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A0166 Sigma

Ampicillin sodium salt

powder, BioReagent, suitable for cell culture

Synonym: D-(−)-α-Aminobenzylpenicillin sodium salt

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Properties

Related Categories A - K, Antibacterial, Antibiotic powders, Antibiotics, Antibiotics A to Z,
product line   BioReagent
form   powder
potency   ≥845 μg per mg
color   white with slight yellow cast
mp   215 °C (dec.)(lit.)
solubility   H2O: soluble50 mg/mL (Stock solutions should be stored at −20 °C.)
suitability   suitable for cell culture
antibiotic activity spectrum   Gram-negative bacteria
  Gram-positive bacteria
storage temp.   2-8°C

Description

Application

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.

Recommended for antibacterial use in cell culture media at 100 mg/L.
Recommended for use in ampicillin-resistance studies at 20-125 μg/ml.

Biochem/physiol Actions

Mode of Action: This is a ß-lactam antibiotic that inhibits bacterial cell-wall synthesis by inactivating transpeptidases on the inner surface of the bacterial cell membrane.

Mode of Resistance: Administration with ß-lactamase cleaves the ß-lactam ring of Ampicillin and inactivates it.

Antimicrobial Spectrum: Includes both gram-positive (similar to benzylpenicillin) and gram-negative bacteria (similar to tetracyclines and chloramphenicol.

Caution

This product has been reported stable as supplied at 25°C at 43% and 81% relative humidity for six weeks. It is stable at 37°C for three days. 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.

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.

Protocols & Applications

Antibiotic Selector for application, solubility, solution stability, working concentration, and mode of action information

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Suggested Laboratory Gloves


Laboratory GlovesThis substance has been tested against several types of hand protection for CE compliance. Click below to find the recommended gloves for handling this product.




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Safety & Documentation

Safety Information

Symbol 
GHS08  GHS08
Signal word 
Danger
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
Hazard Codes (Europe) 
Xn
Risk Statements (Europe) 
Safety Statements (Europe) 
22-36/37-45
WGK Germany 
2
RTECS 
XH8400000

Protocols & Articles

Related Content

Antibiotic Selection Guide

1Application Key: CC = Callus Culture; PR = plant regeneration; EC = cotyledon, hypocotyl, or leaf disc culture; TS = transformant selection; SE = somatic embryogenesis; SSC = stem selection culture;...
Keywords: Antibiotics, Cell culture

Peer-Reviewed Papers

References

Set your institution to view full text papers.

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A designed supramolecular protein assembly with in vivo enzymatic activity. Song WJ and Tezcan FA Science 346(6216), 1525-8, (2014)

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Fast determination of antibiotics in whole blood. Chen Q, Andersson A, Mecklenburg M, et al. Clin. Microbiol. Infect. 19(9), 869-74, (2013)

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Cell death from antibiotics without the involvement of reactive oxygen species. Liu Y and Imlay JA Science 339(6124), 1210-3, (2013)

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Metabolic control of persister formation in Escherichia coli. Amato SM, Orman MA, and Brynildsen MP Mol. Cell. 50(4), 475-87, (2013)

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Fe-S cluster biosynthesis controls uptake of aminoglycosides in a ROS-less death pathway. Ezraty B, Vergnes A, Banzhaf M, et al. Science 340(6140), 1583-7, (2013)

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A protocol for the production of recombinant spider silk-like proteins for artificial fiber spinning. Florence Teulé et al Nat. Protoc. 4, 341-55, (2009)

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Effectiveness of intrapartum antibiotic prophylaxis for prevention of early-onset group B streptococcal disease. Fairlie T, Zell ER, and Schrag S Obstet. Gynecol. 121(3), 570-7, (2013)

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Early empiric antibiotic use in preterm infants is associated with lower bacterial diversity and higher relative abundance of Enterobacter. Greenwood C, Morrow AL, Lagomarcino AJ, et al. J. Pediatr. 165(1), 23-9, (2014)

