SBR00121

Amphotericin B water soluble

Name: Amphotericin B water soluble
Brand: SIGMA

from semisynthetic, powder

Synonym(s):

AmB, Amphotericin

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About This Item

Empirical Formula (Hill Notation):

C₅₁H₈₂N₂O₁₉

Molecular Weight:

1027.20

UNSPSC Code:

51302401

NACRES:

NA.41

Product Name

Amphotericin B water soluble, from semisynthetic, 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

SMILES string

C[C@@H](O1)[C@@H](O)[C@H]([NH3+])[C@H](O)[C@]1([H])O[C@H](C[C@@]2([H])[C@@H]([C@@H](O)C[C@@](O2)(O)C[C@@H](O)C[C@@H](O)[C@H](O)CC[C@@H](O)C[C@@H](O)C3)C(NCCO)=O)/C=C/C=C/C=C/C=C/C=C/C=C/C=C/[C@H](C)[C@@H](O)[C@@H](C)[C@H](C)OC3=O.CC([O-])=O

biological source

fermentation/recombinant
semisynthetic

assay

≥90% (HPLC)

form

powder

storage condition

protect from light

sustainability

Greener Alternative Product

color

light yellow to very dark yellow, to very dark brown

greener alternative category

DfS-Developed

mode of action

cell membrane | interferes

shipped in

dry ice

storage temp.

−20°C

suitability

fungi
yeasts

Quality Level

200

Related Categories

Antibiotics

Biochemicals

Cell Culture Supplements & Reagents

Greener Alternative Products

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 It has a high affinity for sterols, especially ergosterols, of both fungal and bacterial cell membranes. It forms transmembrane channels by binding to sterols associated with membranes, thereby leading to the leakage of small molecules Amphotericin B elicits toxicity despite being an effective antibiotic for treating mycoses Normal usage in maintenance of antifungal cell cultures is 2.5 mg/L with penicillin and streptomycin used in the medium. Amphotericin B is most effective against fungi and yeast.

Features and Benefits

Easily soluble in water up to 100mg/mL
Animal component free
Tested for cell toxicity
Can be 0.2µm filtered

General description

Amphotericin B is a polyene antifungal antibiotic which has a high affinity for sterols, especially ergosterols, of both fungal and bacterial cell membranes. Amphotericin B water soluble is a synthetic derivative of AmB that preserves the antifungal activity but is highly miscible in water up to 100 mg/mL.

We are committed to bringing you Greener Alternative Products. This product is a Design for Sustainability (DfS) developed product, which belongs to one of the four categories of greener alternatives. Click here to view its DfS scorecard.

Other Notes

Product is sensitive to light.

Preparation Note

Amphotericin B water soluble can be directly dissolved in the media to a working concentration of 2.5 mg/L.

pictograms

GHS08

signalword

Danger

hcodes

H372

pcodes

P260 - P264 - P270 - P314 - P501

Hazard Classifications

STOT RE 1

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number

0000403478

0000337898