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Key Documents

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:
Molecular Weight:
924.08
Beilstein:
78342
MDL number:
UNSPSC Code:
12352207
eCl@ss:
34010400
PubChem Substance ID:
NACRES:
NA.76
Pricing and availability is not currently available.

Product Name

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

Quality Level

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

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

STOT RE 1

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number

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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
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
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
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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Questions

1–6 of 6 Questions  
  1. what is the potency of Amphotericin B solubilized solution?

    1 answer
    1. This is a powdered product. The potency in solution is dependent upon the concentration at which it is prepared. The minimum potency specification for this product is 240 µg/mg. The lot specific value will be reported on the Certificate of Analysis. Please see the link below to review a sample Certificate:
      https://www.sigmaaldrich.com/certificates/sapfs/PROD/sap/certificate_pdfs/COFA/Q14/A9528-5G0000247193.pdf

      Helpful?

  2. How much DSMO do I dissolve the 100mg powder in to achieve a stock concentration of 2.5mg/mL? 

    1 answer
    1. Amphotericin B is soluble in DMSO at 30-40 mg/mL. Add 100 mg powder to 40 mL DMSO in order to achieve a 2.5 mg/mL concentration.

      Helpful?

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

    1 answer
    1. 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.

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

    1 answer
    1. 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.

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

    1 answer
    1. 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.

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

    1 answer
    1. 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.

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