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MilliporeSigma

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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product line

BioXtra

Quality Level

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

SMILES string

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

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

InChI key

KLOHDWPABZXLGI-YWUHCJSESA-M

General description

Chemical structure: β-lactam

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.

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).

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.

Other Notes

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

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.


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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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Jaroslav Slamecka et al.
Cell cycle (Georgetown, Tex.), 17(3), 330-347 (2017-11-17)
Fetal stem cells are a unique type of adult stem cells that have been suggested to be broadly multipotent with some features of pluripotency. Their clinical potential has been documented but their upgrade to full pluripotency could open up a
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
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



Numéro d'article de commerce international

RéférenceGTIN
A8351-25G04061833391471
A8351-100G04061833689622
A8351-5G04061833391488