丙基 BETA-D-吡喃葡萄糖苷 | 34384-77-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 丙基 BETA-D-吡喃葡萄糖苷
• 中文别名: beta-d-吡喃葡萄糖苷丙酯；丙基BETA-D-吡喃葡萄糖苷
• 英文名称: Propyl-β-D-glucopyranosid
• 英文别名: Propyl beta-D-glucopyranoside；(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-propoxyoxane-3,4,5-triol
• CAS: 34384-77-5
• 化学式: C₉H₁₈O₆
• 分子量: 222.238
• InChiKey: ITOWTHYPYGRTRL-SYHAXYEDSA-N

物化性质

• 熔点：
  95-97 °C
• 沸点：
  402.9±45.0 °C(Predicted)
• 密度：
  1.34±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  99.4
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  丙基 BETA-D-吡喃葡萄糖苷 在 almond meal 作用下， 以 水 为溶剂， 反应 336.0h， 生成 戊基BETA-D-吡喃葡萄糖苷
  参考文献：
  名称：

  Significantly Improved Equilibrium Yield of Long-Chain Alkyl Glucosides via Reverse Hydrolysis in a Water-Poor System Using Cross-Linked Almond Meal as a Cheap and Robust Biocatalyst

  摘要：

  An array of ten beta-D-glueopyranosides with varied alkyl chain lengths were enzymatically synthesized. It was found that for longer alkyl chains a lower initial rate and final yield of glucoside was obtained except for methyl glucoside because of the severe toxicity of methanol to the enzyme. From a thermodynamics point of view, the equilibrium constant and Gibbs free energy variation of the glucoside syntheses were systematically investigated. To improve the final yields of the glucosides containing long alkyl chains the equilibrium of the enzymatic glucoside synthesis was altered. The equilibrium yield of decyl beta-D-glucoside increased from 1.9% to 6.1% when the water content was reduced from 10% to 5% (v/v) using tert-butanol as a cosolvent and 0.10 mol/L of glucose as a substrate. As for the other longer alkyl chain glucosides, heptyl beta-D-glucoside was found to have significant surface activity as well.

  DOI：

  10.1016/s1872-2067(11)60333-1
• 作为产物：
  描述：

  戊基BETA-D-吡喃葡萄糖苷 在 almond meal 作用下， 以 水 为溶剂， 反应 336.0h， 生成 丙基 BETA-D-吡喃葡萄糖苷
  参考文献：
  名称：

  Significantly Improved Equilibrium Yield of Long-Chain Alkyl Glucosides via Reverse Hydrolysis in a Water-Poor System Using Cross-Linked Almond Meal as a Cheap and Robust Biocatalyst

  摘要：

  An array of ten beta-D-glueopyranosides with varied alkyl chain lengths were enzymatically synthesized. It was found that for longer alkyl chains a lower initial rate and final yield of glucoside was obtained except for methyl glucoside because of the severe toxicity of methanol to the enzyme. From a thermodynamics point of view, the equilibrium constant and Gibbs free energy variation of the glucoside syntheses were systematically investigated. To improve the final yields of the glucosides containing long alkyl chains the equilibrium of the enzymatic glucoside synthesis was altered. The equilibrium yield of decyl beta-D-glucoside increased from 1.9% to 6.1% when the water content was reduced from 10% to 5% (v/v) using tert-butanol as a cosolvent and 0.10 mol/L of glucose as a substrate. As for the other longer alkyl chain glucosides, heptyl beta-D-glucoside was found to have significant surface activity as well.

  DOI：

  10.1016/s1872-2067(11)60333-1

文献信息

• POLYMER STABILIZER
  申请人：KIMURA Yoshikazu

  公开号：US20100179253A1

  公开（公告）日：2010-07-15

  A polymer stabilizer comprising the following alkoxy compound: the alkoxy compound: a compound obtained by alkoxylating at least one hydroxyl group contained in a compound of the following formula (1) containing one formyl group or carbonyl group and (n− 1 ) hydroxyl groups in the molecule with an alkyl group having 1 to 12 carbon atoms: C n H 2n O n (1) (wherein, n represents an integer of 3 or more).