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Adjunctive corticosteroid therapy improves lung immunopathology and survival during severe secondary pneumococcal pneumonia in mice. Ghoneim HE and McCullers JA J. Infect. Dis. 209(9), 1459-68, (2014)

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Microbiology of urinary tract infections in Gaborone, Botswana. Renuart AJ, Goldfarb DM, Mokomane M, et al. PLoS ONE 8(3), e57776, (2013)

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In vitro pharmacodynamics of human-simulated exposures of ampicillin/sulbactam, doripenem and tigecycline alone and in combination against multidrug-resistant Acinetobacter baumannii. Housman ST, Hagihara M, Nicolau DP, et al. J. Antimicrob. Chemother. 68(10), 2296-304, (2013)

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Spirobisnaphthalene analogues from the endophytic fungus Preussia sp. Xiaomei Chen et al J. Nat. Prod. 72, 1712-5, (2009)

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Expression of blaA underlies unexpected ampicillin-induced cell lysis of Shewanella oneidensis. Yin J, Sun L, Dong Y, et al. PLoS ONE 8(3), e60460, (2013)

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A predictive ligand-based Bayesian model for human drug-induced liver injury. Sean Ekins et al Drug Metab. Dispos. 38, 2302-8, (2010)

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Virulence of the Shiga toxin type 2-expressing Escherichia coli O104:H4 German outbreak isolate in two animal models. Zangari T, Melton-Celsa AR, Panda A, et al. Infect. Immun. 81(5), 1562-74, (2013)

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Transcriptome analysis and physiology of Bifidobacterium longum NCC2705 cells under continuous culture conditions. Mozzetti V, Grattepanche F, Moine D, et al. Benef. Microbes 3(4), 261-72, (2012)

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Bacterial cheating drives the population dynamics of cooperative antibiotic resistance plasmids. Yurtsev EA, Chao HX, Datta MS, et al. Mol. Syst. Biol. 9, 683, (2013)

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Isolation of highly persistent mutants of Salmonella enterica serovar typhimurium reveals a new toxin-antitoxin module. Slattery A, Victorsen AH, Brown A, et al. J. Bacteriol. 195(4), 647-57, (2013)

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Three novel cyclic hexapeptides from Streptomyces alboflavus 313 and their antibacterial activity. Zhiqin Ji et al Eur. J. Med. Chem. 50, 296-303, (2012)

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Sex- and age-specific trends in antibiotic resistance patterns of Escherichia coli urinary isolates from outpatients. McGregor JC, Elman MR, Bearden DT, et al. BMC Fam. Pract. 14, 25, (2013)

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An improved selective culture medium enhances the isolation of Burkholderia pseudomallei from contaminated specimens. Goodyear A, Strange L, Rholl DA, et al. Am. J. Trop. Med. Hyg. 89(5), 973-82, (2013)

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Reactive oxygen species and the bacteriostatic and bactericidal effects of isoconazole nitrate. Czaika VA, Siebenbrock J, Czekalla F, et al. Mycoses 56 Suppl 1, 16-22, (2013)

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Recurrent late-onset group B Streptococcus sepsis in a preterm infant acquired by expressed breastmilk transmission: a case report. Jawa G, Hussain Z, and da Silva O Breastfeed. Med. 8(1), 134-6, (2013)

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Insights into the function and structural flexibility of the periplasmic molecular chaperone SurA. Zhong M, Ferrell B, Lu W, et al. J. Bacteriol. 195(5), 1061-7, (2013)

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Intrapartum antibiotics for known maternal Group B streptococcal colonization. Ohlsson A and Shah VS Cochrane Database Syst. Rev. 1, CD007467, (2013)

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Antibiotic resistance is widespread in urban aquatic environments of Rio de Janeiro, Brazil. Coutinho FH, Silveira CB, Pinto LH, et al. Microb. Ecol. 68(3), 441-52, (2014)

