p-aminophenyl-2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside | 59862-97-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: p-aminophenyl-2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside
• 英文别名: 4-aminophenyl tetra-O-acetyl-α-D-glucopyranoside；4-aminophenyl α-D-glucopyranoside tetraacetate；AcO-glu-NH2；[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(4-aminophenoxy)oxan-2-yl]methyl acetate
• CAS: 59862-97-4
• 化学式: C₂₀H₂₅NO₁₀
• 分子量: 439.419
• InChiKey: BXZPMBDMUIOXQQ-OBKDMQGPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  31
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  150
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  p-aminophenyl-2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside 生成
  参考文献：
  名称：

  Glucosylated Tris-bipyridine Ferrous Complexes: Construction of Hexavalent Saccharide Clusteres via Self-Assembly and Their Recognition by Lectin

  摘要：

  通过二价糖基化的 2,2′-联吡啶衍生物与氯化亚铁的自组装，制备了六价糖轭合物。α-和β-葡萄糖苷衍生物分别优先形成Λ-和Δ-立体异构体复合物。α-葡萄糖苷簇对 concanavalin A 的亲和力增强。

  DOI：

  10.1246/cl.2000.466
• 作为产物：
  描述：

  (4-硝基)苯基-2,3,4,6-四-o-乙酰基-alpha-d-吡喃葡萄糖苷 在 palladium on activated charcoal 氢气 作用下， 生成 p-aminophenyl-2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside
  参考文献：
  名称：

  4-(Sulfonylamino)phenyl α-D-glucopyranosides as competitive inhibitors of yeast α-glucosidase

  摘要：

  4-(4-硝基苯磺酰氨基)苯基和4-(2-萘磺酰氨基)苯基δ±-D-吡喃葡萄糖苷系列中的某些成员是酵母δ±-葡萄糖苷酶的极好的竞争性抑制剂。8 和 3.1 μmol dmâ3 ）优于 1-脱氧野尻霉素（Ki，14.6 μmol dmâ3 ）。

  DOI：

  10.1039/c39930001410

文献信息

• Resolution of Enantiomers Using Sugar-Carrying Polyisocyanides as Chiral Stationary Phases for HPLC
  作者：Akiko Tsuchida、Teruaki Hasegawa、Kazukiyo Kobayashi、Chiyo Yamamoto、Yoshio Okamoto

  DOI：10.1246/bcsj.75.2681

  日期：2002.12

  derivatives of α-/β-glucose and α-/β-galactose-carrying helical poly(phenyl isocyanide)s were used as chiral stationary phases (CSPs) for HPLC to estimate their chiral recognition abilities. CD spectroscopy suggested that the helix sense in these rigid helical polymers may be regulated by the chirality of the α- or β-anomeric center of the sugar moieties. Some 10 different types of racemates with functional

  3,5-二甲基苯基氨基甲酸酯衍生物的α-/β-葡萄糖和携带α-/β-半乳糖的螺旋聚（苯基异氰）被用作HPLC的手性固定相（CSP），以评估它们的手性识别能力。CD 光谱表明，这些刚性螺旋聚合物中的螺旋意义可能受糖部分 α-或 β-异头中心的手性调节。取决于悬垂糖的立体结构，大约 10 种不同类型的具有官能团的外消旋物被完全或部分解析。增强的手性识别能力归因于沿螺旋骨架的三维调控的糖阵列；也就是说，携带 α-葡萄糖的螺旋聚（苯基异氰）的 CSP 比相应的柔性聚（N-苯基丙烯酰胺）的 CSP 表现出更有效的对映分离。
• Luminescent Rhenium(I) Polypyridine Complexes Appended with an α-D-Glucose Moiety as Novel Biomolecular and Cellular Probes
  作者：Man-Wai Louie、Hua-Wei Liu、Marco Ho-Chuen Lam、Yun-Wah Lam、Kenneth Kam-Wing Lo

  DOI：10.1002/chem.201101399

  日期：2011.7.18

  Glowing sweets! Three luminescent rhenium(I) polypyridine complexes have been modified with an α‐D‐glucose moiety. Their biomolecular binding, bacterial staining, and cellular‐uptake properties have been examined (see figure). Various experimental results have indicated that glucose transporters play a very important role in the cellular uptake of these glucose complexes.

