4-硝基苯-N-乙酰基-Alpha-D-氨基葡糖苷 | 10139-02-3

• 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 - 有机氧化合物
• 中文名称: 4-硝基苯-N-乙酰基-Alpha-D-氨基葡糖苷
• 中文别名: 对硝基苯基-N-乙酰-Α-D-氨基葡糖苷；对硝基苯-N-乙酰-Alpha-D-氨基葡萄糖苷；4-硝基苯-N-乙酰基-α-D-氨基葡糖苷
• 英文名称: 1-(4-nitrophenyl)-2-desoxy-2-acetylamino-α-D-glucopyranoside
• 英文别名: 4-nitrophenyl 2-acetamido-2-deoxy-α-D-glucopyranoside；p-Nitrophenyl 2-acetamido-2-deoxy-α-D-glucopyranoside；p-nitrophenyl-α-N-acetyl-D-glucosaminide；α-D-GlcNAc-OC6H4NO2-p；4-nitrophenyl α-D-GlcNAc；p-Nitrophenyl-2-acetamido-2-desoxy-β-D-glucopyranosid；4'-Nitrophenyl-2-acetamido-2-deoxy-alpha-D-glucopyranoside；N-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(4-nitrophenoxy)oxan-3-yl]acetamide
• CAS: 10139-02-3
• 化学式: C₁₄H₁₈N₂O₈
• mdl: MFCD00006592
• 分子量: 342.306
• InChiKey: OMRLTNCLYHKQCK-KSTCHIGDSA-N

物化性质

• 熔点：
  264 °C
• 沸点：
  477.77°C (rough estimate)
• 密度：
  1.3038 (rough estimate)
• 溶解度：
  DMSO（微溶）、甲醇（微溶）、水（微溶、加热）

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  154
• 氢给体数：
  4
• 氢受体数：
  8

安全信息

• 安全说明：
  S24/25
• WGK Germany：
  3
• 海关编码：
  29329990

反应信息

• 作为反应物：
  描述：

  4-硝基苯-N-乙酰基-Alpha-D-氨基葡糖苷 、 尾-D-Galactoside,2-nitrophenyl(9CI) 在 β-D-galactosidase from porcine liver 、 sodium acetate 作用下， 以 水 为溶剂， 反应 6.0h， 以83.8%的产率得到β-Gal-(1->6)-α-GlcNAc-OC6H4NO2-p
  参考文献：
  名称：

  通过用β-D-半乳糖苷酶的转糖基作用区域选择性合成β-D-半乳糖吡喃糖基-二糖的对硝基苯基糖苷。

  摘要：

  来自猪肝的β-D-半乳糖苷酶分别诱导Gal，GlcNAc和GalNAc的对硝基苯基糖苷受体从β-D-Gal-OC6H4NO2-o到β-6-D-Gal-OC6H4NO2-o的区域特异性转糖基化，从而提供β -Gal-（1-> 6）-α-Gal-OC6H4NO2-p，β-Gal-（1-> 6）-β-Gal-OC6H4NO2-p，β-Gal-（1-> 6） -alpha-GalNAc-OC6H4NO2-p，beta-Gal-（1-> 6）-beta-GalNAc-OC6H4NO2-p，beta-Gal-（1-> 6）-alpha-GlcNAc-OC6H4NO2-p β-Gal-（1-> 6）-β-GlcNAc-OC6H4NO2-p。该酶对α-糖苷受体显示出比相应的β-糖苷受体高得多的转糖基化活性。来自环状芽孢杆菌ATCC 31382的β-D-半乳糖苷酶的区域选择性在很大程度上取决于受体的性质。当

  DOI：

  10.1016/s0008-6215(99)00303-1

文献信息

• Crystal and Salt of 1-Cyclopropylmethyl-4-[2-(3,3,5,5-Tetramethylcyclohexyl)Phenyl]Piperazine
  申请人：Kotake Makoto

  公开号：US20080161566A1

  公开（公告）日：2008-07-03

  Salts and crystals of 1-cyclopropylmethyl-4-[2-(3,3,5,5-tetramethylcyclohexyl)phenyl]piperazine have excellent cell adhesion inhibitory action and cell infiltration inhibitory action, and are useful as therapeutic or prophylactic agents for various inflammatory diseases and autoimmune diseases associated with adhesion and infiltration of leukocytes, such as inflammatory bowel disease (particularly ulcerative colitis or Crohn's disease), irritable bowel syndrome, rheumatoid arthritis, psoriasis, multiple sclerosis, asthma and atopic dermatitis.

