pentyl β-D-xylopyranoside | 6743-66-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: pentyl β-D-xylopyranoside
• 英文别名: hexyl β-xyloside；pentyl-β-D-xylopyranoside；Pentyl-β-D-xylopyranosid；(2R,3R,4S,5R)-2-pentoxyoxane-3,4,5-triol
• CAS: 6743-66-4
• 化学式: C₁₀H₂₀O₅
• 分子量: 220.266
• InChiKey: UKGDMORPSCYIOL-UTINFBMNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  79.2
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2,3,4-三-O-乙酰基-α-D-木吡喃糖苷溴 在 甲醇 、 氯仿 、 sodium methylate 、 silver(l) oxide 作用下， 生成 pentyl β-D-xylopyranoside
  参考文献：
  名称：

  Hori, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1958, vol. 78, p. 523,524

  摘要：

  DOI：

文献信息

• Role of hydrophobic residues in the aglycone binding subsite of a GH39 β-xylosidase in alkyl xylosides synthesis
  作者：Marjorie Ochs、Nicolas Belloy、Manuel Dauchez、Murielle Muzard、Richard Plantier-Royon、Caroline Rémond

  DOI：10.1016/j.molcatb.2013.06.001

  日期：2013.12

  The GH39 beta-xylosidase from Bacillus halodurans (BhXy139) was previously reported to catalyze the synthesis of alkyl xylosides from donors such as pNP beta-D-xylopyranoside or xylobiose and from aliphatic alcohols acting as acceptors with chain length inferior to five carbons. In the present study, the role played by aromatic residues present in the aglycone binding subsite of BhXy139 in the hydrolysis and transglycosylation reactions of the enzyme was investigated. In this way, site-directed mutagenesis was carried out in order to highlight the role of three targeted hydrophobic residues F116, F167 and Y284. These residues were replaced by alanine to decrease the steric hindrance or were mutated into serine to evaluate the impact of the presence of a polar residue into the aglycone binding subsite of BhXy139. Taking into account kinetic parameters and yields of transglycosylation, the function of each mutated residue in the catalytic mechanism was studied. Results concerning transglycosylation reactions in the presence of pentan-1-ol and octan-1-ol indicated that yields of transglycosylation were impacted both by the position and the nature of the mutated residues. These results were consistent with molecular docking performed with both acceptors which notably confirms that among the three targeted residues, F116 represents the most interesting one for mutagenesis to increase the transglycosylation reactions in presence of long chain alcohols. (C) 2013 Elsevier B.V. All rights reserved.
• EP0871620A4
  申请人：——

  公开号：EP0871620A4

  公开（公告）日：1999-10-27
• BIOCATALYTIC METHODS FOR SYNTHESIZING AND IDENTIFYING BIOLOGICALLY ACTIVE COMPOUNDS
  申请人：ENZYMED, Inc.

  公开号：EP0871620A1

  公开（公告）日：1998-10-21
• TALAROMYCES XYLANASE
  申请人：DSM N.V.

  公开号：EP1319079A1

  公开（公告）日：2003-06-18
• US7514110B1
  申请人：——

  公开号：US7514110B1

  公开（公告）日：2009-04-07