A70909
(+)-6-氨基青霉烷酸
96%
别名:
(2S,5R,6R)-6-氨基-3,3-二甲基-7-氧代-4-硫杂-1-氮杂双环[3.2.0]庚烷-2-羧酸, 6-APA
质量水平
方案
96%
表单
powder
旋光性
[α]22/D +276.3°, c = 1.2 in 0.1 M HCl
mp
198-200 °C (dec.) (lit.)
抗生素抗菌谱
Gram-positive bacteria
作用机制
cell wall synthesis | interferes
储存温度
2-8°C
SMILES字符串
CC1(C)S[C@@H]2[C@H](N)C(=O)N2[C@H]1C(O)=O
InChI
1S/C8H12N2O3S/c1-8(2)4(7(12)13)10-5(11)3(9)6(10)14-8/h3-4,6H,9H2,1-2H3,(H,12,13)/t3-,4+,6-/m1/s1
InChI key
NGHVIOIJCVXTGV-ALEPSDHESA-N
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一般描述
(+)-6-氨基青霉烷酸是不同青霉素的核心部分。可由苄青霉素硅烷基酯通过酰胺键断裂制备。(+)-6-氨基青霉烷酸包被在银纳米颗粒 (6APA-AgNPs) 上，使其具有检测人红细胞中铬 (IV) 的能力。
化学结构式：ß-内酰胺
应用
它与较高氨基酸席夫碱反应形成相应的β-内酰胺衍生物4
（+）-6-氨基青霉烷酸可作为原料，用于通过界面缩聚反应与有机锡二卤化物反应合成（6S，7S）-头孢菌素和有机锡多胺酯。
警示用语：
Warning
危险声明
危险分类
Eye Irrit. 2
储存分类代码
11 - Combustible Solids
WGK
WGK 2
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
历史批次信息供参考:
分析证书(COA)
Lot/Batch Number
Organotin polyamine esters from reaction of 6-aminopenicillanic acid and organotin dihalides
Carraher Jr CE, et al.
J. Polym. Mater., 29(4), 387-387 (2012)
Optimality and robustness in quorum sensing (QS)-mediated regulation of a costly public good enzyme.
Anand Pai et al.
Proceedings of the National Academy of Sciences of the United States of America, 109(48), 19810-19815 (2012-11-13)
Bacteria secrete a variety of public good exoproducts into their environment. These exoproducts are typically produced under the control of quorum sensing (QS), a signaling mechanism by which bacteria sense and respond to changes in their density. QS seems to
6-aminopenicillanic acid.
Rolinson GN.
Chemotherapy, 2(1), 52-59 (1961)
Joanna Skiba et al.
European journal of medicinal chemistry, 57, 234-239 (2012-10-18)
We report on the synthesis of ferrocenyl-ampicillin and ferrocenyl-6-aminopenicillinic acid bioconjugates. Title compounds were characterized by (1)H NMR, IR, MS and elemental analysis. These novel ferrocenyl-antibiotic conjugates were also investigated by cyclic voltammetry (CV). Ferrocenyl-ampicillin complexes revealed reversible uncomplicated oxidation
David A Harris et al.
Bioorganic & medicinal chemistry letters, 19(14), 3787-3790 (2009-05-12)
We report the first synthesis of a 5S penem, known to bind bacterial type I signal peptidase, from the commercially available and inexpensive 6-aminopenicillanic acid. We report the first in vivo activity of the compound and use structure-activity relationship studies
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