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Amphotericin B from Streptomyces sp.

Name: Amphotericin B from <I>Streptomyces</I> sp.
Brand: SIGMA
Price: 179 USD
Availability: InStock

solid, suitable for cell culture, BioReagent

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Size/SKU	Availability	Price
250 mg	Available to ship TODAYfromMILWAUKEE	$179.00
1 g	Available to ship TODAYfromMILWAUKEE	$702.00
5 g	Available to ship TODAYfromMILWAUKEE	$2,440.00

About This Item

Empirical Formula (Hill Notation):

C₄₇H₇₃NO₁₇

CAS Number:

1397-89-3

Molecular Weight:

924.08

NACRES:

NA.76

PubChem Substance ID:

24890655

UNSPSC Code:

12352207

EC Number:

215-742-2

MDL number:

MFCD00877763

Beilstein/REAXYS Number:

78342

eCl@ss:

34010400

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Properties

Product Name

Amphotericin B from Streptomyces sp., BioReagent, suitable for cell culture, ~80% (HPLC)

biological source

Streptomyces sp.

Quality Segment

300

product line

BioReagent

assay

~80% (HPLC)

form

solid

potency

>750.00 μg per mg (Dry basis)

technique(s)

cell culture | mammalian: suitable

color

yellow to yellow-orange

solubility

H₂O: slightly soluble

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

Description

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.

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.

Disclaimer

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.

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Show Differences

1 of 1

This Item	A4888	A9528	Y0001014
Sigma-Aldrich A2411 Amphotericin B from Streptomyces sp.	Sigma-Aldrich A4888 Amphotericin B from Streptomyces sp.	Sigma-Aldrich A9528 Amphotericin B solubilized	Y0001014 Amphotericin B for peak identification
description BioReagent, suitable for cell culture, ~80% (HPLC)	description ~80% (HPLC), powder	description powder, γ-irradiated, BioXtra, suitable for cell culture	description European Pharmacopoeia (EP) Reference Standard
antibiotic activity spectrum fungi, yeast	antibiotic activity spectrum fungi, yeast	antibiotic activity spectrum yeast, fungi	antibiotic activity spectrum -
technique(s) cell culture \| mammalian: suitable	technique(s) -	technique(s) cell culture \| mammalian: suitable	technique(s) -
mode of action cell membrane \| interferes	mode of action cell membrane \| interferes	mode of action cell membrane \| interferes	mode of action -
product line BioReagent	product line -	product line BioXtra	product line -
Quality Level 300	Quality Level 300	Quality Level 300	Quality Level -
form solid	form powder	form powder	form -

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Pictograms

GHS07

Signal Word

Warning

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

dust mask type N95 (US), Eyeshields, Gloves

Target Organs

Respiratory system

Hazard Codes

H315,H319,H335

Precautionary Statements

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Storage Class

11 - Combustible Solids

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