  一种聚合物稳定剂，包含以下烷氧基化合物：所述烷氧基化合物是通过将含有以下通式（1）中的一个甲酰基或羰基以及分子中（n-1）个羟基的化合物中的至少一个羟基进行烷氧基化而得到的化合物，其中烷基团含有1至12个碳原子：CnH2nOn（1）（其中，n代表3或以上的整数）。
• Stereoselective enzymatic galactosylation of C-glucosides
  作者：Luigi Panza、Pietro L. Chiappini、Giovanni Russo、Daniela Monti、Sergio Riva

  DOI：10.1039/a701747b

  日期：——

  The enzyme β-1,4-galactosyl transferase from bovine colostrum (GalT) is able stereoselectively to galactosylate C-glucosides (i.e. 1 and 4), precursors of stable glycoconjugate analogues, and a systematic investigation of the structural modifications at C-1 and/or C-5 of the glycosides that can be accepted by this enzyme has been undertaken, adding information to the currently accepted model of substrate binding into the GalT active site.

  牛初乳中的β-1,4-半乳糖基转移酶（GalT）能够立体选择性地半乳糖基化C-葡萄糖苷（即1和4）--稳定的糖苷类似物的前体--并对该酶可接受的糖苷的C-1和/或C-5结构修饰进行了系统研究，为目前公认的底物结合到GalT活性位点的模型增添了信息。
• Сonformational study of persulfated propyl glucuronide
  作者：Alexey G. Gerbst、Dmitry Z. Vinnitsky、Andrey S. Dmitrenok、Nadezhda E. Ustyuzhanina、Nikolay E. Nifantiev

  DOI：10.1016/j.carres.2017.11.009

  日期：2018.1

  investigators reported previously that the exhaustively sulfated glucuronic acid moiety was characterized with unusual 1H-1H coupling constants and some times chemical shifts, these were just qualitative studies in which their authors suggested that the mentioned deviations in NMR spectra might mean complete inversion of the normal D-pyranoside chair conformation 4C1 to 1C4. Herein we outline a detailed conformational

  葡萄糖醛酸是生物活性糖胺聚糖的重要组成部分，它可以以非硫酸化，单硫酸化和二硫酸化形式存在。尽管以前有一些研究者报道说，硫酸化的葡萄糖醛酸部分被完全硫酸化，具有异常的1H-1H偶合常数和一些化学位移，但这些只是定性研究，他们的作者认为NMR谱中提到的偏差可能意味着完全倒置。正常的D-吡喃糖苷椅构型4C1至1C4。在这里，我们概述了详细的构象研究，表明过硫酸化葡萄糖醛酸的吡喃糖苷环中的畸变不能简单地用4C1↔1C4反转来描述。取而代之的是，实验性NOE数据清楚地表明，有两个偏斜船守者OS2和3S1
• A New Method of Synthesis of Alkyl β-Glycosides Using Sucrose as Sugar Donor
  作者：Kuniki KINO、Ryoko SATAKE、Takayuki MORIMATSU、Shoko KURATSU、Yu SHIMIZU、Masaru SATO、Kohtaro KIRIMURA

  DOI：10.1271/bbb.80097

  日期：2008.9.23

  Cellobiose phosphorylase from Clostridium thermocellum catalyzed the beta-anomer-selective synthesis of alkyl glucosides from cellobiose. Synthesis of alkyl beta-glucoside from inexpensive sucrose using cellobiose phosphorylase and sucrose phosphorylase from Pseudomonas saccharophilia was investigated. By combined use of these two phosphorylases, alkyl beta-glucoside was anomer-selectively synthesized

  热纤梭菌的纤维二糖磷酸化酶催化了纤维二糖的β-端头异构体选择性合成烷基葡糖苷。研究了使用纤维二糖磷酸化酶和嗜糖假单胞菌的蔗糖磷酸化酶由廉价的蔗糖合成烷基β-葡萄糖苷的方法。通过结合使用这两种磷酸化酶，由蔗糖和烷基醇选择性地合成烷基β-葡糖苷。
• Compositions and methods for analyzing biomolecules using mass spectroscopy
  申请人：Pope Marshall Robert

  公开号：US20060214104A1

  公开（公告）日：2006-09-28

  Compositions and methods for mass spectroscopy are disclosed. The compositions and methods relate to the analysis of proteins and other biopolymers using mass spectroscopy, particularly matrix-assisted laser desorption time-of-flight mass spectrometry (MALDI-TOF MS).

  本发明揭示了用于质谱分析的组合物和方法。所述组合物和方法涉及使用质谱分析分析蛋白质和其他生物高分子，尤其是基质辅助激光解吸飞行时间质谱（MALDI-TOF MS）。