malto-octaose | 4202-44-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: malto-octaose
• 英文别名: maltooctaose；Glc(a1-4)Glc(a1-4)Glc(a1-4)Glc(a1-4)Glc(a1-4)Glc(a1-4)Glc(a1-4)Glc；(2R,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-6-[(2R,3S,4R,5R,6R)-6-[(2R,3S,4R,5R,6R)-6-[(2R,3S,4R,5R,6R)-6-[(2R,3S,4R,5R,6R)-6-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(2R,3S,4R,5R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxan-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 4202-44-2
• 化学式: C₄₈H₈₂O₄₁
• 分子量: 1315.15
• InChiKey: RUJILUJOOCOSRO-DGMDHIGGSA-N

物化性质

• 沸点：
  1540.0±65.0 °C(Predicted)
• 密度：
  1.89±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -17.6
• 重原子数：
  89
• 可旋转键数：
  22
• 环数：
  8.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  664
• 氢给体数：
  26
• 氢受体数：
  41

反应信息

• 作为反应物：
  描述：

  malto-octaose 在 sodium tetrahydroborate 、 Amberlite IR-120 作用下， 以 水 为溶剂， 反应 12.0h， 生成 maltooctaitol
  参考文献：
  名称：

  快速原子轰击质谱法表征纤维寡糖和麦芽寡糖。

  摘要：

  DOI：

  10.1016/0008-6215(84)85166-6
• 作为产物：
  描述：

  D-maltohexaose 在 amylo-1,6-glucosidase 作用下， 以 水 为溶剂， 反应 1.0h， 生成 maltotriose 、 maltotetraose 、 malto-nonaose 、 malto-octaose
  参考文献：
  名称：

  酵母脱支酶对麦芽糖的转移酶作用产生的还原性碳水化合物的电化学检测

  摘要：

  摘要一种敏感的检测麦芽糖至麦芽庚糖的方法是基于一种电化学检测器，该检测器采用hplc在氨基键合柱上进行柱后反应，使用双（1,10-菲咯啉）-铜（II）。该方法已用于分析以麦芽糖为底物的酵母脱支酶的麦芽糖基和麦芽三糖基转移酶的作用。麦芽糖基转移的最小供体底物是麦芽四糖，麦芽戊糖，麦芽六糖和麦芽七糖是麦芽糖基和麦芽三糖基转移的供体底物。麦芽糖基残基优先从麦芽五糖转移到麦芽三糖基残基，但是麦芽三糖基残基从麦芽六糖和麦芽七糖优先转移。

  DOI：

  10.1016/0008-6215(88)80136-8

文献信息

• Purification and characterization of a chloride ion-dependent α-glucosidase from the midgut gland of Japanese scallop (<i>Patinopecten yessoensis</i>)
  作者：Yasushi Masuda、Masayuki Okuyama、Takahisa Iizuka、Hiroyuki Nakai、Wataru Saburi、Taro Fukukawa、Janjira Maneesan、Takayoshi Tagami、Tetsushi Naraoka、Haruhide Mori、Atsuo Kimura

  DOI：10.1080/09168451.2015.1116926

  日期：2016.3.3

  Marine glycoside hydrolases hold enormous potential due to their habitat-related characteristics such as salt tolerance, barophilicity, and cold tolerance. We purified an α-glucosidase (PYG) from the midgut gland of the Japanese scallop (Patinopecten yessoensis) and found that this enzyme has unique characteristics. The use of acarbose affinity chromatography during the purification was particularly effective, increasing the specific activity 570-fold. PYG is an interesting chloride ion-dependent enzyme. Chloride ion causes distinctive changes in its enzymatic properties, increasing its hydrolysis rate, changing the pH profile of its enzyme activity, shifting the range of its pH stability to the alkaline region, and raising its optimal temperature from 37 to 55 °C. Furthermore, chloride ion altered PYG’s substrate specificity. PYG exhibited the highest Vmax/Km value toward maltooctaose in the absence of chloride ion and toward maltotriose in the presence of chloride ion.

  摘要 海洋中的糖苷水解酶由于其耐盐性、耐压性和耐寒性等栖息地相关特性具有巨大潜力。我们从日本扇贝（Patinopecten yessoensis）的中肠腺中纯化出一种α-葡萄糖苷酶（PYG），发现这种酶具有独特的特性。在纯化过程中使用阿卡波糖亲和色谱特别有效，将特异活性提高了570倍。PYG是一种有趣的氯离子依赖性酶。氯离子导致其酶的性质发生显著变化，增加了其水解速率，改变了其酶活性的pH特性，将其pH稳定范围转移到碱性区域，并将其最适温度从37摄氏度提高到55摄氏度。此外，氯离子改变了PYG的底物特异性。在无氯离子存在时，PYG对马尔托八糖表现出最高的Vmax/Km值，在氯离子存在时对麦芽三糖表现出最高的Vmax/Km值。
• Synthesis of modified cyclic and acyclic dextrins and comparison of their complexation ability
  作者：Kata Tuza、László Jicsinszky、Tamás Sohajda、István Puskás、Éva Fenyvesi

