2,3,4,5,6-alpha-D-葡萄糖五乙酸酯 | 3891-59-6

• 物质功能分类: 生物化工 - 糖类化合物 - 单糖
• 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
• 中文名称: 2,3,4,5,6-alpha-D-葡萄糖五乙酸酯
• 中文别名: 葡糖五乙酸酯；α-β-D-葡萄糖五乙酸酯；2,3,4,5,6-α-D-葡萄糖五乙酸酯
• 英文名称: Penta-O-acetyl-aldehydo-D-glucose
• 英文别名: D-Glucose, 2,3,4,5,6-pentaacetate；[(2R,3R,4S,5R)-2,3,4,5-tetraacetyloxy-6-oxohexyl] acetate
• CAS: 3891-59-6
• 化学式: C₁₆H₂₂O₁₁
• 分子量: 390.344
• InChiKey: UAOKXEHOENRFMP-ZJIFWQFVSA-N

物化性质

• 熔点：
  110°C
• 沸点：
  435.58°C (rough estimate)
• 密度：
  1.3984 (rough estimate)
• LogP：
  1.27
• 物理描述：
  DryPowder

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  27
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  149
• 氢给体数：
  0
• 氢受体数：
  11

安全信息

• 海关编码：
  2932999099
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335

反应信息

• 作为反应物：
  描述：

  2,3,4,5,6-alpha-D-葡萄糖五乙酸酯 在 氢溴酸 作用下， 以 二氯甲烷 、 溶剂黄146 为溶剂， 反应 6.0h， 以86%的产率得到2,3,4,6-四乙酰氧基-alpha-D-吡喃葡萄糖溴化物
  参考文献：
  名称：

  Determination of free and glucosidically-bound volatiles in plants. Two case studies: L-menthol in peppermint (Mentha x piperita L.) and eugenol in clove (Syzygium aromaticum (L.) Merr. & L.M.Perry)

  摘要：

  This study arises from both the today's trend towards exploiting plant resources exhaustively, and the wide quantitative discrepancy between the amounts of commercially-valuable markers in aromatic plants and those recovered from the related essential oil. The study addresses the determination of both the qualitative composition and the exhaustive distribution of free and glucosidically-bound L-menthol in peppermint aerial parts (Menthe x piperita L., Lamiaceae) and of eugenol in dried cloves (Syzygium aromaticum (L.) Merr. 82 L.M.Perry, Myrtaceae), two plants known to provide widely ranging essential oil yields. The two markers were investigated in essential oils and residual hydrodistillation waters, before and after enzymatic hydrolysis. Their amounts were related to those in the headspace taken as reference.The results showed that the difference between marker compound in headspace and in essential oil amounted to 22.8% for L-menthol in peppermint, and 16.5% for eugenol in cloves. The aglycones solubilised in the residual hydrodistillation waters were 7.2% of the headspace reference amount for L-menthol, and 13.3% for eugenol, respectively representing 9.3% and 15.9% of their amounts in the essential oil. The amount of L-menthol from its glucoside in residual hydrodistillation waters was 20.6% of that in the related essential oil, while eugenol from its glucoside accounted for 7.7% of the amount in clove essential oil. The yield of L-menthol, after submitting the plant material to enzymatic hydrolysis before hydrodistillation, increased by 23.1%, and for eugenol the increase was 8.1%, compared to the amount in the respective conventional essential oils.This study also aimed to evaluate the reliability of recently-introduced techniques that are little applied, if at all, in this field. The simultaneous use of high-concentration-capacity sample preparation techniques (SBSE, and HS-SPME and in-solution SPME) to run quali-quantitative analysis without sample manipulation, and direct LC-MS glucoside analysis, provided cross-validation of the results. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2015.06.017
• 作为产物：
  描述：

  penta-O-acetyl-aldehydo-D-glucose oxime 在 盐酸 、 乙醇 、 sodium nitrite 作用下， 生成 2,3,4,5,6-alpha-D-葡萄糖五乙酸酯
  参考文献：
  名称：

  A New Synthesis of Aldehydo Sugar Acetates¹

  摘要：

  DOI：

  10.1021/ja01323a045

文献信息

• 2,5-DIALKYL-4-H/HALO/ETHER-PHENOL COMPOUNDS
  申请人：Tansna Therapeutics Inc.

  公开号：US20150148430A1

  公开（公告）日：2015-05-28

  The present disclosure provides phenolic compounds useful in the treatment of neurological conditions such as convulsions and tremors, having the structure of Formula (I): wherein R 2 , R 4 , & R 5 , are as defined in the detailed description; pharmaceutical compositions comprising at least one of the compounds; and methods for treating neurological conditions.

