6β-amino-penicillanic acid; potassium salt | 13833-83-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 6β-amino-penicillanic acid; potassium salt
• 英文别名: (+)-6-APA; potassium salt；6-APA; potassium salt；potassium;(2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
• CAS: 13833-83-5
• 化学式: C₈H₁₁N₂O₃S*K
• 分子量: 254.351
• InChiKey: VWSUFGCEAJFVAP-ZXSAOVMCSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -4.87
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  112
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Z-Ala-Ala-Ala 、 6β-amino-penicillanic acid; potassium salt 在 N-甲基吗啉 、 氯甲酸异丁酯 作用下， 生成 6-(Benzyloxycarbonyl-alanyl-alanyl-alanylamino)penicillansaeure
  参考文献：
  名称：

  6-氨基青松酸和7-氨基头孢烷酸的二和三炔基衍生物的合成和抗菌活性

  摘要：

  用L-丙氨酰基-L-丙氨酸和L-丙氨酰基-L-丙氨酸-L-丙氨酸将6-氨基青霉酸（6-APS）和7-氨基头孢烷酸（7-ACS）连接到氨基上。可以在极其温和的酸解条件下分离的1-（联苯基-4-基）-1-甲基乙氧基羰基最适合于上述肽的可逆保护。在特殊的氢化条件下，成功地从6-（苄氧羰基-L-丙氨酰基-L-丙氨酰基-L-丙氨酰氨基）青霉酸（2b）水解了N-保护基。抗生素最有效的6-（L-丙氨酰-L-丙氨酰氨基）青霉酸（1）与未取代的6-氨基青霉酸相比，枯草芽孢杆菌和大肠杆菌增加了100倍K 12在生物光度计中的有效性提高了10倍。在两种测试生物的opt突变体和野生型中出现了相同的最低抑菌浓度。有效性的提高可以通过衍生物1的亲水性增加来解释。

  DOI：

  10.1002/jlac.198019800105
• 作为产物：
  描述：

  Penicillin G potassium 在 penicillinacylase on Eupergit C beads pH 7.5 作用下， 以 水 为溶剂， 生成 苯乙酸 、 6β-amino-penicillanic acid; potassium salt
  参考文献：
  名称：

  Immobilized penicillinacylase: Application to the synthesis of the dipeptide aspartame

  摘要：

  DOI：

  10.1016/s0040-4039(00)84751-6

文献信息

• Novel antimicrobial quinolonyl lactam esters
  申请人：Norwich Eaton Pharmaceuticals, Inc.

  公开号：EP0366641A2

  公开（公告）日：1990-05-02

  Antimicrobial quinolonyl lactam esters comprising a lactam-containing moiety linked, by an ester group, to the 3-carboxy group of a quinolone moiety. These compounds are of the formula: wherein (1) R3, R4, and R5, together with bonds "a" and "b", form certain lactam-containing moieties similar to those known in the art to have antimicrobial activity; and (2) A, R6, R7, and R8 form any of a variety of quinolone or napthyridine structures similar to those known in the art to have antimicrobial activity.

  抗菌喹烯酮内酰胺酯，包含一个通过酯基与喹烯酮分子的 3-羧基相连的含内酰胺分子。这些化合物的结构式如下 其中 (1) R3、R4 和 R5 与键 "a "和 "b "一起形成某些含内酰胺的分子，类似于本领域已知的具有抗菌活性的分子；以及 (2) A、R6、R7 和 R8 形成各种喹诺酮或萘啶结构中的任何一种，类似于本领域已知的具有抗菌活性的结构。
• Epoxidation of vinyl functionalized cubic Ia3d mesoporous silica for immobilization of penicillin G acylase
  作者：Wangcheng Zhan、Yongjun Lü、Ling Yang、Yanglong Guo、Yanqin Wang、Yun Guo、Guanzhong Lu

  DOI：10.1016/s1872-2067(14)60156-x

  日期：2014.10

  Epoxy functionalized cubic Ia3d mesoporous silica (CIMS) was successfully synthesized by epoxidizing vinyl groups prepared on the CIMS by a co-condensation method. The synthesized material was characterized by X-ray diffraction, nitrogen sorption, transmission electron microscopy, thermogravimetric analysis, and solid state C-13 NMR. The vinyl groups were found to be easily epoxidized to yield epoxy functionalized CIMS. The epoxy functionalized CIMS was used as a support for the immobilization of penicillin G acylase (PGA), and the effects of the epoxy group on the initial activity and the operational stability of the immobilized PGA were studied. The results showed that the enzyme loading and initial activity of the immobilized PGA decreased with increasing amounts of epoxy groups. These observations were due to a decrease in the pore size of the mesoporous silica as well as an increase in the hydrophobicity of the silica surface. However, an appropriate amount of epoxy groups on the CIMS support was found to improve the operational stability of the immobilized PGA. This improvement was the result of increased interactions between the epoxy functionalized CIMS support and the PGA. (C) 2014, Dalian Institute of Chemical Physics, Chinese Academy of Sciences. Published by Elsevier B.V. All rights reserved.
• BARTH, W. E.
  作者：BARTH, W. E.

  DOI：——

  日期：——
• US4366098A
  申请人：——

  公开号：US4366098A

  公开（公告）日：1982-12-28
• US5180719A
  申请人：——

  公开号：US5180719A

  公开（公告）日：1993-01-19