S-phenyl-L-homocysteine | 52162-06-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: S-phenyl-L-homocysteine
• 英文别名: S-Phenyl-L-homocystein；S-phenyl-l-homocysteine；(2S)-2-amino-4-phenylsulfanylbutanoic acid
• CAS: 52162-06-8
• 化学式: C₁₀H₁₃NO₂S
• 分子量: 211.285
• InChiKey: CXRJWCGBHXIRIE-VIFPVBQESA-N

物化性质

• 沸点：
  386.6±37.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  88.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-氯乙基苯基硫醚 在 盐酸 、 sodium hydroxide 、 乙醇 、 番木鳖碱 作用下， 生成 S-phenyl-L-homocysteine
  参考文献：
  名称：

  THE SYNTHESIS AND RESOLUTION OF S-PHENYLHOMOCYSTEINE¹

  摘要：

  DOI：

  10.1021/jo01138a016

文献信息

• Reactions of <i>O</i>-Substituted <scp>L</scp>-Homoserines Catalyzed by <scp>L</scp>-Methionine γ-Lyase and Their Mechanism
  作者：Nobuyoshi Esaki、Torn Nakayama、Seiji Sawada、Hidehiko Tanaka、Kenji Soda

  DOI：10.1080/00021369.1984.10866438

  日期：1984.8.1

  L-Methionine γ-lyase (EC 4.4.1.11) catalyzes α,γ-elimination of O-substituted L-homoserines (i.e., ROCH2CH2CH(NH2)COOH; R = acetyl, succinyl, or ethyl) to produce α-ketobutyrate, ammonia, and the corresponding carboxylate or alcohol, and also their γ-replacement reactions with various thiols to produce the corresponding S-substituted L-homocysteines. The reactivities of O-substituted L-homoserines in α,γ-elimination relative to that of L-methionine were as follows: O-acetyl, 140%; O-succinyl, 17%; and O-ethyl-L-homoserine, 99%. However, the enzyme does not catalyze the synthesis of O-substituted L-homoserines from alcohol or carboxylic acids in a γ-replacement reaction. We have analyzed the α,γ-elimination of O-acetyl-L-homoserine in deuterium oxide by 1H-NMR. The [β-2H, γ-2H]-species of α-ketobutyrate was exclusively formed from O-acetyl-L-homoserine. The enzyme catalyzes deamination of L-vinylglycine to give the identically labeled α-ketobutyrate species. Incubation of the enzyme with O-acetyl-L-homoserine resulted in the appearance of a new absorption band at 480 nm, which was observed also with L-vinylglycine. These results strongly suggest that the α,γ-elimination and γ-replacement reactions of O-acetyl-L-homoserine proceed through the stabilized α-carbanion of a Schiff base between pyridoxal 5'-phosphate and vinylglycine, which has been suggested as the key intermediate of L-methionine γ-lyase-caralyzed reactions of S-substituted L-homocysteines [N. Esaki, T. Suzuki, H. Tanaka, K. Soda and R. R. Rando, FEBS Lett., 84, 309 (1977).

  L-Methionine γ-裂解酶（EC 4.4.1.11）催化 O-取代的 L-高丝氨酸（即：ROCH2CH2CH(NH2)COOH；R = 乙酰基或乙基）的 α,γ-消除、ROCH2CH2CH(NH2)COOH；R = 乙酰基、琥珀酰基或乙基），生成 α-酮丁酸酯、氨和相应的羧酸酯或醇，以及它们与各种硫醇的 γ-置换反应，生成相应的 S-取代的 L-高半胱氨酸。与 L-蛋氨酸相比，O-取代的 L-高丝氨酸在 α,γ-消除反应中的反应活性如下：O-乙酰基为 140%；O-琥珀酰为 17%；O-乙基-L-高丝氨酸为 99%。然而，该酶不能催化以醇或羧酸为原料的 O-取代型 L-高丝氨酸的γ-置换反应。我们通过 1H-NMR 分析了 O-乙酰基-L-高丝氨酸在氧化氘中的α,γ-消除反应。α-酮丁酸的[β-2H, γ-2H]种类完全由 O-乙酰基-L-高丝氨酸形成。该酶催化 L-乙烯基甘氨酸的脱氨反应，从而产生标记相同的 α-酮丁酸。将该酶与 O-乙酰基-L-高丝氨酸混合后，在 480 纳米波长处出现了一条新的吸收带，在与 L-乙烯基甘氨酸混合时也观察到了这一现象。这些结果有力地表明，O-乙酰基-L-高丝氨酸的 α、γ-消除和 γ-置换反应是通过 5'- 磷酸吡哆醛和乙烯基甘氨酸之间的希夫碱的稳定化 α-碳酰基进行的。Esaki、T. Suzuki、H. Tanaka、K. Soda 和 R. R. Rando，FEBS Lett.，84，309（1977 年）。
• Compositions for use in golf balls
  申请人：Bulpett A. David

  公开号：US20050245652A1

  公开（公告）日：2005-11-03

  A golf ball comprises a core, an outer cover layer, and, optionally, an intermediate layer disposed between the core and the outer cover layer. The outer cover layer may comprise a polyurethane or polyurea composition. At least one portion of the golf ball comprises a composition that enhances physical properties and/or performance characteristics (e.g., coefficient of restitution) of the golf ball. Preferably, the coefficient of restitution of the core is 0.8 or greater.

  高尔夫球由内核、外覆盖层和可选的中间层组成，外覆盖层可以包括聚氨酯或聚脲组成。高尔夫球的至少一部分包含一种增强物理特性和/或性能特征（例如反弹系数）的组合物。最好，内核的反弹系数为0.8或更高。
• COMPOSITIONS FOR USE IN GOLF BALLS
  申请人：Sullivan Michael J.

  公开号：US20080227567A1

  公开（公告）日：2008-09-18

  A golf ball comprises a core, an outer cover layer, and, optionally, an intermediate layer disposed between the core and the outer cover layer. The outer cover layer may comprise a polyurethane or polyurea composition. At least one portion of the golf ball comprises a composition that enhances physical properties and/or performance characteristics (e.g., coefficient of restitution) of the golf ball. Preferably, the coefficient of restitution of the core is 0.8 or greater.

  一个高尔夫球包括一个核心、一个外覆盖层，以及可选的介质层，介质层位于核心和外覆盖层之间。外覆盖层可能包括聚氨酯或聚脲组成。高尔夫球的至少一部分包含一种增强高尔夫球物理性能和/或性能特征（例如反弹系数）的组成。最好，核心的反弹系数为0.8或更高。
• Compositions for Use in Golf Balls
  申请人：Bulpett David A.

  公开号：US20080176678A1

  公开（公告）日：2008-07-24

  A golf ball comprising a core and at least one layer disposed about the core, wherein at least one of the core or the layer is formed from a composition comprising a base polymer, a crosslink initiator, and an additive comprising an aromatic iodonium compound or an aromatic iodonium salt.

  一颗高尔夫球包括一个核心和至少一层沿核心排列的材料，其中核心或层中的至少一个是由包含基础聚合物、交联引发剂和添加剂的组合物形成的，该添加剂包括芳香碘化物或芳香碘化盐。
• NOVEL ISOXAZOLINE AND ISOXAZOLE FIBRINOGEN RECEPTOR ANTAGONISTS
  申请人：THE DU PONT MERCK PHARMACEUTICAL COMPANY

  公开号：EP0730590A1

  公开（公告）日：1996-09-11