Pentadec-14-in-saeure | 212913-84-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: Pentadec-14-in-saeure
• 英文别名: 14-Pentadecynoic acid；pentadec-14-ynoic acid
• CAS: 212913-84-3
• 化学式: C₁₅H₂₆O₂
• 分子量: 238.37
• InChiKey: XQWIFIPUVVRXNJ-UHFFFAOYSA-N

物化性质

• 熔点：
  56°C (estimate)
• 沸点：
  397.13°C (rough estimate)
• 密度：
  0.9260 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  17
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Pentadec-14-in-saeure 在 正丁基锂 、 三氟化硼乙醚 、 四丁基氟化铵 、 三乙胺 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 反应 5.67h， 生成 (17R,18S,19S,20S,21S,22S)-18,19,20,21,22-Pentakis-benzyloxy-25-((S)-1-tert-butoxycarbonyl-2-methyl-propylcarbamoyl)-17-hydroxy-pentacos-14-ynoic acid
  参考文献：
  名称：

  Stereochemistry of Sagittamide A:  Prediction and Confirmation

  摘要：

  The C5-C10 relative stereochemistry of sagittamide A was predicted, with the use of the (3)J(H,H) profiles assembled from the spin-coupling constants reported in the literature. The predicted relative stereochemistry was then confirmed by a total synthesis of two relevant remote diastereomers. The absolute configuration of sagittamide A was established through a detailed H-1 NMR analysis of the two remote diastereomers, followed by doping experiments of them with the authentic natural product.

  DOI：

  10.1021/ol061582d
• 作为产物：
  描述：

  10-氯-10-氧代癸酸甲酯 在 4-二甲氨基吡啶 、 sodium tetrahydroborate 、 magnesium 、 三乙胺 、 potassium hydroxide 作用下， 以 甲醇 、 乙醚 、 水 、 二甲基亚砜 为溶剂， 生成 Pentadec-14-in-saeure
  参考文献：
  名称：

  Switching head group selectivity in mammalian sphingolipid biosynthesis by active-site engineering of sphingomyelin synthases

  摘要：

  SM is a fundamental component of mammalian cell membranes that contributes to mechanical stability, signaling, and sorting. Its production involves the transfer of phosphocholine from phosphatidylcholine onto ceramide, a reaction catalyzed by SM synthase (SMS) 1 in the Golgi and SMS2 at the plasma membrane. Mammalian cells also synthesize trace amounts of the SM analog ceramide phosphoethanolamine (CPE), but the physiological relevance of CPE production is unclear. Previous work revealed that SMS2 is a bifunctional enzyme producing both SM and CPE, whereas a closely related enzyme, sphingomyelin synthase-related protein (SMSr)/SAMD8, acts as a monofunctional CPE synthase in the endoplasmatic reticulum. Using domain swapping and site-directed mutagenesis on enzymes expressed in defined lipid environments, we here identified structural determinants that mediate head group selectivity of SMS family members. Notably, a single residue adjacent to the catalytic histidine in the third exoplasmic loop profoundly influenced enzyme specificity, with glutamic acid permitting SMS-catalyzed CPE production and aspartic acid confining the enzyme to produce SM. An exchange of exoplasmic residues with SMSr proved sufficient to convert SMS1 into a bulk CPE synthase. This allowed us to establish mammalian cells that produce CPE rather than SM as the principal phosphosphingolipid and provide a model of the molecular interactions that impart catalytic specificity among SMS enzymes.-Kol, M., R. Panatala, M. Nordmann, L. Swart, L. van Suijlekom, B. Cabukusta, A. Hilderink, T. Grabietz, J. G. M. Mina, P. Somerharju, S. Korneev, F. G. Tafesse, and J. C. M. Holthuis. Switching head group selectivity in mammalian sphingolipid biosynthesis by active-site engineering of sphingomyelin synthases.

  DOI：

  10.1194/jlr.m068692

文献信息

• Rubber composition, crosslinked rubber molded product and golf ball
  申请人：Dunlop Sports Co. Ltd.

  公开号：US10293215B2

  公开（公告）日：2019-05-21

  An object of the present invention is to provide a rubber composition from which a crosslinked rubber molded product excellent in the resilience performance can be obtained. The present invention provides a rubber composition containing (a) a base rubber, (b) a co-crosslinking agent and (c) a crosslinking initiator, wherein (b) the co-crosslinking agent contains a complex represented by a general formula (1). [In the formula (1), M is a metal atom, and L is a carboxylate represented by the general formula (2). In the formula (2), R is a hydrogen atom, an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms or an alkynyl group having 2 to 18 carbon atoms, and the dotted line shows a resonance structure. In the formula (1), a plurality of R may be identical to or different from each other, and at least one of R is the alkenyl group having 2 to 18 carbon atoms or the alkynyl group having 2 to 18 carbon atoms.]

