A2942

Sigma-Aldrich

Amphotericin B solution

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

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

Quality Level

sterility

0.1 μm filtered

product line

BioReagent

form

liquid

concentration

250 μg/mL in deionized water

application(s)

cell culture | mammalian: suitable

color

yellow

Mode of action

cell membrane | interferes

antibiotic activity spectrum

fungi
yeast

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.

storage_class_code

12 - Non Combustible Liquids

WGK Germany

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. How should Product A2942, Amphotericin B solution, be stored?

    This product should be stored at -20 °C.  It is stable in culture at 37 °C up to 3 days.

  4. At what concentration should Product A2942, Amphotericin B solution, be used?

    We suggest a working concentration of 10 ml/L (2.5 mg/L).

  5. What is the shelf life of Product A2942, Amphotericin B solution?

    It has an expiration date of 18 months. This can be found on the lot-specific certificate of analysis.

  6. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  7. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  8. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

Sarah Kagan et al.
Antimicrobial agents and chemotherapy, 56(11), 5603-5611 (2012-08-22)
Amphotericin B (AMB) is an effective antifungal agent. However, its therapeutic use is hampered by its toxicity, mainly due to channel formation across kidney cell membranes and the disruption of postendocytic trafficking. We previously described a safe injectable AMB-arabinogalactan (AG)...
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....
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)...
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...
Sarah C Brüningk et al.
Scientific reports, 10(1), 1653-1653 (2020-02-06)
For multimodality therapies such as the combination of hyperthermia and radiation, quantification of biological effects is key for dose prescription and response prediction. Tumour spheroids have a microenvironment that more closely resembles that of tumours in vivo and may thus...
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