  发光的糖果！三种发光的（（I）聚吡啶配合物已被α- D-葡萄糖部分修饰。已经检查了它们的生物分子结合，细菌染色和细胞摄取特性（见图）。各种实验结果表明，葡萄糖转运蛋白在这些葡萄糖复合物的细胞摄取中起着非常重要的作用。
• Generation and screening of a dynamic combinatorial library
  申请人：Therascope AG

  公开号：EP1130009A1

  公开（公告）日：2001-09-05

  The present invention concerns a method for selectively establishing a dynamic combinatorial library of ligands binding to a target which binds at least two functionalities, which method comprises the following steps: selecting a plurality of functionalities which upon combination with each other are capable of forming an antity which may bind to the at least two functionalities in the target; linking at least two identical or different functionalities by at least one spacer group allowing reversible bond formation, thus creating discrete ligands; mixing together a plurality of a different discrete ligands having different combinations of functionalities; subjecting the mixture to conditions allowing a reversible bond formation and cleavage, hence a scrambling of the formalities; analyzing the mixture obtained; adding the target to the mixture; again analyzing the mixture, comparing the results obtained and identifying the functionality combinations which are most appropriate for the formation of a bond. In a further embodiment of the invention, the target is added when the discrete ligands are mixed together, in order to be present when the scrambling takes place.

  本发明涉及一种选择性地建立与至少两种功能结合的靶标结合配体动态组合库的方法，该方法包括以下步骤： 选择多个官能团，这些官能团相互组合后能够形成一个反体，该反体可与靶标中的至少两个官能团结合； 用至少一个间隔基团将至少两个相同或不同的官能团连接起来，形成可逆键，从而形成离散配体； 将具有不同官能团组合的多种不同离散配体混合在一起； 将混合物置于允许可逆键形成和裂解的条件下，从而扰乱形式； 分析得到的混合物； 将目标物加入混合物中； 再次分析混合物，比较所得结果，确定最适合形成键的官能度组合。 在本发明的另一个实施方案中，目标物是在离散配体混合在一起时加入的，以便在发生扰乱时出现。
• Solution casting method and polymer film
  申请人：Sugiura Masaru

  公开号：US20050077648A1

  公开（公告）日：2005-04-14

  A solvent in which dichloromethane is mixed with alcohol as a poor solvent is used for preparing a dope. Alcohol is supplied to the dope in a inline pipe to mix with a static mixer, such as a casting dope in which a composition of alcohol is increased. The temperature of the rotary drum is adjusted to −7° C. The casting dope is fed from a casting die to the rotary drum so as to form a casting film whose thickness is 40 μm. Since the content of alcohol is high and a storage modulus of the cooled casting film is at least 150 thousands Pa, the peeling defect does not occur, and the stretch is reduced as far as possible. A gel-like film is dried by a tenter type drying device, and stretched such that the stretch ratio is at most 110%. The produced film is thin and excellent in a surface condition and optical isotropy.

  二氯甲烷与作为劣质溶剂的酒精混合的溶剂用于制备涂料。酒精通过内联管道供应到涂料中，与静态混合器混合，如增加酒精成分的铸造涂料。将浇注料从浇注模具送入旋转滚筒，以形成厚度为 40 μm 的浇注膜。由于酒精含量高，冷却后的浇注膜的储存模量至少为 15 万帕，因此不会出现剥离缺陷，拉伸也尽可能减小。凝胶状薄膜由拉幅机干燥，拉伸率不超过 110%。生产出的薄膜很薄，表面状态和光学各向同性都很好。
• Selective α-glucosidase substrates and inhibitors containing short aromatic peptidyl moieties
  作者：Sangeun Park、Soonsil Hyun、Jaehoon Yu

  DOI：10.1016/j.bmcl.2011.02.062

  日期：2011.4

  We constructed a library of sugar-dipeptide conjugate to find out the best complementary against hydrophobic pocket of alpha-glucosidase. The best substrate showed 150-fold improved K-m value relative p-acetaminophenyl-alpha-D-glucopyranoside for alpha-glucosidase from Bacillus stearothermophillus. Using information from the complementary, we synthesized sp-WY and beta-Glc-sp-WY, which selectivity inhibited the cognate enzyme. (C) 2011 Elsevier Ltd. All rights reserved.