o-nitrophenyl β-D-mannopyranoside | 81132-76-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: o-nitrophenyl β-D-mannopyranoside
• 英文别名: (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-(2-nitrophenoxy)oxane-3,4,5-triol
• CAS: 81132-76-5
• 化学式: C₁₂H₁₅NO₈
• 分子量: 301.253
• InChiKey: KUWPCJHYPSUOFW-LDMBFOFVSA-N

物化性质

• 沸点：
  572.4±50.0 °C(Predicted)
• 密度：
  1.599±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  145
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  o-nitrophenyl β-D-mannopyranoside 在 Os₄BGlu₁₃ 作用下， 以 aq. acetate buffer 为溶剂， 反应 0.25h， 生成 对硝基苯酚
  参考文献：
  名称：

  Identification of rice Os4BGlu13 as a β-glucosidase which hydrolyzes gibberellin A4 1-O-β-d-glucosyl ester, in addition to tuberonic acid glucoside and salicylic acid derivative glucosides

  摘要：

  Gibberellin 1-O-beta-D-glucose ester hydrolysis activity has been detected in rice seedling extracts, but no enzyme responsible for this activity has ever been purified and identified. Therefore, gibberellin A4 glucosyl ester (GA(4)-GE) beta-D-glucosidase activity was purified from ten-day rice seedling stems and leaves. The family 1 glycoside hydrolase Os4BGlu13 was identified in the final purification fraction. The Os4BGlu13 cDNA was amplified from rice seedlings and expressed as an N-terminal thioredoxin-tagged fusion protein in Escherichia coll. The purified recombinant Os4BGlu13 protein (rOs4BGlu13) had an optimum pH of 4.5, for hydrolysis of p-nitrophenyl beta-D-glucopyranoside (pNPGlc), which was the best substrate identified, with a k(cat)/K-m of 637 mM(-1) s(-1). rOs4BGlu13 hydrolyzed helicin best among natural glycosides tested (K-cat/K-m, of 74.4 mM(-1) s(-1)). Os4BGlu13 was previously designated tuberonic acid glucoside (TAG) beta-glucosidase (TAGG), and here the k(cat)/K-m of rOsBGlu13 for TAG was 6.68 mM(-1) s(-1), while that for GA4-GE was 3.63 mM(-1) s(-1) and for salicylic acid glucoside (SAG) is 0.88 mM(-1) s(-1). rOs4BGlu13 also hydrolyzed oligosaccharides, with preference for short beta-(1 -> 3)-linked over beta-(1 -> 4)linked glucooligosaccharides. The enzymatic data suggests that Os4BGlu13 may contribute to TAG, SAG, oligosaccharide and GA4-GE hydrolysis in the rice plant, although helicin or a similar compound may be its primary target. (C) 2015 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.abb.2015.07.021
• 作为产物：
  描述：

  2,3:4,6-di-O-cyclohexylidene-α-D-mannopyranose 在 三苯基膦 、 三氟乙酸 、 偶氮二甲酸二乙酯 作用下， 以 甲苯 为溶剂， 反应 1.0h， 生成 o-nitrophenyl β-D-mannopyranoside
  参考文献：
  名称：

  Kyosaka, Shigehisa; Murata, Sanae; Tanaka, Mitsuya, Chemical and pharmaceutical bulletin, 1983, vol. 31, # 11, p. 3902 - 3905

  摘要：

  DOI：

文献信息

• ENZYMES THAT CLEAVE NON-GLYCOSIDIC ETHER BONDS BETWEEN LIGNINS OR DERIVATIVES THEREOF AND SACCHARIDES
  申请人：Tethys Research LLC

  公开号：EP3161134B1

  公开（公告）日：2022-01-19
• US9796969B2
  申请人：——

  公开号：US9796969B2

  公开（公告）日：2017-10-24