  本公开提供用于治疗诸如惊厥和震颤等神经学状况的酚类化合物，其具有公式（I）的结构： 其中R2、R4和R5如详细描述中定义；包含至少一种该化合物的药物组合物；以及用于治疗神经学状况的方法。
• [EN] HYDROLYTICALLY LABILE PRO-FRAGRANCES CONTAINING α,β UNSATURATED ESTERS<br/>[FR] PRO-PARFUMS HYDROLYTIQUEMENT LABILES CONTENANT DES ESTERS α,β INSATURÉS
  申请人：HENKEL AG & CO KGAA

  公开号：WO2020058058A1

  公开（公告）日：2020-03-26

  The present invention pertains to pro-fragrances and relates to a pro-fragrance compound of the formula (I). Furthermore, the invention relates to compositions, a laundry product, a home care product, and an insect repellant, comprising the compound of formula (I). Also encompassed are a method for preparing the compound of formula (I) and uses of a compound of formula (I) for increasing the longlastingness of a fragrance, for increasing the stability and perception of a fragrance, and for improving the adhesion of a fragrance to textiles.

  本发明涉及前香料，涉及公式(I)的前香料化合物。此外，该发明涉及包含公式(I)化合物的组合物、洗涤产品、家用产品和驱虫剂。还包括一种制备公式(I)化合物的方法，以及利用公式(I)化合物增加香气的持久性、增加香气的稳定性和感知性，以及改善香气附着在纺织品上的用途。
• [EN] A NOVEL SYNTHETIC NEISSERIA MENINGITIDIS SEROGROUP A OLIGOMER AND PROCESS FOR SYNTHESIZING THEREOF<br/>[FR] NOUVEL OLIGOMÈRE SYNTHÉTIQUE DE NEISSERIA MENINGITIDIS DE SÉROGROUPE A ET SON PROCÉDÉ DE SYNTHÈSE
  申请人：MSD WELLCOME TRUST HILLEMAN LABORATORIES PVT LTD

  公开号：WO2018173068A1

  公开（公告）日：2018-09-27

  The present invention relates to novel synthetic Neisseria meningitidis Serogroup A (hereinafter MenA) capsular polysaccharide repeating unit oligomer and a process for synthesizing said synthetic MenA capsular polysaccharide repeating unit oligomer. More specifically, the present invention relates to the chemical synthesis of the tetramer of MenA capsular polysaccharide repeating unit capable of being used as a candidate in the development of semisynthetic or fully synthetic conjugate vaccines as monovalent or as a part of combination vaccines against Meningococcal serogroup A bacterial infection.

  本发明涉及新型合成的A群脑膜炎球菌（以下简称MenA）胶囊多糖重复单元寡聚体，以及合成该合成MenA胶囊多糖重复单元寡聚体的方法。更具体地，本发明涉及MenA胶囊多糖重复单元四聚体的化学合成，可用作开发半合成或全合成结合疫苗的候选物，作为单价疫苗或作为结合疫苗中针对A群脑膜炎球菌感染的组合疫苗的一部分。
• Preparation of Thiosugars and Their Use
  申请人：Davis Benjamin Guy

  公开号：US20090176970A1

  公开（公告）日：2009-07-09

  A process for the preparation of a thiosaccharide represented by Saccharide-S-H wherein Saccharide comprises at least 4 sugar units, comprises subjecting a corresponding compound of the formula (P)Saccharide-S-(P) wherein (P) represents an O- or S-protecting group(s), to Birch reduction.

  一种制备由糖硫代糖（Saccharide-S-H）表示的硫代糖的方法，其中糖代表至少4个糖单元，包括将具有以下结构的相应化合物（P）糖硫代糖（P）进行桦还原：（P）糖硫代糖（P），其中（P）代表一个或多个O-或S-保护基。
• Fingerprint-Detection of Sugar-Binding Proteins Generated by Labeled Structured Glycopeptides Arrays
  作者：Takayasu Kawasaki、Takafumi Ohyama、Akiyoshi Hirata、Kiyoshi Nokihara

  DOI：10.1246/bcsj.20100009

  日期：2010.7.15

  Based on a novel biochip-concept involving labeled structured peptides and the “protein-fingerprint” method, the construction of O-glycopeptide-array on a novel chip material and their use for biodetection are described.

  基于涉及标记结构化肽和“蛋白质指纹”方法的新型生物芯片概念，描述了在新型芯片材料上构建O-糖肽阵列及其用于生物检测的应用。