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A2411

Amphotéricine B from Streptomyces sp.

solid, suitable for cell culture, BioReagent

Synonyme(s) :

Fungizone

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A propos de cet article

Formule empirique (notation de Hill) :
C47H73NO17
Numéro CAS:
1397-89-3
Poids moléculaire :
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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Nom du produit

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

biological source

Streptomyces sp.

Quality Level

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

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

L′amphotéricine B se fixe aux stérols, formant ainsi des pores dans la membrane et provoquant la libération de petites molécules. Ce produit est particulièrement efficace contre les champignons et les levures.

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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pictograms

Health hazard
GHS08

signalword

Danger

hcodes

H372

Hazard Classifications

STOT RE 1

Classe de stockage

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

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number
0000511767
0000511766
0000511767
0000511766
0000471018

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Contenu apparenté

Data Sheet - A2411

Instructions

Daniel J Mullen et al.
PLoS genetics, 16(9), e1009023-e1009023 (2020-09-15)
Lung cancer is the leading cause of cancer-related death and lung adenocarcinoma is its most common subtype. Although genetic alterations have been identified as drivers in subsets of lung adenocarcinoma, they do not fully explain tumor development. Epigenetic alterations have
Shannon M Reilly et al.
The Journal of clinical investigation, 131(10) (2021-04-07)
The protein kinases IKKε and TBK1 are activated in liver and fat in mouse models of obesity. We have previously demonstrated that treatment with the IKKε/TBK1 inhibitor amlexanox produces weight loss and relieves insulin resistance in obese animals and patients.
Anna-Maria Dietl et al.
Microorganisms, 9(3) (2021-04-04)
Fungal infections due to Aspergillus species have become a major cause of morbidity and mortality among immunocompromised patients. At the Medical University of Innsbruck, A. terreus and related species are the second most common causative agents of aspergillosis. In this
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