vicianose | 149-55-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: vicianose
• 英文别名: 6-<α-L-Arabinosido>-D-glucose; Vicianose；6-(α-L-Arabinosido)-D-glucose; Vicianose；(3R,4S,5S,6R)-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxane-2,3,4,5-tetrol
• CAS: 149-55-3
• 化学式: C₁₁H₂₀O₁₀
• 分子量: 312.274
• InChiKey: QYNRIDLOTGRNML-ULAALWPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.7
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  169
• 氢给体数：
  7
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  蠶豆氰苷 在 β-primeverosidase 作用下， 以 various solvent(s) 为溶剂， 生成 vicianose
  参考文献：
  名称：

  Expression and Biochemical Characterization of β-Primeverosidase and Application of β-Primeverosylamidine to Affinity Purification

  摘要：

  β-Primeverosidase（PD）是一种家族1糖苷酶，催化β-早春花苷（6-O-β-d-木糖吡喃糖基-β-d-葡萄吡喃糖苷）水解，释放出早春花二糖。为了研究PD如何识别β-早春花苷的二糖部分，我们通过杆状病毒-昆虫细胞系统表达了重组PD。重组PD从High Five细胞中分泌出来，并进行了N-糖基化修饰和N端信号肽的正确切割。重组PD对β-早春花苷的糖苷部分表现出高度的底物特异性，与茶树中天然PD的底物特异性一致。接下来，合成了β-糖苷酰胺作为底物类似物抑制剂。β-早春花苷酰胺强烈抑制PD活性，而β-葡萄糖苷酰胺没有抑制作用。因此，β-早春花苷酰胺是一个理想的化学工具，用于探测PD活性位点中二糖的识别。使用β-早春花苷酰胺作为配体制备了PD的亲和吸附剂。亲和层析获得了高纯度的大量PD，允许进行晶体学研究。

  DOI：

  10.1271/bbb.70447

文献信息

• Substrate Specificity of β-Primeverosidase, A Key Enzyme in Aroma Formation during Oolong Tea and Black Tea Manufacturing
  作者：Seung-Jin MA、Masaharu MIZUTANI、Jun HIRATAKE、Kentaro HAYASHI、Kensuke YAGI、Naoharu WATANABE、Kanzo SAKATA

  DOI：10.1271/bbb.65.2719

  日期：2001.1

  monoglycoside of 2-phenylethanol to investigate the substrate specificity of the purified beta-primeverosidase from fresh leaves of a tea cultivar (Camellia sinensis var. sinensis cv. Yabukita) in comparison with the apparent substrate specificity of the crude enzyme extract from tea leaves. The crude enzyme extract mainly showed beta-primeverosidase activity, although monoglycosidases activity was present

  我们合成了9种二糖苷和2-苯基乙醇单糖苷，以研究茶树种（Camellia sinensis var。sinensis cv。Yabukita）鲜叶中纯化的β-primeverosidase的底物特异性，并比较其表面底物特异性。茶叶中的粗酶提取物。粗酶提取物主要表现出β-primeverosidase活性，尽管在一定程度上存在单糖苷酶活性。纯化的β-primeverosidase对糖蛋白部分显示非常狭窄的底物特异性，尤其是对β-primeverosyl（6-O-β-D-吡喃吡喃糖基-β-D-葡萄糖基吡喃糖基）部分的特异性。这些酶会水解天然存在的二糖苷，例如β-primeveroside，β-vicianoside，β-acuminoside，β-龙胆苷和6-O-α-L-阿拉伯呋喃糖基-β-D-吡喃葡萄糖苷，但无法水解合成的非天然二糖苷。纯化的酶对2-苯乙基β-D-吡喃葡萄糖苷没有活性。该酶将
• SUGAR CHAIN CONTAINING 4-POSITION HALOGENATED GALACTOSE AND APPLICATION THEREOF
  申请人：Nishimura Shin-Ichiro