  本发明的目的是提供一种橡胶组合物，通过该组合物可获得回弹性能优异的交联橡胶模塑产品。本发明提供了一种橡胶组合物，其中包含（a）基础橡胶、（b）共交联剂和（c）交联引发剂，其中（b）共交联剂包含通式（1）表示的复合物。 [在式 (1) 中，M 是金属原子，L 是通式 (2) 所代表的羧酸盐。式（2）中，R 是氢原子、具有 1 至 18 个碳原子的烷基、具有 2 至 18 个碳原子的烯基或具有 2 至 18 个碳原子的炔基，虚线表示共振结构。在式 (1) 中，多个 R 可以彼此相同或不同，且至少一个 R 是具有 2 至 18 个碳原子的烯基或具有 2 至 18 个碳原子的炔基。］
• Complex and process for preparing complex
  申请人：SUMITOMO RUBBER INDUSTRIES, LTD.

  公开号：US10562919B2

  公开（公告）日：2020-02-18

  An object of the present invention is to provide a novel complex having at least one carbon-carbon double bond and/or carbon-carbon triple bond. The present invention provides a complex represented by formula (1): ((RCOO)8M5(OH)2)n   (1) wherein in the formula (1), M is a metal atom, R is a hydrogen atom, an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms or an alkynyl group having 2 to 18 carbon atoms, a plurality of R may be identical to or different from each other, at least one of R is the alkenyl group having 2 to 18 carbon atoms or the alkynyl group having 2 to 18 carbon atoms, and n is an integer of 1 or more.

  本发明的目的是提供一种新型络合物，该络合物至少具有一个碳碳双键和/或碳碳三键。本发明提供了一种由式（1）表示的络合物： ((RCOO)8M5(OH)2)n (1) 其中，在式 (1) 中，M 是金属原子，R 是氢原子、具有 1 至 18 个碳原子的烷基、具有 2 至 18 个碳原子的烯基或具有 2 至 18 个碳原子的炔基，多个 R 可以彼此相同或不同，R 中至少有一个是具有 2 至 18 个碳原子的烯基或具有 2 至 18 个碳原子的炔基，n 是 1 或 1 以上的整数。
• RUBBER COMPOSITION, CROSSLINKED RUBBER MOLDED PRODUCT AND GOLF BALL
  申请人：Dunlop Sports Co. Ltd.

  公开号：US20180178079A1

  公开（公告）日：2018-06-28

  An object of the present invention is to provide a rubber composition from which a crosslinked rubber molded product excellent in the resilience performance can be obtained. The present invention provides a rubber composition containing (a) a base rubber, (b) a co-crosslinking agent and (c) a crosslinking initiator, wherein (b) the co-crosslinking agent contains a complex represented by a general formula (1). ((RCOO) 8 M 5 (OH) 2 ) n (1) [In the formula (1), M is a metal atom, R is a hydrogen atom, an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms or an alkynyl group having 2 to 18 carbon atoms, and n is an integer of 1 or more. A plurality of R and M may be identical to or different from each other. At least one of R is the alkenyl group having 2 to 18 carbon atoms or the alkynyl group having 2 to 18 carbon atoms.]
• GOLF BALL
  申请人：Dunlop Sports Co. Ltd.

  公开号：US20180178082A1

  公开（公告）日：2018-06-28

  An object of the present invention is to provide a golf ball excellent in resilience performance. The present invention provides a golf ball comprising a spherical core and at least one cover layer covering the spherical core, wherein the spherical core is formed from a rubber composition containing (a) a base rubber, (b) a compound represented by a formula (1) as a co-crosslinking agent and (c) a crosslinking initiator. (R 1 OCO)M(COOR 2 ) m (1) [In the formula (1), M represents a metal atom, R 1 and R 2 represent an alkenyl group having 2 to 30 carbon atoms, an alkynyl group having 2 to 30 carbon atoms, an alkyl group having 1 to 30 carbon atoms or an aryl group having 6 to 30 carbon atoms, and m represents 1 or 2.]
• COMPLEX AND PROCESS FOR PREPARING COMPLEX
  申请人：Dunlop Sports Co. Ltd.

  公开号：US20180179230A1

  公开（公告）日：2018-06-28

  An object of the present invention is to provide a novel complex having at least one carbon-carbon double bond and/or carbon-carbon triple bond. The present invention provides a complex represented by formula (1): ((RCOO) 8 M 5 (OH) 2 ) n (1) wherein in the formula (1), M is a metal atom, R is a hydrogen atom, an alkyl group having 1 to 18 carbon atoms, an alkenyl group having 2 to 18 carbon atoms or an alkynyl group having 2 to 18 carbon atoms, a plurality of R may be identical to or different from each other, at least one of R is the alkenyl group having 2 to 18 carbon atoms or the alkynyl group having 2 to 18 carbon atoms, and n is an integer of 1 or more.