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A4888

Amphotericin B from Streptomyces sp.

~80% (HPLC), powder

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Synonym(s):

LNS-AmB, NSC 527017

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100 mg
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1 800,00 CZK
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About This Item

Empirical Formula (Hill Notation):
C47H73NO17
CAS Number:
Molecular Weight:
924.08
UNSPSC Code:
51102829
NACRES:
NA.85
PubChem Substance ID:
EC Number:
215-742-2
Beilstein/REAXYS Number:
78342
MDL number:

1 800,00 CZK

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biological source

Streptomyces sp.

Quality Segment

assay

~80% (HPLC)

form

powder

color

yellow to orange

solubility

DMF: 2-4 mg/mL, DMSO: 30-40 mg/mL, H2O: insoluble, water: insoluble

antibiotic activity spectrum

fungi, yeast

application(s)

advanced drug delivery

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

Amphotericin B is a polyene antifungal antibiotic from Streptomyces sp. and has a high affinity for sterols, especially ergosterols, of both fungal and bacterial cell membranes.

Application

Amphotericin B is used to study the affects of the influx of calcium on antifungal activity, and to study the binding and kinetics of Amphotericin B to sterols in monolayers, aqueous solutions, and phospholipid bilayers . It is also commonly used in tissue culture as an antifungal supplement.
Amphotericin B from Streptomyces sp. has been used-
  • for amphotericin perforated patch technique
  • as a reference antifungal drug during MIC (minimum inhibitory concentration) agar dilution assay
  • as a component of Arcobacter selective isolation broth

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.
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

Features and Benefits

High quality antibiotic suitable for mulitple research applications

Preparation Note

Tightly closed. Dry. Keep in a well -ventilated place. Keep locked up or in an area accessible
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.

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.

Other Notes

For additional information on our range of Biochemicals, please complete this form.
Keep container tightly closed in a dry and well-ventilated place. Product is sensitive to light and moisture. Keep in a dry place.

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A2411A9528A2942
description

~80% (HPLC), powder

description

BioReagent, suitable for cell culture, ~80% (HPLC)

description

powder, γ-irradiated, BioXtra, suitable for cell culture

description

250 μg/mL in deionized water, 0.1 μm filtered, BioReagent, suitable for cell culture

mode of action

cell membrane | interferes

mode of action

cell membrane | interferes

mode of action

cell membrane | interferes

mode of action

cell membrane | interferes

antibiotic activity spectrum

yeast, fungi

antibiotic activity spectrum

yeast, fungi

antibiotic activity spectrum

fungi, yeast

antibiotic activity spectrum

yeast, fungi

Quality Level

300

Quality Level

300

Quality Level

300

Quality Level

200

assay

~80% (HPLC)

assay

~80% (HPLC)

assay

-

assay

-

form

powder

form

solid

form

powder

form

liquid

application(s)

advanced drug delivery

application(s)

-

application(s)

-

application(s)

-


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pictograms

Exclamation mark

signalword

Warning

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

target_organs

Respiratory system

Hazard Classifications

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

Storage Class

11 - Combustible Solids



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Questions

1–3 of 3 Questions  
  1. I would like to perform a MIC assay and any powder that is not completely dissolved may affect the accuracy and reproducibility of MIC results. May I know if this product can fully dissolved in DMSO?

    1 answer
    1. The solubility in DMSO is listed as 30-40 mg/mL. It may be soluble above that concentration, but it would need to be tested empirically by the end user.

      Helpful?

  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

      Helpful?

  3. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

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