notamment des zéolites comportant au moins un canal dont le diamètre cristallographique libre le long des plans x et/ou x de la vue [001] est de l'ordre de 42 à 70 nanomètres. Les catalyseurs convenant à la dimérisation utiles sont notamment des combinaisons de carboxylate de nickel et d'halogénures d'aluminium-alkyle, ou des combinaisons d'un chélate de nickel et d'un alcoxyde d'aluminium-alkyle.
• [EN] BRANCHED PRIMARY ALCOHOL COMPOSITIONS AND DERIVATIVES THEREOF<br/>[FR] COMPOSITIONS D'ALCOOL PRIMAIRE RAMIFIE ET DERIVES DE CES COMPOSITIONS
  申请人：SHELL INT RESEARCH

  公开号：WO2002050006A2

  公开（公告）日：2002-06-27

  A branched alcohol composition comprising a branched ether primary alcohol represented by the formula (I) wherein R1 represents hydrogen or a hydrocarbyl radical having from 1 to 3 carbon atoms, R2 represents a hydrocarbyl radical having from 1 to 7 carbon atoms, x is a number ranging from 0 to 16, wherein the total number of carbon atoms in the alcohol ranges from 9 to 24; and alkyl ether sulphate, alcohol alkoxysulphate and alkanol alkoxylate derivatives thereof, which are useful in detergent compositions.