diaquo-cobinamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四吡咯及其衍生物
• 英文名称: diaquo-cobinamide
• 英文别名: cobalt(3+);3-[(1R,2S,3S,7S,8S,13S,17R,18R,19R)-2,7,18-tris(2-amino-2-oxoethyl)-3,13-bis(3-amino-3-oxopropyl)-17-[3-[[(2R)-2-hydroxypropyl]amino]-3-oxopropyl]-1,2,5,7,12,12,15,17-octamethyl-8,13,18,19-tetrahydro-3H-corrin-24-id-8-yl]propanamide
• 化学式: C₄₈H₇₂N₁₁O₈*Co
• 分子量: 990.162
• InChiKey: FEESAGIUMZGLMF-JFYQDRLCSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.52
• 重原子数：
  68
• 可旋转键数：
  20
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  346
• 氢给体数：
  8
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  diaquo-cobinamide 在 聚合甲醛 作用下， 反应 0.08h， 生成 cobalt(2+);3-[(1R,2S,3S,5Z,7S,8S,13S,15Z,17R,18R,19R)-2,7,18-tris(2-amino-2-oxoethyl)-3,13-bis(3-amino-3-oxopropyl)-17-[3-[[(2R)-2-hydroxypropyl]amino]-3-oxopropyl]-1,2,5,7,12,12,15,17-octamethyl-8,13,18,19-tetrahydro-3H-corrin-24-id-8-yl]propanamide
  参考文献：
  名称：

  Tetrazole derivatives and matrices as novel cobalamin coordinating compounds

  摘要：

  Cobalamin (Cbl, vitamin B-12) consists of two moieties: (i) the corrin ring with the central Co-ion in the oxidation states Co3+/2+/1+ and (ii) the nucleotide side chain. The lower position of the ring is typically occupied by the nucleotide base (Bzm), whereas the upper surface coordinates exchangeable ligands. We have found that amino-tetrazole can coordinate to H2O center dot Cbl (Co3+) with K-d = 10(-5)-10(-6) M. A specific group (presumably tetrazole, TZ) can be easily created in CNBr-activated Sepharose by treatment with N-3(-). The prepared matrix (STZ) contained approximate to 10 mM of the active groups, which bound H2O center dot corrinoids with K-d = 10(-5)-10(-6) M. Stability of STZ-Cbl bonds gradually increased and reached K-d = 10(-7) M over 10-20 h (20 degrees C, pH 6-7). This effect can be ascribed to partial displacement of Bzm and coordination of TZ to the lower position. The binding was most efficient at pH 4-7 and low ionic strength, yet, noticeable adsorption took place even at extreme conditions, pH 1-9 and I = 0-2 M. Reduced corrins (Co2+) also exhibited high affinity for STZ. The bound ligands could be eluted as H2O center dot Cbl (pH 0), HO center dot Cbl (pH 14) or diCN center dot Cbl (pH 9-12, CN-). The adsorbent is applicable for one-step purification of corrins from a crude extract; separation of aquo- and diaquo-forms; specific capturing of H2O center dot Cbl from a mixture containing organo-Cbls or protein-bound Cbl, analysis of peptide-Cbl dissociation kinetics, etc. (C) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2006.08.081

文献信息

• Tetrazole derivatives and matrices as novel cobalamin coordinating compounds
  作者：Sergey N. Fedosov、Lars Berglund、Ebba Nexø、Torben E. Petersen

  DOI：10.1016/j.jorganchem.2006.08.081

  日期：2007.2

  Cobalamin (Cbl, vitamin B-12) consists of two moieties: (i) the corrin ring with the central Co-ion in the oxidation states Co3+/2+/1+ and (ii) the nucleotide side chain. The lower position of the ring is typically occupied by the nucleotide base (Bzm), whereas the upper surface coordinates exchangeable ligands. We have found that amino-tetrazole can coordinate to H2O center dot Cbl (Co3+) with K-d = 10(-5)-10(-6) M. A specific group (presumably tetrazole, TZ) can be easily created in CNBr-activated Sepharose by treatment with N-3(-). The prepared matrix (STZ) contained approximate to 10 mM of the active groups, which bound H2O center dot corrinoids with K-d = 10(-5)-10(-6) M. Stability of STZ-Cbl bonds gradually increased and reached K-d = 10(-7) M over 10-20 h (20 degrees C, pH 6-7). This effect can be ascribed to partial displacement of Bzm and coordination of TZ to the lower position. The binding was most efficient at pH 4-7 and low ionic strength, yet, noticeable adsorption took place even at extreme conditions, pH 1-9 and I = 0-2 M. Reduced corrins (Co2+) also exhibited high affinity for STZ. The bound ligands could be eluted as H2O center dot Cbl (pH 0), HO center dot Cbl (pH 14) or diCN center dot Cbl (pH 9-12, CN-). The adsorbent is applicable for one-step purification of corrins from a crude extract; separation of aquo- and diaquo-forms; specific capturing of H2O center dot Cbl from a mixture containing organo-Cbls or protein-bound Cbl, analysis of peptide-Cbl dissociation kinetics, etc. (C) 2006 Elsevier B.V. All rights reserved.