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Supelco

Natamycin

VETRANAL®, analytical standard

Sinonimo/i:

Pimaricin, Natamycin

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About This Item

Formula empirica (notazione di Hill):
C33H47NO13
Numero CAS:
Peso molecolare:
665.73
Numero CE:
Numero MDL:
Codice UNSPSC:
41116107
ID PubChem:
Numero E:
E235
NACRES:
NA.24

Grado

analytical standard

Livello qualitativo

Nome Commerciale

VETRANAL®

Durata

limited shelf life, expiry date on the label

tecniche

HPLC: suitable
gas chromatography (GC): suitable

applicazioni

cleaning products
cosmetics
food and beverages
personal care

Formato

neat

Temperatura di conservazione

2-8°C

Stringa SMILE

C[C@@H]1C\C=C\C=C\C=C\C=C\[C@@H](C[C@@H]2O[C@](O)(C[C@@H](O)C[C@H]3O[C@@H]3\C=C\C(=O)O1)C[C@H](O)[C@H]2C(O)=O)O[C@@H]4O[C@H](C)[C@@H](O)[C@H](N)[C@@H]4O

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
NCXMLFZGDNKEPB-FFPOYIOWSA-N

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Descrizione generale

Natamycin is a polyene antibiotic that generally finds application as an antifungal agent as it lacks development of resistance and has a broad spectrum of activity. However, its mode of action is yet unclear, direct binding and isothermal titration calorimetry studies has revealed that natamycin binds specifically to ergosterol present in model membranes.
Natamycin shows activity against both molds and yeasts. It finds applications as a fungicidal and antibiotic preservative in the food industry.

Applicazioni

Natamycin may be used as an analytical reference standard for the quantification of the analyte in wine samples using high-performance liquid chromatography coupled to electrospray ionization in positive mode high resolution mass spectrometry (HPLC-ESI-HR-MS) and reversed-phase high-performance liquid chromatography-tandem mass spectrometry technique (UHPLC-MS/MS).
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Azioni biochim/fisiol

An antifungal polyene macrolide that binds specifically to ergosterol and blocks fungal growth. However, unlike nysatin and filipin, pimaricin does not change the permeability of the plasma membrane

Note legali

VETRANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3


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Development and validation of a rapid method for the determination of natamycin in wine by high-performance liquid chromatography coupled to high resolution mass spectrometry
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A novel and rapid method for determination of natamycin in wines based on ultrahigh-performance liquid chromatography coupled to tandem mass spectrometry: validation according to the 2002/657/EC European decision
Repizo ML, et al.
Analytical and Bioanalytical Chemistry, 402(2), 965-973 (2012)
Natamycin blocks fungal growth by binding specifically to ergosterol without permeabilizing the membrane.
Te Welscher, Yvonne M., et al.
The Journal of Biological Chemistry, 283 (10), 6393-6401 (2008)
Natamycin as a fungicide in agar media.
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