5-Phenylpentyl β-D-galactopyranoside

• 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: 5-Phenylpentyl β-D-galactopyranoside
• 英文别名: (2R,3R,4S,5R,6R)-2-(hydroxymethyl)-6-(5-phenylpentoxy)oxane-3,4,5-triol
• 化学式: C₁₇H₂₆O₆
• 分子量: 326.39
• InChiKey: RDTNQDQALRQETG-DRRXZNNHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  99.4
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  Lactose 、 苯戊醇 在 glycolipid-coated β-D-galactosidase (EC 3.2.1.23 from Escherichia coli) 作用下， 反应 192.0h， 生成 5-Phenylpentyl β-D-galactopyranoside
  参考文献：
  名称：

  A Facile Transgalactosylation catalyzed by a Lipid-Coated β-D-Galactosidase in the Water-Organic Two Phases

  摘要：

  一种脂质包被的β-D-半乳糖苷酶可以作为水-有机两相中转半乳糖基化的高效催化剂：脂肪性脂质包被的酶和醇在异丙醚中被溶解，并与乳糖（半乳糖基供体）的水溶液混合。当使用天然的β-D-半乳糖苷酶进行相同反应时，由于酶在界面处失活，既未发生转半乳糖基化反应，也未发生水解反应。

  DOI：

  10.1246/cl.1997.73

文献信息

• A variety of lipid-coated glycoside hydrolases as effective glycosyl transfer catalysts in homogeneous organic solvents
  作者：Toshiaki Mori、Yoshio Okahata

  DOI：10.1016/s0040-4039(97)00251-7

  日期：1997.3

  Various lipid-coated glycoside hydrolases were prepared, which act as efficient catalysts for transglycosylation of α-D- and β-D-mannoside, N-acetyl-β-D-glucosaminide, β-D-glucoside, and β-D-galactoside to hydrophobic acceptor alcohols in dry isopropyl ether. The enzyme activity for the glycosylation depended on coating lipids as well as origin or kind of enzymes.

  制备了各种脂质包覆的糖苷水解酶，它们可作为α-D-和β-D-甘露糖苷，N-乙酰基-β-D-氨基葡萄糖苷，β-D-葡萄糖苷和β-D-半乳糖苷转糖基化的有效催化剂在干燥的异丙醚中制得疏水性受体醇。糖基化的酶活性取决于包被的脂质以及酶的来源或种类。
• Effective biocatalytic transgalactosylation in a supercritical fluid using a lipid-coated enzyme
  作者：Toshiaki Mori、Yoshio Okahata

  DOI：10.1039/a806168h

  日期：——

  A lipid-coated β-D-galactosidase is soluble and acts as an efficient trangalactosylation catalyst (the reverse hydrolysis reaction) in supercritical carbon dioxide (scCO2).

  涂有脂质的β-D-半乳糖苷酶是可溶的，在超临界二氧化碳（scCO2）中可作为高效的反式半乳糖基化催化剂（逆水解反应）。
• Reversible Control of Enzymatic Transglycosylations in Supercritical Fluoroform Using a Lipid-Coated β-<scp>d</scp>-Galactosidase
  作者：Toshiaki Mori、Ming Li、Atsushi Kobayashi、Yoshio Okahata

  DOI：10.1021/ja0169522

  日期：2002.2.1

  The transgalactosylation rate catalyzed by the lipid-coated beta-d-galactosidase in supercritical fluoroform (scCHF3) can be reversibly controlled by changing temperature or pressure (reflecting polarity changes) without damaging enzymes.

  由脂质包被的 β-d-半乳糖苷酶在超临界氟仿 (scCHF3) 中催化的转半乳糖基化速率可以通过改变温度或压力（反映极性变化）来可逆地控制，而不会损坏酶。
• Stabilized biocatalysts and methods of bioconversion using the same
  申请人：Kwon Seok-Joon

  公开号：US20050176096A1

  公开（公告）日：2005-08-11

  The present invention relates to a biocatalyst displayed on spore or virus surface and a method of bioconversion using the same, in particular to a method of bioconversion using a biocatalyst, which comprises the steps of: (a) preparing a vector for spore surface display comprising a gene construct containing a gene encoding a display motif and a gene encoding the biocatalyst, wherein, when expressed, the gene construct expresses the display motif and the biocatalyst in a fusion form and the biocatalyst is displayed on a spore surface; (b) transforming a host cell with the vector for spore surface display; (c) displaying the biocatalyst on the spore surface of the host cell; (d) recovering the spore displaying on its surface the biocatalyst; and (e) performing the bioconversion reaction using the spore displaying on its surface the biocatalyst, and a biocatalyst.

  本发明涉及一种显示在孢子或病毒表面上的生物催化剂以及使用该催化剂进行生物转化的方法，特别是涉及一种使用生物催化剂进行生物转化的方法，该方法包括以下步骤：(a) 制备用于孢子表面显示的载体，该载体包含一个基因构建体，该基因构建体含有一个编码显示图案的基因和一个编码生物催化剂的基因，其中，当基因构建体表达时，显示图案和生物催化剂以融合形式表达，生物催化剂显示在孢子表面；(b) 用孢子表面显示载体转化宿主细胞； (c) 在宿主细胞的孢子表面显示生物催化剂； (d) 回收表面显示生物催化剂的孢子；以及 (e) 使用表面显示生物催化剂的孢子和生物催化剂进行生物转化反应。
• Effective transgalactosylation catalysed by a lipid-coated β-<scp>D</scp>-galactosidase in organic solvents
  作者：Yoshio Okahata、Toshiaki Mori

  DOI：10.1039/p19960002861

  日期：——

  A lipid-coated beta-D-galactosidase was prepared, which was soluble in most organic solvents such as diisopropyl ether, 2,2,4-trimethylpentane and benzene, but insoluble in aqueous solution. It could act as an efficient transgalactosylation catalyst for various hydrophobic alcohols with p-nitrophenyl beta-D-galactopyranoside in dry diisopropyl ether. When a native beta-D-galactosidase was used in aqueous solution containing acetonitrile for the same reaction, the yield of the transgalactosylation was low due to the predominant process of hydrolysis. The enzyme activity for the galactosylation depended on coating lipid molecules, the origin of the enzyme used, the reaction's organic solvents and the chemical structures of the acceptor alcohols.