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Natamycin

Catalog No. Bio-0933 Name InterBioScreen
CAS Number 7681-93-8 Website http://www.ibscreen.com
M. F. C33H47NO13 Telephone +7 49652 40091
M. W. 665.72518 Fax
Purity Email screen@ibscreen.chg.ru
Storage Chembase ID: 120139

SYNONYMS

IUPAC name
(1R,3S,5R,7R,8E,12R,14E,16E,18E,20E,22R,24S,25R,26S)-22-{[(2R,3S,4S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy}-1,3,26-trihydroxy-12-methyl-10-oxo-6,11,28-trioxatricyclo[22.3.1.05,7]octacosa-8,14,16,18,20-pentaene-25-carboxylic acid
IUPAC Traditional name
(1R,3S,5R,7R,8E,12R,14E,16E,18E,20E,22R,24S,25R,26S)-22-{[(2R,3S,4S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy}-1,3,26-trihydroxy-12-methyl-10-oxo-6,11,28-trioxatricyclo[22.3.1.05,7]octacosa-8,14,16,18,20-pentaene-25-carboxylic acid
Synonyms
Myprozine
Natacyn
Pimafucin
Tennecetin
Mycophyt
Natafucin
Pimafugin
Synogil
Tymasil

DATABASE IDS

CAS Number 7681-93-8

PROPERTIES

Application(s) Macrolide polyene antifungal antibiotic.
Application(s) Used to treat fungal keratitis.
Mechanism of Action Binds to ergosterol in the plasma membrane, preventing ergosterol-dependent fusion of vacuoles, as well as membrane fusion and fission.

DETAILS

REFERENCES

  • 1. te Welscher YM, Jones L, van Leeuwen MR, Dijksterhuis J, de Kruijff B, Eitzen G, Breukink E: Natamycin inhibits vacuole fusion at the priming phase via a specific interaction with ergosterol.
  • Antimicrob Agents Chemother. 2010 Jun;54(6):2618-25. Epub 2010 Apr 12.
  • 2. te Welscher YM, ten Napel HH, Balague MM, Souza CM, Riezman H, de Kruijff B, Breukink E: Natamycin blocks fungal growth by binding specifically to ergosterol without permeabilizing the membrane.
  • J Biol Chem. 2008 Mar 7;283(10):6393-401. Epub 2007 Dec 29.