Pimaricin

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Pimaricin
Category Antibiotics
Catalog number BBF-04555
CAS 7681-93-8
Molecular Weight 665.73
Molecular Formula C33H47NO13
Purity ≥98%

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Catalog Number Size Price Stock Quantity
BBF-04555 5 g $439 In stock

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Description

It is produced by the strain of Str. natalensis NRRL 2651, Str. gilvosporeus. It's a polyene macrolide antibiotic with strong antifungal effect.

Specification

Synonyms Myprozine; Natamycin; Delvolan; Delvocid; Natacyn; Natafucin; Pimafucin; Pimafugin; Tennecetin; Synogil; Antibiotic A-5283; Natamicina; 16-(3-Amino-3,6-didesoxy-beta-D-mannopyranosyloxy)-5,6-epoxy-8,12,14-trihydroxy-26-methyl-2,10-dioxo-1-oxacyclohexacosa-3,17,19,21,23-pentaen-13-carbonsaeure
Storage Store at -20°C
IUPAC Name (1R,3S,5R,7R,8E,12R,14E,16E,18E,20E,22R,24S,25R,26S)-22-[(2R,3S,4S,5S,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
Canonical SMILES CC1CC=CC=CC=CC=CC(CC2C(C(CC(O2)(CC(CC3C(O3)C=CC(=O)O1)O)O)O)C(=O)O)OC4C(C(C(C(O4)C)O)N)O
InChI InChI=1S/C33H47NO13/c1-18-10-8-6-4-3-5-7-9-11-21(45-32-30(39)28(34)29(38)19(2)44-32)15-25-27(31(40)41)22(36)17-33(42,47-25)16-20(35)14-24-23(46-24)12-13-26(37)43-18/h3-9,11-13,18-25,27-30,32,35-36,38-39,42H,10,14-17,34H2,1-2H3,(H,40,41)/b4-3+,7-5+,8-6+,11-9+,13-12+/t18-,19-,20+,21+,22+,23-,24-,25+,27-,28+,29-,30+,32+,33-/m1/s1
InChI Key NCXMLFZGDNKEPB-FFPOYIOWSA-N
Source Streptomyces sp.

Properties

Appearance White Crystal
Antibiotic Activity Spectrum Fungi
Boiling Point 952.2°C at 760 mmHg
Melting Point >200°C (dec.)
Flash Point 529.7°C
Density 1.0 g/mL at 20°C
Solubility Soluble in Methanol, Dimethyl Sulfoxide, Ethanol, DMF, DMSO
LogP 0.82000

Reference Reading

1.In vitro combinations of natamycin with voriconazole, itraconazole and micafungin against clinical Fusarium strains causing keratitis.
Al-Hatmi AM1, Meletiadis J2, Curfs-Breuker I3, Bonifaz A4, Meis JF5, De Hoog GS6. J Antimicrob Chemother. 2016 Apr;71(4):953-5. doi: 10.1093/jac/dkv421. Epub 2015 Dec 24.
OBJECTIVES: Fusarium species cause a broad spectrum of infections, from superficial to disseminated disease. Because Fusarium species are intrinsically resistant to most antifungal drugs, new approaches are needed. The aim of the present study was to evaluate the in vitro combination of natamycin with currently used antifungal drugs.
2.Antimicrobial Activity of Nisin and Natamycin Incorporated Sodium Caseinate Extrusion-Blown Films: A Comparative Study with Heat-Pressed/Solution Cast Films.
Colak BY1,2,3,4, Peynichou P2,4, Galland S2,4, Oulahal N2,4, Prochazka F1,3, Degraeve P2,4. J Food Sci. 2016 Apr 6. doi: 10.1111/1750-3841.13284. [Epub ahead of print]
Antimicrobial edible films based on sodium caseinate, glycerol, and 2 food preservatives (nisin or natamycin) were prepared by classical thermomechanical processes. Food preservatives were compounded (at 65 °C for 2.5 min) with sodium caseinate in a twin-screw extruder. Anti-Listeria activity assays revealed a partial inactivation of nisin following compounding. Thermoplastic pellets containing food preservatives were then used to manufacture films either by blown-film extrusion process or by heat-press. After 24 h of incubation on agar plates, the diameters of K. rhizophila growth inhibition zones around nisin-incorporated films prepared by solution casting (control), extrusion blowing or heat pressing at 80 °C for 7 min of nisin-containing pellets were 15.5 ± 0.9, 9.8 ± 0.2, and 8.6 ± 1.0 mm, respectively. Since heat-pressing for 7 min at 80 °C of nisin-incorporated pellets did not further inactivate nisin, this indicates that nisin inactivation during extrusion-blowing was limited.

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