十氯酮-醇 | 1034-41-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 中文名称: 十氯酮-醇
• 英文名称: kepone alcohol
• 英文别名: chlordecone alcohol；chlordecol；'Kepol' <1,1a,3,3a,4,5,5,5a,5b,6-Decachlor-octahydro-2-hydroxy-1,3,4-metheno-2H-cyclobuta-pentalen>；Kepol；1,2,3,4,6,7,8,9,10,10-decachloropentacyclo[5.3.0.02,6.03,9.04,8]decan-5-ol
• CAS: 1034-41-9
• 化学式: C₁₀H₂Cl₁₀O
• 分子量: 492.655
• InChiKey: MBEIHNKADVMCJM-UHFFFAOYSA-N

物化性质

• 物理描述：
  Kepone alcohol appears as white powder or solid. Insoluble in water. (NTP, 1992)
• 熔点：
  680 °F (decomposes) (NTP, 1992)
• 溶解度：
  Insoluble (NTP, 1992)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  十氯酮-醇 、 NADP⁺ 生成 开蓬 、 氢(+1)阳离子 、 NADPH(4-)
  参考文献：
  名称：

  Characterization of a unique aldo‐keto reductase responsible for the reduction of chlordecone in the liver of the gerbil and man

  摘要：

  It has been established that the major metabolic pathway for chlordecone (CD) (Kepone) both in humans and in the Mongolian gerbil is bioreduction of this organochlorine pesticide to chlordecone alcohol (CDOH) in the liver. In the present study we developed a gas-liquid chromatography assay to measure the enzymatic reduction of CD to CDOH in vitro and characterized "CD reductase" activity in gerbil liver cytosol. CD reductase is a cytosolic enzyme readily detectable in liver samples prepared from humans, rabbits, and gerbils, the only species of many tested that convert CD to CDOH in vivo. Gerbil CD reductase exhibited a Km of 2.6 microM, a Vmax of 0.14 nmol/min, and a pH optimum of 6.5. The enzyme activity required NADPH, was sensitive to thiol reagents, and was distributed in all tissues with the highest activities found in the liver, intestine, and kidneys. These results are consistent with CD reductase belonging to the family of enzymes referred to as the "aldo-keto reductases." However, unlike previously described reductases, CD reductase was undetectable in rats, mice, hamsters, or guinea pigs and was insensitive to the model aldehyde and ketone reductase inhibitors, phenobarbital and quercetin, respectively. In addition, CD reductase activity in liver was increased by 38% (p less than 0.01) following treatment of gerbils with CD. We conclude that CD reductase is a novel aldo-keto reductase that is uniquely inducible by its substrate.

  DOI：

  10.1080/15287398609530832

文献信息

• METHODS FOR THE DEGRADATION AND DETOXIFICATION OF ORGANIC MATERIAL USING URINE PRODUCED BY TRANSGENIC ANIMALS AND RELATED TRANSGENIC ANIMALS AND PROTEINS
  申请人：——

  公开号：US20020184655A1

  公开（公告）日：2002-12-05

  A method of producing a protein that degrades or detoxifies organic material is described. This method involves producing a non-human transgenic animal that produces such protein in its urine, and has stably integrated into its genome an exogenous gene encoding a protein that is detectable in the urine. Thus, a non-human transgenic animal that produced such protein in its urine, and a method of degrading or detoxifying organic materials also is described. Also a facility comprising a non-human transgenic animal that produce in its urine a protein that degrades or detoxifies organic material and a structure containing such animal is described. A method of altering a substance naturally found in urine is described. A DNA construct used in producing the non-human transgenic animal also is described.

  本文介绍了一种生产能降解或解毒有机物的蛋白质的方法。这种方法包括生产一种非人类转基因动物，这种动物在其尿液中产生这种蛋白质，并将编码尿液中可检测到的蛋白质的外源基因稳定地整合到其基因组中。因此，本文还描述了一种在其尿液中产生这种蛋白质的非人类转基因动物，以及一种降解或解毒有机物的方法。此外，还介绍了一种设施，其中包括一种在其尿液中产生可降解有机物或使有机物解毒的蛋白质的非人类转基因动物，以及一种含有这种动物的结构。还介绍了一种改变尿液中天然存在的物质的方法。还描述了用于生产非人类转基因动物的 DNA 构建物。
• Molowa D.T.; Shayne A.G.; Guzelian P.S., J Biol Chem, 1986, 0021-9258, 12624-7
  作者：Molowa D.T.、Shayne A.G.、Guzelian P.S.

