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A9528

Sigma-Aldrich

Amphotericin B solubilized

powder, suitable for cell culture, BioXtra

Synonym(s):

Amphotericin B from Streptomyces sp., Fungizone

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About This Item

Empirical Formula (Hill Notation):
C47H73NO17
CAS Number:
Molecular Weight:
924.08
Beilstein/REAXYS Number:
78342
MDL number:
UNSPSC Code:
12352207
eCl@ss:
34010400
PubChem Substance ID:
NACRES:
NA.76

product name

Amphotericin B solubilized, powder, γ-irradiated, BioXtra, suitable for cell culture

Quality Level

sterility

γ-irradiated

product line

BioXtra

form

powder

technique(s)

cell culture | mammalian: suitable

antibiotic activity spectrum

fungi
yeast

mode of action

cell membrane | interferes

storage temp.

2-8°C

SMILES string

C[C@H]1O[C@@H](O[C@@H]2C[C@@H]3O[C@](O)(C[C@@H](O)C[C@@H](O)[C@H](O)CC[C@@H](O)C[C@@H](O)CC(=O)O[C@@H](C)[C@H](C)[C@H](O)[C@@H](C)\C=C\C=C\C=C\C=C\C=C\C=C\C=C\2)C[C@H](O)[C@H]3C(O)=O)[C@@H](O)[C@@H](N)[C@@H]1O

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

Chemical structure: polyene

Application

Amphotericin B is a polyene antifungal antibiotic from Streptomyce sp. 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.

Biochem/physiol Actions

Amphotericin B binds to sterols, forming pores in the membrane, and causing small molecules to leak out. The product is most effective against fungi and yeast.

Packaging

Solubilized Amphotericin B is packaged in amber glass bottle, with the contents inside an inserted fused cone.

Components

This product is a colloidal suspension of Amphotericin B, using deoxycholate as the solubilizing agent. The formulation is ~45% Amphotericin B and 35% sodium deoxycholate in sodium phosphate and sodium chloride.

Caution

Amphotericin B remains active for 3 days in culture at 37°C. At -20°C, and with protection from air and light, the product remains active for 5 years.

Preparation Note

Amphotericin B is soluble at 19.6-20.4 mg/ml in water, at natural pH without heating, giving a yellowish clear to slightly hazy solution.
Aqueous solutions cannot be sterile filtered due to poor solubility. If reconstituted in sterile water, there is no need to filter sterilize.

It is also soluble in DMSO (30-40 mg/mL) and in dimethylformamide (2-4 mg/mL).

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Product is sensitive to light and moisture. Keep in a dry place.
The actual solid weight of the packaged product is calculated according to the UV purity.

Kit Components Only

Product No.
Description

  • Amphotericin B ~ 45 %

  • Sodium deoxycholate ~ 35 %

  • Sodium phosphate balance

pictograms

Health hazard

signalword

Danger

hcodes

Hazard Classifications

STOT RE 1

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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