3-naphthlen propionyl-CoA | 880089-53-2

• 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: 3-naphthlen propionyl-CoA
• 英文别名: S-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyl] 3-naphthalen-2-ylpropanethioate
• CAS: 880089-53-2
• 化学式: C₃₄H₄₆N₇O₁₇P₃S
• 分子量: 949.763
• InChiKey: NWRGHFUBBGHGPG-QYIUPXBKSA-N

物化性质

• 密度：
  1.74±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.5
• 重原子数：
  62
• 可旋转键数：
  23
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  389
• 氢给体数：
  9
• 氢受体数：
  22

反应信息

• 作为反应物：
  描述：

  3-naphthlen propionyl-CoA 在 ferrocenium hexafluorophosphate 、 rat medium-chain acylCoA dehydrogenase 作用下， 以 phosphate buffer 为溶剂， 生成
  参考文献：
  名称：

  脂肪酸代谢的荧光形态底物：哺乳动物中链酰基辅酶A脱氢酶的高灵敏度探针。

  摘要：

  DOI：

  10.1002/anie.200502675
• 作为产物：
  描述：

  (E)-3-(萘-2-基)丙烯酸 在 potassium trimethylsilonate 、 氯甲酸乙酯 、 碳酸氢钠 、 三乙胺 作用下， 以 四氢呋喃 、 乙醚 、 水 为溶剂， 反应 20.17h， 生成 3-naphthlen propionyl-CoA
  参考文献：
  名称：

  脂肪酸代谢的荧光形态底物：哺乳动物中链酰基辅酶A脱氢酶的高灵敏度探针。

  摘要：

  DOI：

  10.1002/anie.200502675

文献信息

• Multiple Complexes of Long Aliphatic <i>N</i>-Acyltransferases Lead to Synthesis of 2,6-Diacylated/2-Acyl-Substituted Glycopeptide Antibiotics, Effectively Killing Vancomycin-Resistant Enterococcus
  作者：Syue-Yi Lyu、Yu-Chen Liu、Chin-Yuan Chang、Chuen-Jiuan Huang、Ya-Huang Chiu、Chun-Man Huang、Ning-Shian Hsu、Kuan-Hung Lin、Chang-Jer Wu、Ming-Daw Tsai、Tsung-Lin Li

  DOI：10.1021/ja504125v

  日期：2014.8.6

  Teicoplanin A2-2 (Tei)/A40926 is the last-line antibiotic to treat multidrug-resistant Gram-positive bacterial infections, e.g., methicillinresistant Staphylococcus aurcus (MRSA) and vancomycin-resistant enterococcus (VRE). This class of antibiotics is powered by the N-acyltransferase (NAT) Orf11*/Dbv8 through N-acylation on glucosamine at the central residue of Tei/A40926 pseudoaglycone. The NAT enzyme possesses enormous value in untapped applications; its advanced development is hampered largely due to a lack of structural information. In this report, we present eight high-resolution X-ray crystallographic unary, binary, and ternary complexes in order to decipher the molecular basis for NAT's functionality. The enzyme undergoes a multistage conformational change upon binding of acyl-CoA, thus allowing the uploading of Tei pseudoaglycone to enable the acyl-transfer reaction to take place in the occlusion between the N- and C-halves of the protein. The acyl moiety of acyl-CoA can be bulky or lengthy, allowing a large extent of diversity in new derivatives that can be formed upon its transfer. Vancomycin/synthetic acyl-N-acetyl cysteamine was not expected to be able to serve as a surrogate for an acyl acceptor/donor, respectively. Most strikingly, NAT can catalyze formation of 2-N,6-O-diacylated or C6 -> C2 acyl-substituted Tei analogues through an unusual 1,4-migration mechanism under stoichiometric/solvational reaction control, wherein selected representatives showed excellent biological activities, effectively counteracting major types (VanABC) of VRE.
• [EN] FLUOROGENIC PROBES FOR MEDIUM CHAIN ACYL-COA DEHYDROGENASE ( MCAD )<br/>[FR] SONDES FLUOROGENES POUR ACYL-COA DESHYDROGENASE DES ACIDES GRAS A CHAINE MOYENNE (MCAD)
  申请人：UNIV COLUMBIA

  公开号：WO2007022263A1

  公开（公告）日：2007-02-22

  [EN] The present invention relates to compounds useful for detecting the activity of human MCAD, compounds useful for competitively inhibiting human MCAD, as well as methods of manufacture thereof .
  [FR] La présente invention concerne des composés convenant à la détection de l'activité du MCAD chez l'homme, des composés convenant à l'inhibition compétitive du MCAD chez l'homme, ainsi que des procédés de fabrication correspondants.