MilliporeSigma
All Photos(6)

A9528

Sigma-Aldrich

Amphotericin B solubilized

powder, γ-irradiated, BioXtra, suitable for cell culture

Synonym(s):
Amphotericin B from Streptomyces sp., Fungizone
Empirical Formula (Hill Notation):
C47H73NO17
CAS Number:
Molecular Weight:
924.08
Beilstein:
78342
MDL number:
eCl@ss:
34010400
PubChem Substance ID:

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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Related Categories

General description

Chemical structure: polyene

Packaging

50, 100, 500 mg in glass bottle
1, 5 g in glass bottle
Solubilized Amphotericin B is packaged in amber glass bottle, with the contents inside an inserted fused cone.

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.

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

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

STOT SE 3

Target Organs

Respiratory system

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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