  1-环丙基甲基-4-[2-(3,3,5,5-四甲基环己基)苯基]哌嗪的盐和晶体具有极好的细胞黏附抑制作用和细胞浸润抑制作用，可用作治疗或预防与白细胞黏附和浸润有关的各种炎症性疾病和自身免疫性疾病的药物，例如炎症性肠病（尤其是溃疡性结肠炎或克罗恩病）、肠易激综合征、类风湿性关节炎、银屑病、多发性硬化症、哮喘和特应性皮炎。
• Compositions and methods for enzymatic detachment of bacterial and fungal biofilms
  申请人：The University of Medicine and Dentistry of New Jersey

  公开号：EP2302031A1

  公开（公告）日：2011-03-30

  Isolated nucleic acid sequences and amino acid sequences for soluble β-N-acetylglucosaminidase or active fragments or variants thereof which promote detachment of bacterial cells from a biofilm are provided. An isolated mutant bacteria which forms biofilm colonies which tightly adhere to surface but which are unable to release cells into the medium or spread over the surface is also provided. In additions, methods are described for modulating detachment of bacterial cells from biofilm by mutating soluble, β-N-acetylglucosaminidase or altering its expression or activity are also provided. Also provided are compositions, methods and devices for preventing, inhibiting and treating bacterial infections.

  提供了可溶性β-N-乙酰葡糖苷酶或其活性片段或变体的分离核酸序列和氨基酸序列，它们能促进细菌细胞从生物膜中脱离。此外，还提供了一种分离出的突变细菌，它能形成生物膜菌落，紧紧附着在表面上，但无法将细胞释放到培养基中或在表面上扩散。此外，还描述了通过突变可溶性β-N-乙酰葡糖胺苷酶或改变其表达或活性来调节细菌细胞从生物膜脱离的方法。还提供了用于预防、抑制和治疗细菌感染的组合物、方法和装置。
• Matahira, Yoshiharu; Ohno, Kyoko; Kawaguchi, Mitsuaki, Journal of Carbohydrate Chemistry, 1995, vol. 14, # 2, p. 213 - 226
  作者：Matahira, Yoshiharu、Ohno, Kyoko、Kawaguchi, Mitsuaki、Kawagishi, Hirokazu、Usui, Taichi

  DOI：——

  日期：——
• Substrate specificity of N-acetylhexosaminidase from Aspergillus oryzae to artificial glycosyl acceptors having various substituents at the reducing ends
  作者：Makoto Ogata、Xiaoxiong Zeng、Taichi Usui、Hirotaka Uzawa

  DOI：10.1016/j.carres.2006.11.004

  日期：2007.1

  The substrate specificity of N-acetylhexosaminidase (E.C. 3.2.1.51) from Aspergillus oryzae was examined using p-nitrophenyl 6-O-sulfo-N-acetyl-beta-D-glucosaminide (6-O-sulfo-GlcNAc-O-pNP) as the glycosyl donor and a series of beta-D-glucopyranosides and N-acetyl-beta-D-glucosaminides with variable aglycons at the anomeric positions as the acceptors. When beta-D-glucopyranosides with methyl (CH3) allyl (CH2CH=CH2), and phenyl (C6H5) groups at the reducing end were used as the acceptors, this enzyme transferred the 6-O-sulfo-GlcNAc moiety in the donor to the location of O-4 in these glycosyl acceptors with a high regioselectivity, producing the corresponding 6-O-sulfo-N-acetylglucosaminyl beta-D-glucopyranosides. However, beta-D-glucopyranose lacking aglycon was a poor substrate for transglycosylation. This A. oryzae enzyme could also accept various N-acetyl-beta-D-glucosaminides carrying hydroxyl (OH), methyl (CH3) propyl (CH2CH2CH3), allyl (CH2CH=CH2) and p-nitrophenyl (PNP; C6H4-NO2) groups at their aglycons, yielding 6-O-sulfo-N-acetylglucosaminyl-beta(1 -> 4)-disaccharide products. (c) 2006 Elsevier Ltd. All rights reserved.
• METHOD AND COMPOSITION FOR DETECTING BACTERIAL CONTAMINATION IN FOOD PRODUCTS
  申请人：BioControl Systems, Inc.

  公开号：EP0870054B1

  公开（公告）日：2008-07-30