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Key Documents

A2942

Sigma-Aldrich

Amphotericin B

solution, suitable for cell culture, BioReagent

Synonym(s):

Amphotericin, Fungizone

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About This Item

Empirical Formula (Hill Notation):
C47H73NO17
CAS Number:
Molecular Weight:
924.08
MDL number:
UNSPSC Code:
12352207
PubChem Substance ID:
NACRES:
NA.76

product name

Amphotericin B solution, 250 μg/mL in deionized water, 0.1 μm filtered, BioReagent, suitable for cell culture

Quality Level

sterility

0.1 μm filtered

product line

BioReagent

form

liquid

concentration

250 μg/mL in deionized water

technique(s)

cell culture | mammalian: suitable

color

yellow

antibiotic activity spectrum

fungi
yeast

Mode of action

cell membrane | interferes

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@]12C[C@@H](O[C@@H]3O[C@H](C)[C@@H](O)[C@H](N)[C@@H]3O)\C=C\C=C\C=C\C=C\C=C\C=C\C=C\[C@H](C)[C@@H](O)[C@@H](C)[C@H](C)OC(=O)C[C@H](O)C[C@H](O)CC[C@@H](O)[C@H](O)C[C@H](O)C[C@](O)(C[C@H](O)[C@H]1C(=O)O[Na])O2

InChI

1S/C47H73NO17/c1-27-17-15-13-11-9-7-5-6-8-10-12-14-16-18-34(64-46-44(58)41(48)43(57)30(4)63-46)24-38-40(45(59)60)37(54)26-47(61,65-38)25-33(51)22-36(53)35(52)20-19-31(49)21-32(50)23-39(55)62-29(3)28(2)42(27)56/h5-18,27-38,40-44,46,49-54,56-58,61H,19-26,48H2,1-4H3,(H,59,60)/b6-5+,9-7+,10-8+,13-11+,14-12+,17-15+,18-16+/t27-,28-,29-,30+,31+,32+,33-,34-,35+,36+,37-,38-,40+,41-,42+,43+,44-,46-,47+/m0/s1

InChI key

APKFDSVGJQXUKY-INPOYWNPSA-N

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General description

Amphotericin B is a macrocyclic lactone with a hydrophilic polyhydroxyl chain and a lipophilic polyene based hydrocarbon chain.

Application

Amphotericin B solution has been used:
  • as an intraperitoneal injection for the treatment of Aspergillus fumigatus infection in mice
  • as a constituent of aspiration medium for the culture of Chinese Merino ewe ovaries
  • as a constituent of transport medium during the collection of equine corpora lutea
  • as a supplement in RPMI medium for the culture of the mouse-mouse B cell hybridoma 55-6 cell line

Biochem/physiol Actions

Amphotericin B is a polyene antifungal antibiotic from Streptomyces sp. that is clinically used to treat systemic fungal infections. It has a high affinity for sterols, especially ergosterols, of both fungal and bacterial cell membranes. Normal usage in maintenance of antifungal cell cultures is 2.5 mg/L with penicillin and streptomycin used in the medium.
Amphotericin B is most effective against fungi and yeast. It forms transmembrane channels by binding to sterols associated with membranes, thereby leading to the leakage of small molecules. Amphotericin B elicits toxicity despite being an effective antibiotic for treating mycoses.

Packaging

20,50,100ml

Components

This product is supplied as 250 μg/mL Amphotericin B in deionized water. It is a solution containing Amphotericin B, and the following components aimed to improve its solubility: sodium deoxycholate, sodium chloride and sodium phosphate.

Caution

Amphotericin B remains active for 3 days in culture at 37°C.

Preparation Note

It is not unusual for this material to form a precipitate in aqueous solutions. Mixing the solution will redissolve most of the precipitate but, if it does not fully resolubilize, the Amphotericin B will still be suitable for use.

Other Notes

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

also commonly purchased with this product

Product No.
Description
Pricing

Storage Class Code

12 - Non Combustible Liquids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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María Lourdes Acosta et al.
Cytotechnology, 54(3), 189-200 (2008-11-13)
Batch cultures were carried out to study the kinetic, stoichiometry, and regulation of glucose and glutamine metabolism of a murine hybridoma line. Asymmetric logistic equations (ALEs) were used to fit total and viable cell density, and nutrient and metabolite/product concentrations.
Yong-Hong Wang et al.
The Journal of antibiotics, 63(9), 553-557 (2010-07-08)
A new derivative of amphotericin B named amphotericin B(5) has been obtained under the following condition: amphotericin B powder was first dissolved in N,N-dimethylformamide at room temperature to obtain a solution of concentration of 2.0 mg ml(-1). Then, the solution
J Bolard et al.
Biochemistry, 30(23), 5707-5715 (1991-06-11)
The inducement of K+ permeability through membranes by the polyene antibiotic amphotericin B (AmB) has been analyzed as a measure of the antibiotic activity. Dose-response curves have been obtained with cholesterol- and ergosterol-containing egg yolk phosphatidylcholine large unilamellar vesicles (LUVs)
Luigina Romani et al.
Blood, 103(11), 4232-4239 (2004-02-26)
Dendritic cells (DCs) show a remarkable functional plasticity in the recognition of Aspergillus fumigatus and orchestrate the antifungal immune resistance in the lungs. Here, we show that thymosin alpha 1, a naturally occurring thymic peptide, induces functional maturation and interleukin-12
Ewa Grela et al.
Scientific reports, 9(1), 17029-17029 (2019-11-21)
Amphotericin B is an antibiotic used as the "gold standard" in the treatment of life-threatening fungal infections. Several molecular mechanisms have been proposed to explain exceptionally high effectiveness of amphotericin B in combating fungi. In the present work, we apply

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