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Merck Amphotericin B

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MT-CM-A2942

solution, suitable for cell culture, BioReagent 20mL.

Synonym(s):    Amphotericin, Fungizone

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Empirical Formula (Hill Notation):  C47H73NO17

CAS Number:  1397-89-3

Molecular Weight:  924.08

MDL number:  MFCD00877763

UNSPSC Code:  12352207

PubChem Substance ID:  24890711

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:  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

 





General description

Amphotericin B is a macrocyclic lactone with a hydrophilic polyhydroxyl chain and a lipophilic polyene based hydrocarbon chain.[1]

Application

Amphotericin B solution has been used:

  • as an intraperitoneal injection for the treatment of Aspergillus fumigatus infection in mice[2]
  • 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[3]
  • as a supplement in RPMI medium for the culture of the mouse-mouse B cell hybridoma 55-6 cell line[4]

Biochem/physiol Actions

Amphotericin B is a polyene antifungal antibiotic from Streptomyces sp. that is clinically used to treat systemic fungal infections.[5] 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.[6] It forms transmembrane channels by binding to sterols associated with membranes, thereby leading to the leakage of small molecules.[6] Amphotericin B elicits toxicity despite being an effective antibiotic for treating mycoses.[7]

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.