Amphotericin B An antifungal and useful cell culture antibiotic

Amphotericin B (CAS 1397-89-3)

Amphotericin B | CAS 1397-89-3 is rated 5.0 out of 5 by 1.
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Synonym: Fungizone
Application: An antifungal and useful cell culture antibiotic
CAS Number: 1397-89-3
Molecular Weight: 924.09
Molecular Formula: C47H73NO17
* Refer to Certificate of Analysis for lot specific data (including water content).
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Amphotericin B, Streptomyces sp. is a polyene antifungal antibiotic that forms channels in fungal membranes inducing non-specific loss of low molecular weight molecules to leak out. The compounds mechanism of action is to bind to sterols and disrupt the osmotic integrity of the fungal membrane. In addition to Amphotericin B's antifungal activity it has been used against leishmaniasis caused by protozoan parasites of the Leishmania genus. Amphotericin B, Streptomyces sp. was observed to cause suppression of bone marrow progenitor cells and to induce Actinomycin D (sc-200906) sensitivity in drug resistant HELA cells in vitro.


References

1. Medoff, J., et al. 1975. Cancer Res. 35: 2548-2552. PMID: 1149049
2. Presant, C.A., et al. 1984. Cancer Treat Rep. 68: 651-654. PMID: 6201270
3. Barth, C., et al. 1993. Biophys. J. 64: 92-97. PMID: 7679300
4. Charak, B.S., et al. 1994. Br. J. Haematol. 88: 693-698. PMID: 7529537
5. Sundar, S., et al. 2010. N. Engl. J. Med. 362: 504-512. PMID: 20147716

Usage :
Store at 4°C for up to 2 weeks.
For long term storage, store at -20°C.
Physical State :
Solid
Derived From :
Streptomyces sp.
Solubility :
Soluble in DMSO (30-40 mg/ml), acidic water (pH 2) or basic water (pH 11) (~0.1 mg/ml), DMF (2-4 mg/ml), DMF + 1 M HCl (3:1) (60-80 mg/ml), and methanol (slightly). Insoluble in ether.
Storage :
Desiccate at -20° C
Boiling Point :
~1140.4° C at 760 mmHg (Predicted)
Density :
~1.3 g/cm3 (Predicted)
Refractive Index :
n20D 1.61 (Predicted)
IC50 :
Trichophyton mentagrophytes: IC50 = 0.02 µg/ml (Trichophyton mentagrophytes); Leishmania donovani: IC50 = 0.06 µg/ml (Leishmania donovani); Candida albicans: EC5050 = 0.25 µg/ml (Candida albicans)
pK Values :
pKa: 5.5, 10.0, pKb: 8.12
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
BU2625000
PubChem CID :
5280965
Merck Index :
14: 585
MDL Number :
MFCD00877763
EC Number :
215-742-2
Beilstein Registry :
78342
SMILES :
C[C@H]1/C=C/C=C/C=C/C=C/C=C/C=C/C=C/[C@@H](C[C@H]2[C@@H]([C@H](C[C@](O2)(C[C@H](C[C@H]([C@@H](CC[C@H](C[C@H](CC(=O)O[C@H]([C@@H]([C@@H]1O)C)C)O)O)O)O)O)O)O)C(=O)O)O[C@H]3[C@H]([C@H]([C@@H]([C@H](O3)C)O)N)O

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Certificate of Analysis

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Rated 5 out of 5 by from Sundar et al Sundar et al. (PubMed ID 20147716) used the antifungal and cell culture antibiotic, amphotericin B, to treat visceral leishmaniasis in India. -SCBT Publication Review
Date published: 2015-07-19
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