戊基BETA-D-吡喃葡萄糖苷 | 66957-71-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 戊基BETA-D-吡喃葡萄糖苷
• 英文名称: pentyl β-D-glucoside
• 英文别名: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-pentoxyoxane-3,4,5-triol
• CAS: 66957-71-9
• 化学式: C₁₁H₂₂O₆
• 分子量: 250.292
• InChiKey: RYIWDDCNJPSPRA-KAMPLNKDSA-N

物化性质

• 熔点：
  89.5-90 °C
• 沸点：
  421.8±45.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  17
• 可旋转键数：
  6
• 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：

  戊基BETA-D-吡喃葡萄糖苷 在 水 作用下， 以 水 为溶剂， 反应 168.0h， 生成 庚基-β-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：

  1-pentanol 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 在 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 戊基BETA-D-吡喃葡萄糖苷
  参考文献：
  名称：

  短链单烷基β-D-葡萄糖苷晶体——它们是否形成立方晶体结构？

  摘要：

  三维液晶（LC）相，立方液晶相，已被广泛研究为由两亲化合物形成的迷人的分子组装系统。然而，在糖脂晶体研究中，类似结构仅在极少数情况下出现在脂质晶体状态中。在这项研究中，我们制备了烷基链长度n为 4 至 6 的短链正烷基 β-D-葡萄糖苷 (CnG)，并研究了它们的晶体结构。首先，差热分析 (DTA) 和热重分析 (TG) 测量分别显示了 C4G 和 C5G 水合晶体的形成。二、CnG( n= 4, 5, 6) 在无水和水合状态下使用温度控制的粉末 X 射线衍射 (PXRD) 测量进行检查。临界堆积参数 (CPPs) 小于 0.33 的 C4G 和 C5G 的水合物和无水晶体均形成立方晶相。根据每个 PXRD 曲线中的主要衍射峰计算的双层长度取决于 C5G 的结晶水分，但 C4G 没有证实有显着变化，表明每个亲水层的性质不同。然而，CPP 为 0.42 的 C6G 形成了具有类似于 C7G 和

  DOI：

  10.3390/molecules27144359

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）。
• Glycoconjugated Phthalocyanines as Photosensitizers for PDT – Overcoming Aggregation in Solution
  作者：Felix Bächle、Nikolai Siemens、Thomas Ziegler

  DOI：10.1002/ejoc.201901224

  日期：2019.11.14

  A series of glycoconjugated triazole‐and C‐glycoconjugated zinc(II) phthalocyanines was synthesized and characterized. It turned out that the aggregation behaviour in solution, promoted by the 1,2,3‐triazole linker, can be resolved by replacing the triazole with a C–C linkage. This led to enhanced photophysical properties of the C‐glycosylated Pcs. Cytotoxicity studies showed that these Pcs are possible

  合成并表征了一系列糖基结合的三唑-和C-糖基结合的锌（II）酞菁。结果表明，由1,2,3-三唑连接基促进的溶液中的聚集行为可以通过用CC连接取代三唑来解决。这导致C-糖基化的Pcs的光物理特性得到增强。细胞毒性研究表明，这些Pcs可能作为PDT的光敏剂。
• 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。
• Process for selective production of aryl 5-thio-beta-d- aldohexopyranosides
  申请人：Sato Masakazu

  公开号：US20050256317A1

  公开（公告）日：2005-11-17

  The present invention provides a method for preparing an aryl 5-thio-β-D-aldohexopyranoside derivative of Formula (III), which comprises reacting a 5-thio-D-aldohexopyranose derivative of Formula (I) with Ar—OH of Formula (II) in the presence of a phosphine represented by PR 11 R 12 R 13 and an azo reagent represented by R 21 —N═N—R 22 in accordance with the following scheme.

  本发明提供了一种制备式（III）的芳基5-硫代β-D-醛基己糖苷衍生物的方法，其中包括在磷化物PR11R12R13和偶氮试剂R21-N═N-R22的存在下，将式（I）的5-硫代-D-醛基己糖苷衍生物与式（II）的Ar—OH反应，反应方案如下：
• Aryl 5-thio-beta-d-glucopyranoside derivatives and remedies for diabetes containing the same
  申请人：Sato Masakazu

  公开号：US20050209309A1

  公开（公告）日：2005-09-22

  There is provided a 5-thio-β-D-glucopyranoside compound of the following formula, which has an inhibitory effect on SGLT2 activity, or a pharmaceutically acceptable salt thereof or a hydrate thereof. There is also provided a pharmaceutical preparation, particularly a prophylactic or therapeutic agent for diabetes, diabetes-related diseases or diabetic complications, which comprises such a compound as an active ingredient.

  提供了一种具有SGLT2活性抑制作用的5-硫代-β-D-葡萄糖吡喃糖苷化合物，或其药学上可接受的盐或水合物。还提供了一种制药制剂，特别是预防或治疗糖尿病、糖尿病相关疾病或糖尿病并发症的药物，其包含该化合物作为活性成分。