*,3R^*)>-<(3-hydroxy-2-oxo-3-azetidinyl)methyl>butanedioic acid | 144373-60-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: *,3R^*)>-<(3-hydroxy-2-oxo-3-azetidinyl)methyl>butanedioic acid
• CAS: 144373-60-4
• 化学式: C₈H₁₁NO₆
• 分子量: 217.178
• InChiKey: CKMFSDRJXOLMOV-RNHFCUEFSA-N

反应信息

• 作为产物：
  描述：

  *-trans)>-1,6-dioxo-5-oxa-2-azaspiro<3.5>nonane-8-carboxylic acid benzyl ester 在 palladium on activated charcoal sodium hydroxide 、 氢气 作用下， 以 四氢呋喃 为溶剂， 反应 3.08h， 生成 *,3R^*)>-<(3-hydroxy-2-oxo-3-azetidinyl)methyl>butanedioic acid
  参考文献：
  名称：

  ATP-citrate-lyase as a target for hypolipidemic intervention. Sulfoximine and 3-hydroxy-.beta.-lactam containing analogs of citric acid as potential tight-binding inhibitors

  摘要：

  Citric acid analogues (+/-)-12a,b and (+/-)-17a,b, where one of the primary carboxylates has been replaced by a sulfoximinoyl and a 3-(3-hydroxy-beta-lactamyl) moiety, respectively, have been synthesized and evaluated as inhibitors of ATP-citrate lyase. The design of these inhibitors was based on methionine sulfoximine and tabtoxinine beta-lactam, potent, tight-binding inhibitors of glutamine synthetase. Both ATP-citrate lyase and glutamine synthetase employ phosphate-carboxylate anhydrides as a method for carboxylate activation during catalysis. Only one diastereomer, (+/-)-12a, displayed weak, reversible inhibition, while the remaining citrate analogues (+/-)-12b and (+/-)-17a,b were inactive against the lyase. No time-dependent inactivation of the enzyme was observed.

  DOI：

  10.1021/jm00104a014