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A9528

Sigma-Aldrich

Amphotericin B solubilized

powder, suitable for cell culture, BioXtra

Synonym(s):

Amphotericin B from Streptomyces sp., Fungizone

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About This Item

Empirical Formula (Hill Notation):
C47H73NO17
CAS Number:
1397-89-3
Molecular Weight:
924.08
Beilstein:
78342
MDL number:
MFCD00877763
UNSPSC Code:
12352207
eCl@ss:
34010400
PubChem Substance ID:
24891468
NACRES:
NA.76

product name

Amphotericin B solubilized, powder, γ-irradiated, BioXtra, suitable for cell culture

Quality Level

300

sterility

γ-irradiated

product line

BioXtra

form

powder

technique(s)

cell culture | mammalian: suitable

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

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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.

Packaging

Solubilized Amphotericin B is packaged in amber glass bottle, with the contents inside an inserted fused cone.

Components

This product is a colloidal suspension of Amphotericin B, using deoxycholate as the solubilizing agent. The formulation is ~45% Amphotericin B and 35% sodium deoxycholate in sodium phosphate and sodium chloride.

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.

Preparation Note

Amphotericin B is soluble at 19.6-20.4 mg/ml in water, at natural pH without heating, giving a yellowish clear to slightly hazy solution.
Aqueous solutions cannot be sterile filtered due to poor solubility. If reconstituted in sterile water, there is no need to filter sterilize.

It is also soluble in DMSO (30-40 mg/mL) and in dimethylformamide (2-4 mg/mL).

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.
The actual solid weight of the packaged product is calculated according to the UV purity.

Kit Components Only

Product No.
Description
  • Amphotericin B ~ 45 %
  • Sodium deoxycholate ~ 35 %
  • Sodium phosphate balance

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H372

Precautionary Statements

P260 - P264 - P270 - P314 - P501

Hazard Classifications

STOT RE 1

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

农药列管产品

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  4. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  5. What is the shelf life of Product A9528, Amphotericin B solubilized?

    Product No. A9528 has a recommended retest date of 5 years from the initial QC release date.  This date can be found on the lot-specific Certificate of Analysis.

  6. What is the amount of Amphotericin B in Product No. A9528?

    The package size is the amount of Amphotericin B present in the vial.  If weighing the product, utilize the potency value on the lot specific Certificate of Analysis as a correction factor.

  7. What concentration should Product A9528, Amphotericin B solubilized, be used at?

    We recommend to use Product No. A9528 at 5.6 mg solid per Liter.  Cell culture tested amphotericin B solubilized preparation is approximately 45% amphotericin B, 35% sodium deoxycholate, with the balance being sodium phosphate. The amphotericin B is at least 80% amphotericin B and 3-5% amphotericin A by HPLC.  The exact amount of amphotericin B in the product can be found on the lot specific Certificate of Analysis under Potency.

  8. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

Derayvia Grimes et al.
Proceedings of the National Academy of Sciences of the United States of America, 117(39), 24403-24414 (2020-09-16)
Calcium signals are initiated in immune cells by the process of store-operated calcium entry (SOCE), where receptor activation triggers transient calcium release from the endoplasmic reticulum, followed by opening of plasma-membrane calcium-release activated calcium (CRAC) channels. ORAI1, ORAI2, and ORAI3
Devin Tran et al.
Cornea, 38(7), 901-904 (2019-04-19)
Fungal infections in lamellar keratoplasty are a growing concern. Optisol-GS does not contain an antifungal agent and supplementation with 0.255 μg/mL Amphotericin B (AmpB) has been considered. This study tested the ability of 0.255 μg/mL AmpB in Optisol-GS to eliminate
Etienne Loire et al.
Heliyon, 6(10), e05146-e05146 (2020-10-22)
Contagious caprine pleuropneumonia is an infectious and contagious disease affecting goats and wildlife ruminants, mostly in Africa and Asia. It is caused by a mycoplasma, Mycoplasma capricolum susbp. capripneumoniae, which is very fastidious. This may be the reason why there
Yuki Yamamoto et al.
Reproduction, fertility, and development, 28(6), 673-681 (2014-11-06)
Endothelin (EDN) is a possible regulating factor of oviductal motility, which is important for the transport of gametes and embryo. To clarify the factors that control the secretion of EDN in the bovine oviduct, the expression of EDNs, EDN-converting enzymes
Nadeeka S Udawatte et al.
Frontiers in pharmacology, 11, 511-511 (2020-05-12)
Candida albicans is the major fungal species associated with superficial mucosal infections such as oral candidiasis as well as systemic mycoses with high morbidity and mortality. On top of the rising drug resistance, currently available antifungal agents have significant adverse
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