p-nitrophenyl 4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2,3,6-tri-O-acetyl-β-D-glucopyranoside | 84034-75-3

• 物质功能分类: 生物化工 - 糖类化合物 - 寡糖
• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: p-nitrophenyl 4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2,3,6-tri-O-acetyl-β-D-glucopyranoside
• 英文别名: 4-nitrophenyl-2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1→4)-2,3,6-tetra-O-acetyl-β-D-glucopyranoside；4-nitrophenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1→4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside；4-nitrophenyl 4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2,3,6-tri-O-acetyl-β-D-glucopyranoside；p-nitrophenyl hepta-O-acetyl-β-D-lactose；(4-nitro-phenyl)-[O²,O³,O⁶-triacetyl-O⁴-(tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside]；(4-Nitro-phenyl)-[O²,O³,O⁶-triacetyl-O⁴-(tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosid]；4-Nitrophenyl hepta-O-acetyl-b-lactoside；[(2R,3R,4S,5R,6S)-4,5-diacetyloxy-6-(4-nitrophenoxy)-3-[(2S,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl acetate
• CAS: 84034-75-3
• 化学式: C₃₂H₃₉NO₂₀
• 分子量: 757.656
• InChiKey: NAPXHRWKTGFZTP-TZDACTGUSA-N

物化性质

• 沸点：
  761.1±60.0 °C(Predicted)
• 密度：
  1.41±0.1 g/cm3(Predicted)
• 溶解度：
  甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  53
• 可旋转键数：
  20
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  267
• 氢给体数：
  0
• 氢受体数：
  20

安全信息

• 安全说明：
  S22,S24/25
• WGK Germany：
  3
• 海关编码：
  29400090
• 储存条件：
  -20°C

反应信息

• 作为反应物：
  描述：

  p-nitrophenyl 4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2,3,6-tri-O-acetyl-β-D-glucopyranoside 在 palladium on activated charcoal sodium methylate 、 ammonium formate 、 三乙胺 作用下， 以 甲醇 为溶剂， 反应 0.08h， 生成 N-[4-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxyphenyl]prop-2-enamide
  参考文献：
  名称：

  Syntheses and transformations of glycohydrolase substrates into protein conjugates based on Michael additions

  摘要：

  通过相转移催化，糖基氯化物 1 和溴化物 2 及 3 被立体定向转化为对硝基苯基糖苷；这些糖水解酶底物被还原和 N-丙烯酰化，从而产生迈克尔受体，与蛋白质的胺功能发生反应。

  DOI：

  10.1039/c39910000536
• 作为产物：
  描述：

  1',2',3',6',2,3,4,6-octa-O-acetyl-β-D-lactose 在 2,6-二甲基吡啶 、 氢溴酸 、 silver carbonate 作用下， 以 二氯甲烷 、 溶剂黄146 、 乙腈 为溶剂， 反应 16.0h， 生成 p-nitrophenyl 4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2,3,6-tri-O-acetyl-β-D-glucopyranoside
  参考文献：
  名称：

  [EN] BEVERAGE DISPENSING EQUIPMENT
  [FR] ÉQUIPEMENT DE DISTRIBUTION DE BOISSON

  摘要：

  描述了用于减少生物污染的装置和方法，例如啤酒供应设备中的生物污染。

  公开号：

  WO2016180729A1

文献信息

• Glycosynthase with Broad Substrate Specificity - an Efficient Biocatalyst for the Construction of Oligosaccharide Library
  作者：Jinhua Wei、Xun Lv、Yang Lü、Gangzhu Yang、Lifeng Fu、Liu Yang、Jianjun Wang、Jianhui Gao、Shuihong Cheng、Qian Duan、Cheng Jin、Xuebing Li

  DOI：10.1002/ejoc.201201507

  日期：2013.4

  A versatile glycosynthase (TnG-E338A) with strikingly broad substrate scope has been developed from Thermus nonproteolyticus β-glycosidase (TnG) by using site-directed mutagenesis. The practical utility of this biocatalyst has been demonstrated by the facile generation of a small library containing various oligosaccharides and a steroidal glycoside (total 25 compounds) in up to 100 % isolated yield

