Amphotericin B from Streptomyces sp.

SIGMA/A2411 - BioReagent, suitable for cell culture, ~80% (HPLC)

Synonym: Fungizone

CAS Number: 1397-89-3
Empirical Formula (Hill Notation): C₄₇H₇₃NO₁₇
Molecular Weight: 924.08
EC Number: 215-742-2
MDL Number: MFCD00877763
Linear Formula: C₄₇H₇₃NO₁₇
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-A2411-250MG	250 mg	$164.00 1/EA	Add To Favorites
45-A2411-1G	1 g	$610.00 1/EA	Add To Favorites
45-A2411-5G	5 g	$2120.00 1/EA	Add To Favorites

This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: A2411-1G

Properties
Descriptions
Safety Info.
Basic Data

antibiotic activity spectrum	fungi
	yeast
assay	~80% (HPLC)
biological source	Streptomyces sp.
color	yellow to yellow-orange
form	solid
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
mode of action	cell membrane \| interferes
potency	>750.00 μg per mg (Dry basis)
product line	BioReagent
Quality Level	300
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=CC=CC=CC=CC=CC=CC=C2)C[C@H](O)[C@H]3C(O)=O)[C@@H](O)[C@@H](N)[C@@H]1O
solubility	H₂O: slightly soluble
storage temp.	2-8°C
technique(s)	cell culture \| mammalian: suitable

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.
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.
General description:	Chemical structure: polyene
Other Notes:	Keep container tightly closed in a dry and well-ventilated place. Product is sensitive to light and moisture.
Packaging:	1, 5 g in glass bottle
Packaging:	250 mg in glass bottle
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.

Hazard Codes	Xi
Risk Statements	36/37/38
Safety Statements	26
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	~80% (HPLC)
Storage Temp.	2-8°C
UNSPSC	12352207

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