  DOI：——

  日期：——
• METHODS FOR THE DEGRADATION AND DETOXIFICATION OF ORGANIC MATERIAL USING URINE PRODUCED BY TRANSGENIC ANIMALS
  申请人：AMERICAN NATIONAL RED CROSS

  公开号：EP1036176A2

  公开（公告）日：2000-09-20
• [EN] METHODS FOR THE DEGRADATION AND DETOXIFICATION OF ORGANIC MATERIAL USING URINE PRODUCED BY TRANSGENIC ANIMALS<br/>[FR] PROCEDES DE DECOMPOSITION ET DE DETOXIFICATION D'UNE SUBSTANCE ORGANIQUE AU MOYEN DE L'URINE PRODUITE PAR DES ANIMAUX TRANSGENIQUES
  申请人：——

  公开号：WO1999028463A2

  公开（公告）日：1999-06-10

  [EN] A method of producing a protein that degrades or detoxifies organic material is described. This method involves producing a non-human transgenic animal that produces such protein in its urine, and has stably integrated into its genome an exogenous gene encoding a protein that is detectable in the urine. Thus, a non-human transgenic animal that produces such protein in its urine, and a method of degrading or detoxifying organic materials also is described. Also a facility comprising a non-human transgenic animal that produces in its urine a protein that degrades or detoxifies organic material and a structure containing such animal is described. A method of altering a substance naturally found in urine is described. A DNA construct used in producing the non-human transgenic animal also is described.
  [FR] L'invention concerne un procédé pour fabriquer une protéine qui décompose et détoxique une substance organique. Ce procédé consiste à créer un animal transgénique non humain qui fabrique cette protéine dans son urine et qui a intégré de façon stable dans son génome un gène exogène codant pour une protéine détectable dans l'urine. L'invention décrit également un animal transgénique non humain qui produit cette protéine dans son urine ainsi qu'un procédé permettant de décomposer ou de détoxiquer des substances organiques. De plus, l'invention se rapporte à un matériel comprenant un animal transgénique non humain qui fabrique dans son urine une protéine qui décompose et détoxique une substance organique ainsi qu'à une structure contenant cet animal. En outre, l'invention a pour objet un procédé pour modifier une substance qui se trouve de façon naturelle dans l'urine. Enfin, l'invention se rapporte à une structure d'ADN utilisée dans la création de l'animal transgénique non humain.
• Characterization of a unique aldo‐keto reductase responsible for the reduction of chlordecone in the liver of the gerbil and man
  作者：David T. Molowa、Steven A. Wrighton、Robert V. Blanke、Philip S. Guzelian

  DOI：10.1080/15287398609530832

  日期：1986.1

  It has been established that the major metabolic pathway for chlordecone (CD) (Kepone) both in humans and in the Mongolian gerbil is bioreduction of this organochlorine pesticide to chlordecone alcohol (CDOH) in the liver. In the present study we developed a gas-liquid chromatography assay to measure the enzymatic reduction of CD to CDOH in vitro and characterized "CD reductase" activity in gerbil liver cytosol. CD reductase is a cytosolic enzyme readily detectable in liver samples prepared from humans, rabbits, and gerbils, the only species of many tested that convert CD to CDOH in vivo. Gerbil CD reductase exhibited a Km of 2.6 microM, a Vmax of 0.14 nmol/min, and a pH optimum of 6.5. The enzyme activity required NADPH, was sensitive to thiol reagents, and was distributed in all tissues with the highest activities found in the liver, intestine, and kidneys. These results are consistent with CD reductase belonging to the family of enzymes referred to as the "aldo-keto reductases." However, unlike previously described reductases, CD reductase was undetectable in rats, mice, hamsters, or guinea pigs and was insensitive to the model aldehyde and ketone reductase inhibitors, phenobarbital and quercetin, respectively. In addition, CD reductase activity in liver was increased by 38% (p less than 0.01) following treatment of gerbils with CD. We conclude that CD reductase is a novel aldo-keto reductase that is uniquely inducible by its substrate.