  通过使用定点诱变从非蛋白水解栖热菌 β-糖苷酶 (TnG) 中开发出一种多功能糖合酶 (TnG-E338A)，其底物范围非常广泛。这种生物催化剂的实际效用已通过以高达 100% 的分离产率轻松生成包含各种寡糖和甾体糖苷（总共 25 种化合物）的小型文库得到证明。此外，该酶在一锅平行反应中很容易合成了一系列八种低聚糖，这突出了其在碳水化合物库的组合构建中的潜力，这将有助于糖组学和糖治疗研究。值得注意的是，该酶提供了一种可以将糖合酶技术扩展到组合化学的方法。
• Glycosylated lanthanide cyclen complexes as luminescent probes for monitoring glycosidase enzyme activity
  作者：Helen M. Burke、Thorfinnur Gunnlaugsson、Eoin M. Scanlan

  DOI：10.1039/c6ob01712f

  日期：——

  Glycosylated lanthanide cyclen complexes have been prepared and investigated as luminescent probes for glycosidase enzyme activity and lectin binding.

  已经制备并研究了糖基化镧系环氮化合物，作为糖苷酶酶活性和凝集素结合的发光探针。
• Synthesis and Inhibitory Activity Evaluation of 2,6-Disubstituted Purine Derivatives
  作者：Hongxia Liu、Libo Li、Shaikh Qurat-ul-ain、Tao Jiang

  DOI：10.1002/jhet.1959

  日期：2015.3

  novel 2,6‐disubstituted purine derivatives were designed and synthesized from 2,6‐dichloropurine. The structures of target compounds were determined by 1H‐NMR, 13C‐NMR, and HRMS. The synthesized compounds were evaluated for their inhibitory activities against lung cancer cell lines of A549 and liver cancer cell lines of Bel‐7402. 2‐(4‐Benzyloxy‐phenylamino)‐6‐(cyclohexylamino)purine(3), 2‐(4‐chloro‐phe

  由2,6-二氯嘌呤设计并合成了一系列新颖的2,6-二取代嘌呤衍生物。目标化合物的结构由1 H-NMR，13 C-NMR和HRMS确定。评估了合成的化合物对A549肺癌细胞系和Bel-7402肝癌细胞系的抑制活性。2-（4-苄氧基-苯基氨基）-6-（环己基氨基）嘌呤（3），2-（4-氯-苯基氨基）-6-（正丁基氨基）嘌呤（5），2-（4-吗啉代氨基）- 6-（4-羟基-苯基氨基）嘌呤（9）和2-（4 - O-半乳糖基-苯基氨基）-6-（环己基氨基）嘌呤（12）表现出中等的抑制活性。
• Glycosylated tris-bipyridine ferrous complexes to provide dynamic combinatorial libraries for probing carbohydrate–carbohydrate interactions
  作者：Motomi Nakamura、Mayuka Tsutsumi、Yoshiaki Ishikawa、Haruka Umemiya、Toki Hasegawa、Kazumi Izawa、Haruka Abe、Yosuke Togashi、Tatsuya Kinone、Sho Sekiguchi、Mihiro Igumi、Kanako Ide、Teruaki Hasegawa

  DOI：10.1016/j.tet.2013.01.095

  日期：2013.4

  2,2-Bipyridines having beta-lactoside, beta-D-glucoside, beta-D-galactoside, and N-acetyl-beta-D-glucosaminide were prepared and then, complexed with ferrous ion to afford trivalent glycoclusters having tris-bipyridine ferrous complex cores. Each glycocluster provides a dynamic combinatorial library composed of four diastereomeric stereoisomers (Delta mer, Delta fac, Delta mer, and Delta fac) whose ratios depend on their relative stabilities. CD spectral analyses of these glycoclusters showed that various cations (Na+, Mg2+, K+ or Ca2+) enriched Delta-forms of the glycocluster having beta-lactosides and N-acetyl-beta-D-glucosaminides possibly by cations-induced intramolecular carbohydrate-carbohydrate interactions. (C) 2013 Elsevier Ltd. All rights reserved.
• Garegg, Per J.; Hultberg, Hans; Ortega, Carmen, Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1982, vol. 36, # 8, p. 513 - 514
  作者：Garegg, Per J.、Hultberg, Hans、Ortega, Carmen、Samuelsson, Bertil

  DOI：——

  日期：——