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Merck

A4888

Amphotericin B from Streptomyces sp.

~80% (HPLC), powder

동의어(들):

LNS-AmB, NSC 527017, Fungizone

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제품정보 (DICE 배송 시 비용 별도)

실험식(Hill 표기법):
C47H73NO17
CAS 번호:
Molecular Weight:
924.08
UNSPSC Code:
51102829
NACRES:
NA.85
PubChem Substance ID:
EC Number:
215-742-2
Beilstein/REAXYS Number:
78342
MDL number:
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InChI key

APKFDSVGJQXUKY-INPOYWNPSA-N

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

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

biological source

Streptomyces sp.

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

mode of action

cell membrane | interferes

storage temp.

2-8°C

Quality Level

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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.

pictograms

Health hazard

signalword

Danger

hcodes

Hazard Classifications

STOT RE 1

저장 등급

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

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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문서 라이브러리에서 최근에 구매한 제품에 대한 문서를 찾아보세요.

문서 라이브러리 방문

Maki Onda et al.
Journal of biochemistry, 134(1), 121-128 (2003-08-29)
To investigate the susceptibilities of fungal and mammalian cells to amphotericin B (AmB), AmB-loaded lysophosphatidylcholine (LPC)micelles as drug delivery vehicles were incubated at 37 degrees C with phosphatidylcholine vesicles containing different sterols as model systems for fungal and mammalian cells.
Screening of antimicrobial activity of essential oil and methanol extract of Satureja hortensis on foodborne bacteria and fungi.
Adiguzel A, et al.
Czech Journal of Food Sciences, 25, 81-81 (2007)
Biological activities of the essential oils and methanol extract of Origanum vulgare ssp. vulgare in the Eastern Anatolia region of Turkey.
Sahin F, et al.
Food Control, 15, 549-557 (2004)
Hakan Ozer et al.
Journal of agricultural and food chemistry, 55(3), 937-942 (2007-02-01)
Hippomarathrum microcarpum grows wild in eastern Anatolia, Turkey, and is a plant utilized as food by people. In this study, the in vitro antimicrobial and antioxidant activities of the essential oil and methanol extract from H. microcarpum and its essential
P David Rogers et al.
The Journal of antimicrobial chemotherapy, 51(2), 305-312 (2003-02-04)
The ability of amphotericin B to increase intracellular calcium concentrations in human cells is associated with the toxicity of this antifungal agent. The present study was performed to determine whether amphotericin B affects the influx or efflux of calcium in

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