Amphotericin B from Streptomyces sp.

SIGMA/A4888 - ~80% (HPLC), powder

Synonym: LNS-AmB; NSC 527017; 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-A4888-100MG	100 mg	$70.20 1/EA	Add To Favorites
45-A4888-250MG	250 mg	$153.00 1/EA	Add To Favorites
45-A4888-500MG	500 mg	$272.00 1/EA	Add To Favorites
45-A4888-1G	1 g	$514.00 1/EA	Add To Favorites
45-A4888-5G	5 g	$1930.00 1/EA	Add To Favorites
45-A4888-100G	100 g	$27250.00 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: A4888-100G

Properties
Descriptions
Safety Info.
Basic Data

antibiotic activity spectrum	fungi
	yeast
assay	~80% (HPLC)
biological source	Streptomyces sp.
color	yellow to orange
form	powder
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
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	DMF: 2-4 mg/mL
	DMSO: 30-40 mg/mL
	H₂O: insoluble
	water: insoluble
storage condition	(Tightly closed. Dry. Keep in a well -ventilated place. Keep locked up or in an area accessible )
storage temp.	2-8°C

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
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.
Biochem/physiol Actions:	Mode of Action: Amphotericin B binds to sterols, forming pores in the membrane, and causing small molecules to leak out. Antimicrobial spectrum: Includes fungi and yeast
Features and Benefits:	High quality antibiotic suitable for mulitple research applications
General description:	Amphotericin B is a polyene antifungal antibiotic from Streptomyces sp. and has a high affinity for sterols, especially ergosterols, of both fungal and bacterial cell membranes.
Other Notes:	For additional information on our range of Biochemicals , please complete this form .
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.
Packaging:	1, 5, 100 g in glass bottle
Packaging:	100, 250, 500 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. 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.

Symbol	GHS08
Signal word	Danger
Hazard statements	H372
Precautionary statements	P260 - P264 - P270 - P314 - P501
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); ~80% (HPLC)
Storage Temp.	2-8°C
UNSPSC	51101500

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