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A2942

Amphotericin B

Name: Amphotericin B
Brand: SIGMA

solution, suitable for cell culture, BioReagent

Synonym(s):

Amphotericin, Fungizone

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About This Item

Empirical Formula (Hill Notation):

C₄₇H₇₃NO₁₇

CAS Number:

1397-89-3

Molecular Weight:

924.08

UNSPSC Code:

12352207

PubChem Substance ID:

24890711

NACRES:

NA.76

MDL number:

MFCD00877763

eCl@ss:

34010400

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Properties

Product Name

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

Quality Level

200

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

Description

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

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.

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.

Disclaimer

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

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Storage Class

12 - Non Combustible Liquids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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