(1S,2R)-2-(hydroxymethyl)cyclopentan-1-ol | 133320-04-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1S,2R)-2-(hydroxymethyl)cyclopentan-1-ol
• 英文别名: (1S,2R)-2-(hydroxymethyl)cyclopentanol；2-trans-hydroxymethyl-cyclopentanol；trans-2-Hydroxycyclopentanemethanol；trans-2-Hydroxymethyl-1-cyclopentanol；trans-2-Hydroxymethyl-cyclopentanol；trans-2-Hydroxymethylcyclopentanol
• CAS: 133320-04-4
• 化学式: C₆H₁₂O₂
• 分子量: 116.16
• InChiKey: UADBLZFWTJHOJC-RITPCOANSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1S,2R)-2-(hydroxymethyl)cyclopentan-1-ol 在 Raney nickel (W₆) 吡啶 、 盐酸 、 氢气 、 双氧水 、 sodium 、 3-(二甲氨基)吡咯烷 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 为溶剂， 25.0~80.0 ℃ 、10.13 MPa 条件下， 反应 181.0h， 生成 (1R,2R)-1-(dicyclohexylphosphinyl)-2-(hydroxymethyl)cyclopentane
  参考文献：
  名称：

  Asymmetric Reactions Catalyzed by Chiral Metal Complexes. LIII. Development of New 6-Membered Chelating Chiral Bisphosphine Ligands for Rhodium-Catalyzed Asymmetric Hydrogenation.

  摘要：

  一种新的手性 1，3-二膦，(1R, 2R)-1-二苯基膦-2-(二苯基膦甲基)环戊烷被设计成与铑形成六元螯合物的有利斜构象。研究发现，其铑络合物是氨基酸前体不对称氢化的已知最有效催化剂之一。研究人员还尝试进一步改进这种配体，用于催化亲手性酮的不对称氢化反应，以阐明其对映选择性机理。

  DOI：

  10.1248/cpb.40.2921
• 作为产物：
  描述：

  (1R,2S)-2-(hydroxymethyl)cyclopentan-1-ol 生成 (1S,2R)-2-(hydroxymethyl)cyclopentan-1-ol
  参考文献：
  名称：

  Kinetic resolution of (1RS,2SR)-2-(hydroxymethyl)cyclopentanol by a biocatalytic transesterification using lipase PS

  摘要：

  The kinetic resolution of (1RS,2SR)-2-(hydroxymethyl)cyclopentanol [(1RS,2SR)-1] by a sequential lipase-catalyzed transesterification with vinyl acetate in organic solvents in the presence of lipase from Pseudomonas cepacia (lipase PS) is described. The results are compared with data for the resolution of two structurally related 1,3-diols.

  DOI：

  10.1016/0957-4166(94)80038-3

文献信息

• Synthesis and Analysis of Oligonucleotides Containing Abasic Site Analogues
  作者：Haidong Huang、Marc M. Greenberg

  DOI：10.1021/jo702614p

  日期：2008.4.1

  to selectively incorporate nucleotides opposite them. However, it was not possible to determine the structural basis for this molecular recognition from these experiments. A group of oligonucleotides containing analogues of the AP and L lesions were synthesized and characterized as probes to gain insight into the structural basis for the distinct effect of 2-deoxyribonolactone on replication. These molecules

  DNA 损伤导致糖苷键 (AP) 的正式水解和几个氧化的脱碱基损伤形成脱碱基位点。先前对 AP 位点的研究表明，在大肠杆菌中约80% 的复制事件中，DNA 聚合酶优先掺入与它们相对的 dA. 这些结果与 AP 位点是无指导性病变的假设一致，因为没有 Watson-Crick 碱基，其旁路遵循“A 规则”。最近对氧化脱碱基损伤 2-脱氧核糖内酯 (L) 的复制研究表明，DNA 聚合酶在绕过它时不应用 A 规则并结合大量与 L 相对的 dG。这些研究表明脱碱基位点，例如L 确实引导聚合酶选择性地掺入与其相对的核苷酸。然而，无法从这些实验中确定这种分子识别的结构基础。合成了一组包含 AP 和 L 病变类似物的寡核苷酸，并将其表征为探针，以深入了解 2-脱氧核糖内酯对复制的独特影响的结构基础。
• Properties of Oligonucleotide with Phenyl-Substituted Carbocyclic Nucleoside Analogs for the Formation of Duplex and Triplex DNA
  作者：Tamer Nasr、Yosuke Taniguchi、Tomoko Takaki、Hidenori Okamura、Shigeki Sasaki

  DOI：10.1080/15257770.2012.737970

  日期：2012.12

  estimation of the oligodeoxynucleotides incorporating 10 for duplex and triplex formation, the carbocyclic nucleoside analog 10 did not show the stabilizing effect for duplex formation; on the other hand, it stabilized the triplex. Therefore, the skeleton of the phenyl-substituted carbocyclic nucleoside analog 10 may be a platform for the formation of stable triplex DNA.

