(5R,6S)-3-[[2-[[3-[[(2R)-2,4-Dihydroxy-3,3-dimethyl-1-oxobutyl]amino]-1-oxopropyl]amino]ethyl]thio]-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid | 82510-13-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酰胺类
• 英文名称: (5R,6S)-3-[[2-[[3-[[(2R)-2,4-Dihydroxy-3,3-dimethyl-1-oxobutyl]amino]-1-oxopropyl]amino]ethyl]thio]-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
• 英文别名: (5R,6S)-3-[2-[3-[[(2R)-2,4-dihydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethylsulfanyl]-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
• CAS: 82510-13-2
• 化学式: C₂₀H₃₁N₃O₈S
• 分子量: 473.5
• InChiKey: HNLNYXRYILRJHY-JDOCFBBISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  32
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  202
• 氢给体数：
  6
• 氢受体数：
  9

文献信息

• [EN] METHOD FOR LATE INTRODUCTION OF THE (8R)-HYDROXYL GROUP IN CARBAPENEM BETA-LACTAM ANTIBIOTIC SYNTHESIS<br/>[FR] PROCÉDÉ D'INTRODUCTION TARDIVE DU GROUPE (8R)-HYDROXYLE DANS LA SYNTHÈSE D'ANTIBIOTIQUES CARBAPÉNÈMES DÉRIVÉS DE BÊTA-LACTAMES
  申请人：UNIV JOHNS HOPKINS

  公开号：WO2011072287A2

  公开（公告）日：2011-06-16

  The presently disclosed subject matter demonstrates that ThnG and ThnQ enzymes encoded by the thienamycin gene cluster in Streptomyces cattleya oxidize the C-2 and C-6 moieties of carbapenems, respectively. ThnQ stereospecifically hydroxylates PS-5 giving N-acetyl thienamycin. ThnG catalyzes sequential desaturation and sulfoxidation of PS-5, giving PS-7 and its sulfoxide. The ThnG and ThnQ enzymes are relatively substrate selective, but give rise to the oxidative diversity of carbapenems produced by S. cattleya, and orthologues likely function similarly in allied streptomyces.