2-carboxylatoquinolino

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-carboxylatoquinolino
• 英文别名: Quinaldate；quinoline-2-carboxylate
• 化学式: C₁₀H₆NO₂
• 分子量: 172.163
• InChiKey: LOAUVZALPPNFOQ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  53
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  molybdenum(VI) oxide 、 2-carboxylatoquinolino 在 H₂O₂ 作用下， 以 双氧水 、 丙酮 为溶剂， 生成 Mo(O)(O2)(2-carboxylatoquinolino)2
  参考文献：
  名称：

  钼和钨的一些有机过氧化物配合物

  摘要：

  已经制备了几种含有不同有机配体的钼和钨的新的过氧配合物。该配合物具有组成[Mo（O）（O 2）L 2 ]，[Mo（O）2（O 2）L（H 3 O）] +，[Mo（O）（O 2）L']和[W（O）（O 2）L 2 ] [L =氧喹啉基，苯胺-2-羧酸盐，2-氨基酚盐，吡啶啉基或2-羧基喹啉基配体；L'分别为N-（2-氧代苯基）水杨基亚氨基配体]。发现该络合物可氧化烯丙醇以及PPh 3和AsPh 3，使其氧化物。配合物的IR光谱表明，M（O 2）基团的v 1模频率（基本上是O ＝ O延伸）随特定基团中金属原子数的增加而降低。

  DOI：

  10.1016/s0277-5387(00)80797-4

文献信息

• Retroviral protease inhibitors
  申请人：G.D. Searle & Co.

  公开号：US05614522A1

  公开（公告）日：1997-03-25

  Urea-containing hydroxyethylamine compounds are effective as retroviral protease inhibitors, and in particular as inhibitors of HIV protease.

  含尿素的羟乙基胺化合物可作为逆转录病毒蛋白酶抑制剂，特别是作为HIV蛋白酶抑制剂。
• RECOMBINANT MICROORGANISM PRODUCING QUINOLINIC ACID AND A METHOD FOR PRODUCING QUINOLINIC ACID USING THE SAME
  申请人：CJ Cheiljedang Corporation

  公开号：US20150037850A1

  公开（公告）日：2015-02-05

  The present invention relates to a quinolinic acid-producing recombinant microorganism expressing a fusion protein of L-aspartate oxidase and quinolinate synthase linked via a linker, and a method for producing quinolinic acid using the same.

  本发明涉及一种产生喹啉酸的重组微生物，其表达一种通过连接剂连接的L-天冬氨酸氧化酶和喹啉酸合酶的融合蛋白质，以及使用该微生物生产喹啉酸的方法。
• Microbial Metabolism of Quinoline and Related Compounds. XVIII. Purification and Some Properties of the Molybdenum- and Iron-Containing Quinaldic acid 4-oxidoreductase from<i>Serratia marcescens</i>2CC-1
  作者：Susanne FETZNER、Franz LINGENS

  DOI：10.1515/bchm3.1993.374.1-6.363

  日期：1993.1

  Serratia marcescens 2CC-1 utilizes quinaldic acid (quinoline 2-carboxylic acid) as sole source of carbon, nitrogen and energy. Growth of strain 2CC-1 on quinaldic acid as well as on nicotinic acid and hypoxanthine was inhibited completely by the molybdate antagonist tungstate, whereas growth on kynurenic acid and 6-hydroxynicotinic acid was not affected by tungstate. The synthesis of the molybdenum-containing hydroxylases quinaldic acid 4-oxidoreductase and nicotinic acid 6-oxidoreductase was found to be inducible. In addition, Serratia marcescens 2CC-1 produced a constitutively expressed xanthine oxidoreductase.Quinaldic acid 4-oxidoreductase was purified 1075-fold with a recovery of 5%. For catalytic activity, artificial electron acceptors were necessary. The 95-100-kDa enzyme was a heterodimer with subunit molecular masses of 75-80 kDa and 18-19 kDa. Quinaldic acid 4-oxidoreductase contained 2.3-3.7 g atom of iron and 0.5-0.6 g atom of molybdenum per mol of enzyme. The absorption spectrum exhibited maxima at 280 nm, 334 nm, 480 nm and a shoulder at 550 nm, with A280/A334 = 4.8, A280/A450 = 10.0, A280/A480 = 9.4, and A450/A550 = 1.6, suggesting the absence of a flavin cofactor.Acridine, quinacrine, ethylenediaminetetraacetate, 2,2'-dipyridyl, 1,10-phenanthroline and iodoacetate did not affect enzyme activity. p-Hydroxymercuribenzoate, m-arsenite, cyanide and methanol were effective inhibitors of quinaldic acid 4-oxidoreductase. Cyanide-inhibited enzyme was reactivated by treatment with S2-, indicating the presence of a pterin molybdenum cofactor with a monooxo-monosulfido-type molybdenum center. Quinaldic acid 4-oxidoreductase showed a very high substrate specificity, quinaldic acid being the only substrate found to be transformed significantly.
• Microbial Metabolism of Quinoline and Related Compounds. XX. Quinaldic Acid 4-Oxidoreductase from<i>Pseudomonas sp.</i>AK-2 Compared to other Procaryotic Molybdenum-Containing Hydroxylases
  作者：Monika SAUTER、Barbara TSHISUAKA、Susanne FETZNER、Franz LINGENS

  DOI：10.1515/bchm3.1993.374.7-12.1037

  日期：1993.1

  Quinaldic acid 4-oxidoreductase from Pseudomonas sp. AK-2 catalyses the hydroxylation of quinoline 2-carboxylic acid (quinaldic acid) to 4-hydroxyquinoline 2-carboxylic acid (kynurenic acid) with concomitant reduction of a suitable electron acceptor. An analogous hydroxylation in para-position relative to the N-heteroatom was only recently described for quinaldine 4-oxidoreductase (de Beyer & Lingens, 1993, Biol. Chem. Hoppe-Seyler 374, 101-110) and for quinaldic acid 4-oxidoreductase from Serratia marcescens 2CC-1 (Fetzner & Lingens, 1993, Biol. Chem. Hoppe-Seyler 374, 363 - 376). Quinaldic acid 4-oxidoreductase from Pseudomonas putida AK-2 was purified 78-fold to electrophoretic homogeneity with a recovery of 22%. The native enzyme (300 kDa) was composed of three subunits with molecular masses of 90, 34 and 20 kDa, indicating an alpha2beta2gamma2 structure. Quinaldic acid 4-oxidoreductase contained FAD, molybdenum, iron and acid-labile sulfur in a ratio of 2:2:8:8. Molybdenum is probably associated with molybdopterin cytosine dinucleotide as organic part of the pterin molybdenum cofactor. The absorption spectrum of quinaldic acid 4-oxidoreductase exhibited the typical features of a molybdo-iron/sulfur-flavoprotein, namely, maxima at 274 nm, 340 nm and 450 nm, a shoulder at 550 nm, a ratio A280/A450 of 4.7 and a ratio A450/A550 of 3.5.The enzyme was susceptible to inactivation by methanol, sodium m-arsenite, p-hydroxymercuribenzoate, and potassium cyanide. Cyanide caused an alteration at 320 nm in the absorption spectrum, typical for the change in the coordination sphere of the molybdenum. Enzyme inactivated with cyanide was reactivated to 74% by incubation with sulfide. Thus, quinaldic acid 4-oxidoreductase possesses a monooxo-monosulfido-type molybdenum center.