• USA Home
  • A4888 - Amphotericin B from Streptomyces sp.

EMAIL THIS PAGE TO A FRIEND
A4888 Sigma-Aldrich

Amphotericin B from Streptomyces sp.

~80% (HPLC), powder

Synonym: Fungizone

  • CAS Number 1397-89-3

  • Empirical Formula (Hill Notation) C47H73NO17

  • Molecular Weight 924.08

  •  Beilstein/REAXYS Number 78342

  •  EC Number 215-742-2

  •  MDL number MFCD00877763

  •  PubChem Substance ID 57653841

  •  NACRES NA.85

Purchase

Properties

Related Categories Antibiotics, Antibiotics A to Z, Antibiotics by Mechanism of Action, Antibiotics  A-F, Antifungal,
Quality Level   300
biological source   Streptomyces sp.
assay   ~80% (HPLC)
form   powder
color   yellow to orange
solubility   DMF: 2-4 mg/mL
  DMSO: 30-40 mg/mL
  H2O: insoluble
Mode of action   cell membrane | interferes
antibiotic activity spectrum   fungi
  yeast
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

Description

General description

Chemical structure: polyene

Application

Amphotericin B is used to study the affects of the influx of calcium on antifungal activity, and to study the binding and kinetics of Amphotericin B to sterols in monolayers, aqueous solutions, and phospholipid bilayers . It is also commonly used in tissue culture as an antifungal supplement.
Amphotericin B from Streptomyces sp. has been used-
• for amphotericin perforated patch technique
• as a reference antifungal drug during MIC (minimum inhibitory concentration) agar dilution assay
• as a component of Arcobacter selective isolation broth

Packaging

1, 5, 100 g in glass bottle

100, 250, 500 mg in glass bottle

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.

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 insoluble in water at pH 6 to 7, but soluble in water at pH 2 or 11. It is soluble in DMSO (30-40 mg/mL) and in dimethylformamide (2-4 mg/mL). Aqueous solutions cannot be sterile filtered due to poor solubility.

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.

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
BU2625000

Documents

Certificate of Analysis (COA)

Please Enter a Lot Number

Certificate of Origin (COO)

Please Enter a Lot Number

pHast Pack
Protocols & Articles

Related Content

Antibiotics Selection Guide

The Antibiotic Selection Guide enables researchers to spend more time on their research discoveries and less time seeking established antibiotic information. Link to hundreds of antibiotics for conta...
Keywords: Antibiotics, Cell biology, Cell culture, Genetic, High performance liquid chromatography, Reversed-phase chromatography

Peer-Reviewed Papers
15

References

Related Products

related product

Product #

Description

Add to Cart

08168 Timestrip Plus 8 °C

Technical Service:

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Bulk Ordering & Pricing:

Need larger quantities for your development, manufacturing or research applications?