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N6261 Sigma-Aldrich

Nystatin

powder, BioReagent, suitable for cell culture

Synonym: Fungicidin, Mycostatin

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Properties

Related Categories Antibiotics, Antibiotics A to Z, Antibiotics N-S, Antibiotics by Mechanism of Action, Antifungal,
Quality Level   200
product line   BioReagent
form   powder
potency   ≥4,400 USP units per mg
application(s)   cell culture | mammalian: suitable
solubility   H2O: insoluble
Mode of action   cell membrane | interferes
antibiotic activity spectrum   fungi
  yeast
storage temp.   −20°C
SMILES string   O[C@@H]([C@H](C)[C@H](C)O1)[C@@H](C)/C=C/C=C/CC/C=C/C=C/C=C/C=C/[C@H](O[C@@H]2O[C@H](C)[C@@H](O)[C@H](N)[C@@H]2O)C[C@@]3([H])[C@H](C(O)=O)[C@@H](O)C[C@](O)(O3)C[C@@H](O)[C@H](O)CC[C@@H](O)C[C@@H](O)C[C@@H](O)CC1=O
InChI   1S/C47H75NO17/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)25-36(53)35(52)20-19-31(49)21-32(50)22-33(51)23-39(55)62-29(3)28(2)42(27)56/h5-6,8,10-18,27-38,40-44,46,49-54,56-58,61H,7,9,19-26,48H2,1-4H3,(H,59,60)/b6-5+,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   VQOXZBDYSJBXMA-QEKUPDCNSA-N

Description

General description

Chemical structure: polyene

Nystatin is a polyene macrolide antifungal, which is a polyketide produced by Streptomyces noursei ATCC 11455. This antibiotic contains a macrolactone ring, and its natural synthesis is initiated with acetyl CoA, which is followed by the condensation of three ethylmalonyl-CoA and 15 malonyl-CoA extender moieties.

Application

Nystatin has been used -
• for the treatment of human macrophage cell line U937, to study the effect of nystatin on the production of IL-8 (interleukin 8) by silver nanoparticle-treated U937 cell line
• to determine its effect on intracellular accumulation of OxLDL (oxidized low density lipoprotein) mediated by SR-BI (scavenger receptor class B type I) in COS-7 cell line
• as a lipid raft modulator on mice macrophages to study the relationship between increased number of lipid rafts and the heightened response of TNF-α (tumor necrosis factor)

Packaging

500000, 5000000, 25000000 units in poly bottle

Biochem/physiol Actions

Studies in severely burned patients have shown that treatment with nystatin powder is effective for the treatment of massive angioinvasive fungal infection, without side-effects on wound healing.

Mode of Action: Nystatin acts by binding to ergosterols in fungal cell membranes, increasing permeability of the membrane, and creating nystatin/ergosterol based ion channels. It also functions as a lipid raft-inhibiting reagent and as membrane associated cholesterol.

Antimicrobial spectrum: Nystatin acts against fungi, yeasts and molds.

Caution

Nystatin in tissue culuture media is stable at 37°C for three days. It is also stable in moderately alkaline media. Solutions and aqueous suspensions begin to lose activity soon after preparation, with heat, light, and oxygen accelerating the decomposition. Aqueous suspensions are stable for 10 minutes when heating to 100°C at pH 7.

Preparation Note

Nystatin is soluble at 28°C in methanol (11.2 mg/mL), ethanol (1.2 mg/mL), carbon tetrachloride (1.23 mg/mL), chloroform (0.48 mg/mL), benzene (0.28 mg/mL), and ethylene glycol (8.75 mg/mL). It is also soluble in DMSO at 5 mg/mL and freely soluble in DMF and formamide. It is not recommended to autoclave or sterile filter solutions of Nystatin. Nystatin is also effective as a suspension, stable at 37°C for 3 days. Prepare 50 mg/mL stock suspensions in water and store at -20°C.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.Store under inert gas. Air and light sensitive. Keep in a dry place.

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 2
RTECS 
RF5950000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

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Peer-Reviewed Papers
15

References

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N1638 Nystatin Suspension, suspension, 10,000 unit/mL in DPBS, aseptically processed, BioReagent, suitable for cell culture

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