  DOI：10.3762/bjoc.10.301

  日期：——

  We compared the complex forming ability of α-, β- and γ-cyclodextrins (α-CD, β-CD and γ-CD) with their open ring analogs. In addition to the native cyclodextrins also modified cyclodextrins and the corresponding maltooligomers, functionalized with neutral 2-hydroxypropyl moieties, were synthesized. A new synthetic route was worked out via bromination, benzylation, deacetylation and debenzylation to obtain the 2-hydroxypropyl maltooligomer counterparts. The complexation properties of non-modified and modified cyclic and acyclic dextrins were studied and compared by photon correlation spectroscopy (PCS) and capillary electrophoresis (CE) using model guest compounds. In some cases cyclodextrins and their open-ring analogs (acyclodextrins) show similar complexation abilities, while with other guests considerably different behavior was observed depending on the molecular dimensions and chemical characteristics of the guests. This was explained by the enhanced flexibility of the non-closed rings. Even the signs of enantiorecognition were observed for the chloropheniramine/hydroxypropyl maltohexaose system. Further studies are planned to help the deeper understanding of the interactions.

  我们比较了α-、β-和γ-环糊精（α-CD、β-CD和γ-CD）及其开环类似物的复合物形成能力。除了天然环糊精外，还合成了修饰环糊精和相应的中性2-羟基丙基基团的马尔托寡糖。通过溴化、苄基化、脱乙酰和脱苄基等步骤，制备了2-羟基丙基马尔托寡糖。采用光子相关光谱（PCS）和毛细管电泳（CE）研究了非修饰和修饰的环状和非环状葡萄糖聚合物的复合物性质，并使用模型客体化合物进行比较。在某些情况下，环糊精及其开环类似物（非环状葡萄糖聚合物）表现出相似的复合能力，而对于其他客体，观察到了明显不同的行为，这取决于客体的分子尺寸和化学特性。这可以通过非闭合环的增强柔性来解释。甚至在氯苯那敏/羟丙基马尔托六糖系统中观察到了对映体识别的迹象。进一步的研究计划有助于更深入地理解相互作用。
• Simultaneous Determination of Binding Constants for Multiple Carbohydrate Hosts in Complex Mixtures
  作者：Sebastian Meier、Sophie R. Beeren

  DOI：10.1021/ja506130q

  日期：2014.8.13

  determination of association constants for a guest binding to seven different hosts in a mixture of more than 20 different oligosaccharides. If the binding parameters are known for one component in the mixture, a single NMR titration suffices to determine binding constants for all other detectable and resolvable hosts. With the use of high-resolution (1)H-(13)C HSQC experiments, complexes of amphiphiles

  我们描述了一种简单的方法，用于同时确定客体与 20 多种不同寡糖混合物中的七种不同宿主的结合常数。如果混合物中一种组分的结合参数已知，则单次 NMR 滴定就足以确定所有其他可检测和可解析宿主的结合常数。使用高分辨率 (1)H-(13)C HSQC 实验，可以解析两亲化合物与 10 多种不同麦芽低聚糖的复合物。因此，可以定量研究一组结构相关宿主的结合能力，以系统地探索非共价相互作用，而无需分离每个宿主。
• A Maltooctaose Derivative (“Acyclodextrin”) as a Chiral Stationary Phase for Enantioselective Gas Chromatography
  作者：Giuseppe Sicoli、Ikai Tomoyuki、Laszlo Jicsinszky、Volker Schurig

  DOI：10.1002/ejoc.200800508

  日期：2008.9

  several cyclodextrin derivatives is still not completely rationalized, and the application of acyclic selectors may aid to explain the role of the cavity (typical of the underivatized cyclic selectors) combined with the functional groups introduced by multistep synthesis. Octakis[(3-O,-4″O)-butanoyl-(1′-O,2,6-di-O)-n-pentyl]maltooctaose was applied as a chiral stationary phase for gas chromatographic enantioseparation

  几种环糊精衍生物的对映识别机制仍未完全合理化，无环选择器的应用可能有助于解释空腔（未衍生化的环选择器的典型特征）与多步合成引入的官能团的作用。Octakis[(3-O,-4″O)-丁酰基-(1'-O,2,6-di-O)-n-戊基]麦芽八糖用作气相色谱对映分离的手性固定相。选定的外消旋化合物也在非环相上进行对映分离。这种手性选择器的有希望的结果 [及其与环状对应物八 (2,6-di-On-pentyl-3-O-butanoyl)-γ-环糊精 (Lipodex E) 的直接比较] 表明其他良好的应用 -已知的光谱技术（CD，NMR）指出对映识别机制的更多细节。
• Monma, Mitsuru; Yamamoto, Yoshihiro; Kainuma, Keiji, Agricultural and Biological Chemistry, 1989, vol. 53, # 5, p. 1503 - 1508
  作者：Monma, Mitsuru、Yamamoto, Yoshihiro、Kainuma, Keiji

  DOI：——

  日期：——