  公开号：US20090018327A1

  公开（公告）日：2009-01-15

  The present invention is directed to, for example, an oligosaccharide having at an end thereof a 4-position halogenated galactose residue represented by formula (I): (wherein X represents a halogen atom, and R represents a monosaccharide, an oligosaccharide, or a carrier), a transferase inhibitor containing the oligosaccharide, and a method for inhibiting sugar chain elongation reaction in the presence of glycosyltransferase, the method including employing the inhibitor. The invention also provides a method for producing a 4-position halogenated galactose sugar nucleotide represented by formula (II): (wherein each of R 1 to R 3 represents a hydroxyl group, an acetyl group, a halogen atom, or a hydrogen atom; X represents a halogen atom; and M represents a hydrogen ion or a metal ion), wherein the method employs bacterium-derived galactokinase and bacterium-derived hexose-1-phosphate uridylyltransferase. The invention is also directed to a sugar chain containing 4-position halogenated galactose envisaged to be employed as drugs and other materials, and to applications of the compound.

  本发明涉及一种寡糖，其末端具有由公式(I)表示的4位卤代半乳糖残基：（其中X代表卤素原子，R代表单糖，寡糖或载体），含有该寡糖的转移酶抑制剂，以及在存在糖基转移酶时抑制糖链延长反应的方法，该方法包括使用该抑制剂。该发明还提供了一种生产由公式(II)表示的4位卤代半乳糖核苷酸的方法：（其中R1至R3中的每一个代表羟基、乙酰基、卤素原子或氢原子；X代表卤素原子；M代表氢离子或金属离子），该方法利用细菌来源的半乳糖激酶和细菌来源的己糖-1-磷酸尿苷转移酶。本发明还涉及一种含有4位卤代半乳糖的糖链，可用作药物和其他材料，并涉及该化合物的应用。
• INHIBITORS OF ANTIGEN PRESENTATION BY MHC CLASS II MOLECULES AND METHODS OF USE THEREOF
  申请人：Olson Gary L.

  公开号：US20110217324A1

  公开（公告）日：2011-09-08

  Provided herein are novel compounds, pharmaceutical compositions containing such compounds and methods for their use. In particular, the compounds described herein are useful for the treatment or prevention of diseases associated with T cell proliferation such as autoimmune diseases and disorders.

  本文提供了新型化合物、含有这些化合物的药物组合物以及使用它们的方法。特别是，本文所描述的化合物对于治疗或预防与T细胞增殖有关的疾病，如自身免疫性疾病和紊乱，是有用的。
• Inhibitors of antigen presentation by MHC class II molecules and methods of use thereof
  申请人：——

  公开号：US20040162242A1

  公开（公告）日：2004-08-19

  The present invention relates to compounds, pharmaceutical compositions containing such compounds and methods for their use. In particular, the compounds of the invention are useful for the treatment or prevention of diseases associated with T cell proliferation such as autoimmune diseases and disorders.

  本发明涉及化合物、含有这些化合物的制药组合物以及它们的使用方法。特别地，本发明的化合物对于治疗或预防与T细胞增殖相关的疾病，如自身免疫性疾病和紊乱，非常有用。
• METHODS FOR THE USE OF INHIBITORS OF ANTIGEN PRESENTATION BY MHC CLASS II MOLECULES
  申请人：Olson Gary Lee

  公开号：US20090111755A1

  公开（公告）日：2009-04-30

  The present invention relates to compounds, pharmaceutical compositions containing such compounds and methods for their use. In particular, the compounds of the invention are useful for the treatment or prevention of diseases associated with T cell proliferation such as autoimmune diseases and disorders.

  本发明涉及化合物、含有这些化合物的药物组合物以及它们的使用方法。特别地，本发明的化合物对于治疗或预防与T细胞增殖相关的疾病，如自身免疫性疾病和紊乱，是有用的。