59349
アンピシリン
analytical standard
別名:
D-(−)-α-アミノベンジルペニシリン
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この商品について
実験式（ヒル表記法）:
C16H19N3O4S
CAS番号:
分子量:
349.40
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
EC Number:
200-709-7
Beilstein/REAXYS Number:
1090925
MDL number:
製品名
アンピシリン, analytical standard
InChI key
AVKUERGKIZMTKX-NJBDSQKTSA-N
InChI
1S/C16H19N3O4S/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8/h3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23)/t9-,10-,11+,14-/m1/s1
SMILES string
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)c3ccccc3)C(O)=O
grade
analytical standard
assay
≥95.0% anhydrous basis (NT)
shelf life
limited shelf life, expiry date on the label
technique(s)
HPLC: suitable
gas chromatography (GC): suitable
impurities
≤20% water
mp
208 °C (dec.) (lit.)
application(s)
clinical testing
format
neat
storage temp.
2-8°C
Quality Level
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Biochem/physiol Actions
作用機序：半合成のペニシリンであるアンピリシンは、細菌の細胞膜の内面でトランスペプチダーゼを失活させることによって細菌の細胞壁の合成を阻害するβ-ラクタムです。
耐性機序：β-ラクタマーゼを投与するとアンピシリンのラクタム環が開裂し、それを失活させます。
抗菌スペクトル：グラム陽性細菌（ベンジルペニシリンと同様）およびグラム陰性細菌（テトラサイクリンおよびクロラムフェニコールと同様）の両方に対して有効です。
耐性機序：β-ラクタマーゼを投与するとアンピシリンのラクタム環が開裂し、それを失活させます。
抗菌スペクトル：グラム陽性細菌（ベンジルペニシリンと同様）およびグラム陰性細菌（テトラサイクリンおよびクロラムフェニコールと同様）の両方に対して有効です。
Application
Ampicillin has been used as a reference compound in the determination of ampicillin free drug concentration in standard solution of human serum albumin by micellar liquid chromatography method.
Ampicillin is a semi-synthetic derivative of penicillin that functions as a broad-spectrum antibiotic. It has been used to study antibiotic resistance and penetration limitations, the synergy between multiple antibiotics, certain bloodstream infections, and has been used to develop PCR assays to detect resistance genes in cerebrospinal fluid.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Disclaimer
This product has been reported stable as supplied at 25°C at 43% and 81% relative humidity for six weeks. Additional studies have shown that the stability of Ampicillin in solution is a function of pH, temperature and the identity of the buffer. It′s activity is quickly lost when stored above pH 7. Optimal storage conditions are suggested as 2-8°C, and pH 3.8-5 where its activity was retained at 90%+ for a week.
General description
Chemical structure: β-lactam
Ampicillin belongs to the β-lactum group of antibiotics. It is used to treat bacterial infections via penetrating gram positive and gram negative bacteria. Its mode of action basically involves the inhibition of bacterial cell wall synthesis, thus leading to cell lysis.
Ampicillin belongs to the β-lactum group of antibiotics. It is used to treat bacterial infections via penetrating gram positive and gram negative bacteria. Its mode of action basically involves the inhibition of bacterial cell wall synthesis, thus leading to cell lysis.
Packaging
This product is packaged in a bottomless glass bottle with the contents inside an inserted fused cone.
Preparation Note
Ampicillin is reported as slightly soluble in water, practically insoluble in alcohol, chloroform, ether and fixed oils but soluble in dilute acids or bases. The solution should not be autoclaved; a stock solution should be sterilized through filtration and stored frozen, where it will be stable for months.
signalword
Danger
hcodes
Hazard Classifications
Resp. Sens. 1 - Skin Sens. 1
保管分類
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
A new application of micellar liquid chromatography in the determination of free ampicillin concentration in the drug?human serum albumin standard solution in comparison with the adsorption
Stepnik KE, et al.
Talanta, 153, 1-7 (2016)
Analysis of three penicillin antibiotics (ampicillin, amoxicillin and cloxacillin) of several Iranian pharmaceutical companies by HPLC.
Ashnagar A and Naseri GN
Journal of Chemistry, 4(4), 536-545 (2007)
Rapid method for the determination of ampicillin residues in animal muscle tissues by high-performance liquid chromatography with fluorescence detection.
Luo W, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 694(2), 401-407 (1997)
Arnaud Taton et al.
Nucleic acids research, 42(17), e136-e136 (2014-07-31)
Inspired by the developments of synthetic biology and the need for improved genetic tools to exploit cyanobacteria for the production of renewable bioproducts, we developed a versatile platform for the construction of broad-host-range vector systems. This platform includes the following
Jens T Van Praet et al.
The EMBO journal, 34(4), 466-474 (2015-01-21)
Antinuclear antibodies are a hallmark feature of generalized autoimmune diseases, including systemic lupus erythematosus and systemic sclerosis. However, the processes underlying the loss of tolerance against nuclear self-constituents remain largely unresolved. Using mice deficient in lymphotoxin and Hox11, we report
ライフサイエンス、有機合成、材料科学、クロマトグラフィー、分析など、あらゆる分野の研究に経験のあるメンバーがおります。.
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