anthraquinone-2,6-disulfonate | 90792-25-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: anthraquinone-2,6-disulfonate
• 英文别名: 9,10-dioxoanthracene-2,6-disulfonate
• CAS: 90792-25-9
• 化学式: C₁₄H₆O₈S₂
• 分子量: 366.329
• InChiKey: MSSUFHMGCXOVBZ-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  24
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  165
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  anthraquinone-2,6-disulfonate 在 氢气 作用下， 以 水 为溶剂， 生成 anthrahydroquinone-2,6-disulfonate
  参考文献：
  名称：

  Anaerobic reduction and oxidation of quinone moieties and the reduction of oxidized metals by halorespiring and related organisms

  摘要：

  在未受氯化物污染的土壤中发现了卤代微生物。在这项研究中，我们描述了一些卤代细菌和系统发育相关细菌对电子受体的替代利用。硒酸盐、砷酸盐和锰等氧化金属似乎是脱硫杆菌和硫螺旋体等卤代细菌及相关细菌的常见电子受体。所有受测微生物都能还原蒽醌-2,6-二磺酸盐（AQDS），四种受测微生物（Desulfitobacterium hafniense DP7、Sulfurospirillum barnesii、Sulfurospirillum deleyianum 和 Sulfurospirillum arsenophilum）还能氧化还原蒽醌-2,6,-二磺酸盐（AH2QDS）。还原氧化金属、还原和氧化醌类物质以及能量守恒的特性很可能是未受污染的土壤中存在卤代微生物的原因。

  DOI：

  10.1016/j.femsec.2004.01.015
• 作为试剂：
  描述：

  monoethylmaleic acid 在 甲酸 、 四环素 、 anthraquinone-2,6-disulfonate 作用下， 以 水 为溶剂， 反应 45.0h， 生成 (S)-(-)-ethylsuccinic acid
  参考文献：
  名称：

  Preparation of (S)-2-substituted succinates by stereospecific reductions of fumarate and derivatives with resting cells of Clostridium formicoaceticum

  摘要：

  Fumarate derivatives have been reduced to (S)-2-methylsuccinate 2a, (S)-2-ethylsuccinate 3a and (S)-2-chlorosuccinate 4a in up to 1 M concentrations with Clostridium formicoaceticum. Formate was the electron donor and viologens or anthraquinone-2,6-disulphonate acted as artificial electron mediators. Reductions with freeze-dried cells in (H2O)-H-2-buffers led to the (2R,3S)-[2,3-H-2]-dideuterated succinate derivatives. The productivity numbers(1) ranged from 450 to 5000 and the enantiomeric excess of all (S)-2-substituted succinates was greater than or equal to 99%.

  DOI：

  10.1016/s0040-4020(01)85677-5

文献信息

• Complex formation between anthraquinone-2,6-disulfonate and a neutral zinc porphyrin. Effects of CTAB micelles on complex stability and photoinduced electron transfer
  作者：Yinon Degani、Itamar Willner

  DOI：10.1021/j100272a022

  日期：1985.12
• Anaerobic reduction and oxidation of quinone moieties and the reduction of oxidized metals by halorespiring and related organisms
  作者：Maurice L.G.C. Luijten、Sander A.B. Weelink、Bas Godschalk、Alette A.M. Langenhoff、Miriam H.A. Eekert、Gosse Schraa、Alfons J.M. Stams

  DOI：10.1016/j.femsec.2004.01.015

  日期：2004.7

  Halorespiring microorganisms have been detected in soils that were not polluted with chlorinated compounds. In this study, we describe alternative electron acceptor utilization by some halorespiring bacteria and phylogenetically related bacteria. It appears that oxidized metals like selenate, arsenate and manganese are rather common electron acceptors for halorespiring species of Desulfitobacterium and Sulfurospirillum and related bacteria. All tested microorganisms are able to reduce anthraquinone-2,6-disulfonate (AQDS) and four tested organisms (Desulfitobacterium hafniense DP7, Sulfurospirillum barnesii, Sulfurospirillum deleyianum and Sulfurospirillum arsenophilum) are able to oxidize reduced anthrahydroquinone-2,6,-disulfonate (AH2QDS) as well. The characteristic to reduce oxidized metals, and to reduce and oxidize quinone moieties coupled to energy conservation is a likely explanation for the presence of halorespiring microorganisms in unpolluted soils.

  在未受氯化物污染的土壤中发现了卤代微生物。在这项研究中，我们描述了一些卤代细菌和系统发育相关细菌对电子受体的替代利用。硒酸盐、砷酸盐和锰等氧化金属似乎是脱硫杆菌和硫螺旋体等卤代细菌及相关细菌的常见电子受体。所有受测微生物都能还原蒽醌-2,6-二磺酸盐（AQDS），四种受测微生物（Desulfitobacterium hafniense DP7、Sulfurospirillum barnesii、Sulfurospirillum deleyianum 和 Sulfurospirillum arsenophilum）还能氧化还原蒽醌-2,6,-二磺酸盐（AH2QDS）。还原氧化金属、还原和氧化醌类物质以及能量守恒的特性很可能是未受污染的土壤中存在卤代微生物的原因。