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Merck

A8351

Ampicilline sodium salt

BioXtra, suitable for cell culture

Synonyme(s) :

D-(−)-α-aminobenzylpénicilline sodium salt

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A propos de cet article

Formule empirique (notation de Hill) :
C16H18N3NaO4S
Numéro CAS:
Poids moléculaire :
371.39
UNSPSC Code:
51281716
NACRES:
NA.76
PubChem Substance ID:
EC Number:
200-708-1
Beilstein/REAXYS Number:
4119211
MDL number:
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Nom du produit

Ampicilline sodium salt, BioXtra, suitable for cell culture

InChI key

KLOHDWPABZXLGI-YWUHCJSESA-M

InChI

1S/C16H19N3O4S.Na/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);/q;+1/p-1/t9-,10-,11+,14-;/m1./s1

SMILES string

[Na+].CC1(C)SC2[C@H](NC(=O)[C@H](N)c3ccccc3)C(=O)N2[C@H]1C([O-])=O

product line

BioXtra

form

powder

technique(s)

cell culture | mammalian: suitable

impurities

endotoxin, tested

color

white to off-white

mp

215 °C (dec.) (lit.)

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

mode of action

cell wall synthesis | interferes

storage temp.

2-8°C

Quality Level

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Biochem/physiol Actions

Mode d'action : antibiotique de type bêta-lactamine qui inhibe la synthèse de la paroi cellulaire chez les bactéries en inactivant les transpeptidases situées sur la face interne de la membrane cellulaire.

Mode de résistance : les bêta-lactamases clivent le cycle bêta-lactame de l'ampicilline, la rendant inactive.

Spectre antimicrobien : agit sur les bactéries à Gram positif (activité comparable à la benzylpénicilline) et à Gram négatif (activité comparable aux tétracyclines et au chloramphénicol).

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.

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: ß-lactam

Other Notes

Keep container tightly closed in a dry and well-ventilated place, hygroscopic.

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.

pictograms

Health hazard

signalword

Danger

hcodes

Hazard Classifications

Resp. Sens. 1A - Skin Sens. 1A

Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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Consulter la Bibliothèque de documents

Jaroslav Slamecka et al.
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Jianhua Yin et al.
PloS one, 8(3), e60460-e60460 (2013-04-05)
Shewanella oneidensis is a facultative anaerobic γ-proteobacterium possessing remarkably diverse respiratory capacities for reducing various organic and inorganic substrates. As a veteran research model for investigating redox transformations of environmental contaminants the bacterium is well known to be a naturally
Tonia Zangari et al.
Infection and immunity, 81(5), 1562-1574 (2013-02-27)
In May 2011, a large food-borne outbreak was traced to an unusual O104:H4 enteroaggregative Escherichia coli (EAEC) strain that produced Shiga toxin (Stx) type 2 (Stx2). We developed a mouse model to study the pathogenesis and treatment for this strain
Yuanyuan Liu et al.
Science (New York, N.Y.), 339(6124), 1210-1213 (2013-03-09)
Recent observations have suggested that classic antibiotics kill bacteria by stimulating the formation of reactive oxygen species (ROS). If true, this notion might guide new strategies to improve antibiotic efficacy. In this study, the model was directly tested. Contrary to
Nuria Fernández-Hidalgo et al.
Clinical infectious diseases : an official publication of the Infectious Diseases Society of America, 56(9), 1261-1268 (2013-02-09)
The aim of this study was to compare the effectiveness of the ampicillin plus ceftriaxone (AC) and ampicillin plus gentamicin (AG) combinations for treating Enterococcus faecalis infective endocarditis (EFIE). An observational, nonrandomized, comparative multicenter cohort study was conducted at 17

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