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Differences in virulence genes and genome patterns of mastitis-associated Staphylococcus aureus among goat, cow, and human isolates in Taiwan. Chu C, Wei Y, Chuang ST, et al. Foodborne Pathog. Dis. 10(3), 256-62, (2013)

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Gastric emptying is involved in Lactobacillus colonisation in mouse stomach. Sahasakul Y, Takemura N, and Sonoyama K Br. J. Nutr. 112(3), 408-15, (2014)

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Structure-based computational study of the hydrolysis of New Delhi metallo-β-lactmase-1. Zhu K, Lu J, Ye F, et al. Biochem. Biophys. Res. Commun. 431(1), 2-7, (2013)

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Construction and analysis of a human hepatotoxicity database suitable for QSAR modeling using post-market safety data. Zhu X and Kruhlak NL Toxicology 321, 62-72, (2014)

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Contrast-enhanced computed tomography of the gastrointestinal tract in clinically normal alpacas and llamas. Stieger-Vanegas SM and Cebra CK J. Am. Vet. Med. Assoc. 242(2), 254-60, (2013)

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Effect of low-intensity focused ultrasound on the middle ear in a mouse model of acute otitis media. Noda K, Hirano T, Noda K, et al. Ultrasound Med. Biol. 39(3), 413-23, (2013)

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Synergistic effect of fucoidan with antibiotics against oral pathogenic bacteria. Lee KY, Jeong MR, Choi SM, et al. Arch. Oral Biol. 58(5), 482-92, (2013)

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Ampicillin alone and in combination with riboflavin modulates Staphylococcus aureus infection induced septic arthritis in mice. Mal P, Ghosh D, Bandyopadhyay D, et al. Indian J. Exp. Biol. 50(10), 677-89, (2012)

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Anaerobiospirillum succiniciproducens-induced bacteremia in a healthy man. Inokuchi R, Ishida T, Maeda J, et al. Am. J. Emerg. Med. 32(7), 812.e1-3, (2014)

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Spontaneous bacterial peritonitis with sepsis caused by Enterococcus hirae. Sim JS, Kim HS, Oh KJ, et al. J. Korean Med. Sci. 27(12), 1598-600, (2012)

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Ampicillin and gentamicin are a useful first-line combination for the management of sepsis in under-five children at an urban hospital in Bangladesh. Bibi S, Chisti MJ, Akram F, et al. J. Health. Popul. Nutr. 30(4), 487-90, (2012)

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Evaluation of cutaneous palpebral anthrax. Tekin R, Ari S, Dal T, et al. Cutan. Ocul. Toxicol. 32(4), 294-8, (2013)

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[Antibiotic resistance of strains isolated from community acquired urinary tract infections between 2007 and 2011 in Guelma (Algeria)]. Bentroki AA, Gouri A, Yakhlef A, et al. Ann. Biol. Clin. (Paris.) 70(6), 666-8, (2012)

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An unusual presentation of altered mental status after orthotopic liver transplantation: Listeria brain abscess. Tseng J, Strasfeld LM, and Orloff SL Transplantation 95(12), e72-3, (2013)

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Reply to Gelfand et al and Solla. Fernández-Hidalgo N, Almirante B, and Pahissa A Clin. Infect. Dis. 57(5), 768-70, (2013)

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Combination therapy for enterococcal endocarditis. Gelfand MS and Cleveland KO Clin. Infect. Dis. 57(5), 767, (2013)

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Editorial Commentary: Enterococcus faecalis infective endocarditis: is it time to abandon aminoglycosides? Munita JM, Arias CA, and Murray BE Clin. Infect. Dis. 56(9), 1269-72, (2013)

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Raleigh, E.A., Ausubel, M., et al. Short Protocols in Molecular Biology 2nd ed., New York, NY , (1992) 12, 2

Merck 14,586

Corp MSDS 1 (1), 247:C / RegBook 1 (2), 2065:J / Sax 6, 2410 / Sigma FT-IR 1 (1), 619:B / Structure Index 1, 328:C:3

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