A0166

Sigma-Aldrich

Ampicillin sodium salt

powder or crystals, BioReagent, suitable for cell culture

Sinônimo(s):
D-(−)-α-Aminobenzylpenicillin sodium salt
Empirical Formula (Hill Notation):
C16H18N3NaO4S
Número CAS:
Peso molecular:
371.39
Beilstein/REAXYS Number:
4119211
Número EC:
Número MDL:
ID de substância PubChem:
NACRES:
NA.76

Nível de qualidade

200

fonte biológica

synthetic

linha de produto

BioReagent

forma

powder or crystals

potência

845-988 μg per mg (C16H18N3O4S, Calculated on the anhydrous basis)

aplicação(ões)

cell culture | mammalian: suitable

cor

white to off-white

pf

215 °C (dec.) (lit.)

solubilidade

H2O: 50 mg/mL (Stock solutions should be stored at −20 °C.)

Modo de ação

cell wall synthesis | interferes

espectro de atividade do antibiótico

Gram-negative bacteria
Gram-positive bacteria

temperatura de armazenamento

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

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Categorias relacionadas

Descrição geral

Chemical structure: ß-lactam

Aplicação

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.

Ações bioquímicas/fisiológicas

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.

Embalagem

5g, 25g, 100g

Atenção

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.

Nota de preparo

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.

Outras notas

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

Pictogramas

Health hazard

Palavra indicadora

Danger

Frases de perigo

Declarações de precaução

hazcat

Resp. Sens. 1 - Skin Sens. 1

storage_class_code

13 - Non Combustible Solids

WGK Alemanha

WGK 2

Ponto de fulgor (ºF)

Not applicable

Ponto de fulgor (ºC)

Not applicable

Equipamento de proteção individual

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

Certificado de análise

Certificado de origem

M Ashley Sobran et al.
Journal of bacteriology, 201(17) (2019-06-27)
To detect and respond to the diverse environments they encounter, bacteria often use two-component regulatory systems (TCS) to coordinate essential cellular processes required for survival. In pathogenic Bordetella species, the BvgAS TCS regulates expression of hundreds of genes, including those...
Daejin Lim et al.
Frontiers in bioengineering and biotechnology, 8, 840-840 (2020-08-09)
Targeted delivery of drugs is a key aspect of the successful treatment of serious conditions such as tumors. In the pursuit of accurate delivery with high specificity and low size limit for peptide drugs, a synthetic type 3 secretion system...
Alexander Frank et al.
Current biology : CB, 28(16), 2597-2606 (2018-08-07)
Synchronization of circadian clocks to the day-night cycle ensures the correct timing of biological events. This entrainment process is essential to ensure that the phase of the circadian oscillator is synchronized with daily events within the environment [1], to permit...
Wei Lin et al.
Molecular cell, 70(1), 60-71 (2018-04-03)
Fidaxomicin is an antibacterial drug in clinical use for treatment of Clostridium difficile diarrhea. The active ingredient of fidaxomicin, lipiarmycin A3 (Lpm), functions by inhibiting bacterial RNA polymerase (RNAP). Here we report a cryo-EM structure of Mycobacterium tuberculosis RNAP holoenzyme in...
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Protocolos
Separation of Ampicillin Sodium, Pharmaceutical Secondary Standard; Certified Reference Material
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