  （1S，3S，4R）-1-苯基-1-胸苷-3-羟基-4-羟基甲基环戊烷（10）及其类似物被合成，并掺入寡脱氧核苷酸中，并对其性质进行评估以形成双链和三链DNA 。将已知的手性环戊酮衍生物转化为相应的酮亚胺磺酰胺衍生物，对其进行立体选择性PhLi加成。水解形成的磺酰胺以提供伯氨基，在其上构建胸腺嘧啶部分。除去苄基保护基以形成在碳环骨架的1'位置具有苯基和胸腺嘧啶单元的核苷类似物（10）。在估计包含10个双链和三链体形成的寡脱氧核苷酸时，碳环核苷类似物10对双链体形成没有稳定作用；另一方面，它稳定了三重结构。因此，苯基取代的碳环核苷类似物10的骨架可以是形成稳定的三链DNA的平台。
• PHOTOPOLYMERIZABLE VINYL ETHER BASED MONOMERIC FORMULATIONS AND POLYMERIZABLE COMPOSITIONS WHICH MAY INCLUDE CERTAIN NOVEL SPIROORTHOCARBONATES
  申请人：——

  公开号：US20020013380A1

  公开（公告）日：2002-01-31

  Photopolymerizable compositions are provided which are the reaction products of a vinyl ether, a photoinitiator system comprising an iodonium salt, a visible light sensitizer, and an electron donor compound. These monomeric/oligomeric compositions may also include epoxides, polyols, spiroorthocarbonates. One embodiment of the present invention is a polymerizable composition comprised of a vinyl ether, a spiroorthocarbonate, and a photoinitiator system. Another embodiment of the present invention is a polymerizable composition comprised of a vinyl ether, an epoxide, a polyol, and a photoinitiator system. Still another embodiment of the present invention is a polymerizable composition comprised of a vinyl ether, an epoxide, a polyol, a spiroorthocarbonate, and a photoinitiator system. Still further, another embodiment of the present invention is certain novel spiroorthocarbonate compounds. Each of these novel spiroorthocarbonate compounds include at least one epoxy group as a substituent.

  提供了光聚合组合物，其为乙烯醚、包括碘化物盐、可见光敏化剂和电子供体化合物的光引发剂体系的反应产物。这些单体/低聚物组合物还可以包括环氧化合物、多元醇、螺环正交碳酸酯。本发明的一种实施例是由乙烯醚、螺环正交碳酸酯和光引发剂体系组成的聚合物组合物。本发明的另一种实施例是由乙烯醚、环氧化合物、多元醇和光引发剂体系组成的聚合物组合物。本发明的另一种实施例是由乙烯醚、环氧化合物、多元醇、螺环正交碳酸酯和光引发剂体系组成的聚合物组合物。此外，本发明的另一种实施例是某些新型螺环正交碳酸酯化合物。这些新型螺环正交碳酸酯化合物中，每个化合物都包括至少一个环氧基团作为取代基。
• Novel spiroorthocarbonates
  申请人：The Curators of the University of Missouri

  公开号：US20030119931A1

  公开（公告）日：2003-06-26

  Photopolymerizable compositions are provided which are the reaction products of a vinyl ether, a photoinitiator system comprising an iodonium salt, a visible light sensitizer, and an electron donor compound. These monomeric/oligomeric compositions may also include epoxides, polyols, spiroorthocarbonates. One embodiment of the present invention is a polymerizable composition comprised of a vinyl ether, a spiroorthocarbonate, and a photoinitiator system. Another embodiment of the present invention is a polymerizable composition comprised of a vinyl ether, an epoxide, a polyol, and a photoinitiator system. Still another embodiment of the present invention is a polymerizable composition comprised of a vinyl ether, an epoxide, a polyol, a spiroorthocarbonate, and a photoinitiator system. Still further, another embodiment of the present invention is certain novel spiroorthocarbonate compounds. Each of these novel spiroorthocarbonate compounds include at least one epoxy group as a substituent.

  提供了光固化组合物，它们是乙烯醚、包含碘鎓盐、可见光敏化剂和电子供体化合物的光引发剂体系的反应产物。这些单体/低聚物组合物还可以包括环氧化物、多元醇、螺内酯碳酸酯。本发明的一种实施方式是由乙烯醚、螺内酯碳酸酯和光引发剂体系组成的聚合物组合物。本发明的另一种实施方式是由乙烯醚、环氧化物、多元醇和光引发剂体系组成的聚合物组合物。本发明的另一种实施方式是由乙烯醚、环氧化物、多元醇、螺内酯碳酸酯和光引发剂体系组成的聚合物组合物。此外，本发明的另一种实施方式是一些新型螺内酯碳酸酯化合物。这些新型螺内酯碳酸酯化合物中的每一种都包括至少一个环氧基团作为取代基。
• INHIBITION OF (CYTOSINE C5)-METHYLTRANSFERASE BY OLIGONUCLEOTIDES CONTAINING FLEXIBLE (CYCLOPENTANE) AND CONFORMATIONALLY CONSTRAINED (BICYCLO[3.1.0]HEXANE) ABASIC SITES
  作者：Victor E. Marquez、Peiyuan Wang、Marc C. Nicklaus、Martin Maier、Muthiah Manoharan、Judith K. Christman、Nilesh K. Banavali、Alexander D. Mackerell

  DOI：10.1081/ncn-100002319

  日期：2001.3.31

  Pseudorotationally locked sugar analogues based on bicyclo[3.1.0]-hexane templates were placed in DNA duplexes as abasic target sites in the M.HhaI recognition sequence. The binding affinity of the enzyme increases when the abasic site is constrained to the South conformation and decreases when it is constrained to the North conformation. A structural understanding of these differences is provided.