2-(烯丙基硫代)丙酸 | 54680-83-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 烯丙基硫化合物
• 中文名称: 2-(烯丙基硫代)丙酸
• 英文名称: 1-(allylthio)propanoic acid
• 英文别名: 2-(allylthio)propanoic acid；2-allylthiolactic acid；2-prop-2-enylsulfanylpropanoic acid
• CAS: 54680-83-0
• 化学式: C₆H₁₀O₂S
• mdl: MFCD09864508
• 分子量: 146.21
• InChiKey: ZDJCWQSKOWVJHU-UHFFFAOYSA-N

物化性质

• 沸点：
  105-107 °C(Press: 0.5 Torr)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  62.6
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2930909090

反应信息

• 作为反应物：
  描述：

  2-(烯丙基硫代)丙酸 在 吡啶 、 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 butyl 2-prop-2-enylsulfanylpropanoate
  参考文献：
  名称：

  Trichosporon beigelli esterase (TBE): a versatile esterase for the resolution of economically important racemates

  摘要：

  A hydrolase producing strain Trichosporon beigelli esterase (TBE) isolated from local cottage cheese in its native form has displayed versatility and high efficacy in the kinetic resolution of a wide range of economically important substrates, which include racemic secondary alcohols, such as 1-(6-methoxy-2-naphtliyl)ethanol (E similar to 316), 1-(3,4-methylenedioxyphenyl)ethanol and pentanol (E similar to 180 and 156 resp.), and alkyl esters of carboxylic acids such as ibuprofen (E similar to 340), 2-(benzylthio)propanoic acid (E similar to 1000). In other substrates such as in the primary alcohol 2-(6-methoxy-2-naphthyl)propan-1-ol and carboxylic acids such as 2-(5-bromo-6-methoxy-2-naphthyl)propanoic acid, 2-(2-naphthyloxy)propanoic acid, and substituted 2-thiopropanoic acids, it displayed moderate to low selectivity. Commercial lipases such as CCL, PPL, and PSL were also used in the resolution of the substrates for comparative studies. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.07.009
• 作为产物：
  描述：

  硫代乳酸 以48%的产率得到
  参考文献：
  名称：

  ICHIKAWA KAZUO; INOUE SEIICHI; SATO KIKUMASA, J. HETEROCYCL. CHEM., 1980, 17, NO 2, 289-292

  摘要：

  DOI：

文献信息

• Fluorogenic structure activity library pinpoints molecular variations in substrate specificity of structurally homologous esterases
  作者：Alex White、Andrew Koelper、Arielle Russell、Erik M. Larsen、Charles Kim、Luke D. Lavis、Geoffrey C. Hoops、R. Jeremy Johnson

  DOI：10.1074/jbc.ra118.003972

  日期：2018.9

  and used this library to systematically interrogate esterase preference for chain length, branching patterns, and polarity to differentiate common classes of esterase substrates. Two structurally homologous bacterial esterases were screened against this library, refining their previously broad overlapping substrate specificity. Vibrio cholerae esterase ybfF displayed a preference for γ-position thioethers

  细胞酯酶通过在各种底物上进行水解反应来催化许多重要的生物学功能。酯酶的滥交使底物偏好和生物学功能的分配变得复杂。为了识别控制酯酶底物识别的通用因素，我们设计了一个32位成员的荧光酯底物的结构-活性关系（SAR）库，并使用该库系统地查询酯酶对链长，分支模式和极性的偏好，以区分常见的酯酶底物。针对该文库筛选了两种结构同源的细菌酯酶，完善了它们先前广泛的重叠底物特异性。霍乱弧菌酯酶ybfF显示出对γ-位硫醚和醚的偏爱，而来自结核分枝杆菌的Rv0045c则偏爱带有或不带有硫醚的支链底物。我们确定这种底物分化部分受ybfF中单个底物选择性残基Tyr-119和Rv0045c中His-187的控制。这些残基的相互取代改变了每种酯酶的底物偏好。这项工作表明酯酶的选择性可基于过渡态稳定度进行调整，将硫醚确定为酯酶底物的未充分利用的官能团，并提供了区分结构同工酶的快速方法。该SAR库可能具有多方面的未来应用，
• [EN] SUBSTITUTED AZACYLES AS TRMP8 MODULATORS<br/>[FR] AZACYLES SUBSTITUÉS EN TANT QUE MODULATEURS DE TRPM8
  申请人：GIVAUDAN SA

  公开号：WO2021074281A1

  公开（公告）日：2021-04-22

  Disclosed are TRPM8 modulators as defined by formula (I) for achieving a cooling effect on skin and mucousa.

  公开的是根据公式(I)定义的TRPM8调节剂，用于实现皮肤和粘膜的冷却效果。
• Enantioselective Synthesis of α‐Thiocarboxylic Acids by Nitrilase Biocatalysed Dynamic Kinetic Resolution of α‐Thionitriles
  作者：Kate Lauder、Silvia Anselmi、James D. Finnigan、Yuyin Qi、Simon J. Charnock、Daniele Castagnolo

  DOI：10.1002/chem.202001108

  日期：2020.8.17

  The enantioselective synthesis of α‐thiocarboxylic acids by biocatalytic dynamic kinetic resolution (DKR) of nitrile precursors exploiting nitrilase enzymes is described. A panel of 35 nitrilase biocatalysts were screened and enzymes Nit27 and Nit34 were found to catalyse the DKR of racemic α‐thionitriles under mild conditions, affording the corresponding carboxylic acids with high conversions and

  描述了利用腈水解酶通过腈前体的生物催化动态动力学拆分 (DKR) 对映选择性合成 α-硫代羧酸。筛选了一组 35 种腈水解酶生物催化剂，发现酶 Nit27 和 Nit34 在温和条件下催化外消旋 α-硫腈的 DKR，提供具有高转化率和良好至优异ee的相应羧酸。生物催化转化过程中原位产生的氨有利于腈对映体的外消旋化，进而有利于 DKR 的外消旋化，无需任何外部添加剂碱。
• New method for the synthesis of 5-thio-1,2,3-thiadiazole
  申请人：AMERICAN CYANAMID COMPANY

  公开号：EP0104403A1

  公开（公告）日：1984-04-04

  This disclosure describes a novel process for the synthesis of 5-mercapto-1,2,3-thiadiazoles which are useful as intermediates in the preparation of antibacterial agents.

  本公开介绍了一种合成 5-巯基-1,2,3-噻二唑的新工艺，该工艺可用作制备抗菌剂的中间体。
• WATERBORNE POLYMERS HAVING PENDANT ALLYL GROUPS
  申请人：EASTMAN CHEMICAL COMPANY

  公开号：EP0820478B1

  公开（公告）日：1999-08-18