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N1271

Sigma-Aldrich

Narasin from Streptomyces auriofaciens

≥98% (HPLC)

Synonyme(s) :

4-methylsalinomycin, Monteban, narasin A

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About This Item

Formule empirique (notation de Hill):
C43H72O11
Numéro CAS:
55134-13-9
Poids moléculaire :
765.03
Numéro MDL:
MFCD00133653
Code UNSPSC :
51102829
ID de substance PubChem :
24897476
Nomenclature NACRES :
NA.85

Niveau de qualité

200

Essai

≥98% (HPLC)

Forme

powder

Solubilité

methanol: soluble 20 mg/mL

Spectre d'activité de l'antibiotique

Gram-positive bacteria
fungi
viruses

Mode d’action

cell membrane | interferes

Température de stockage

−20°C

Chaîne SMILES 

CCC(C1OC(C(C)CC1C)C(C)C(O)C(C)C(=O)C(CC)C2OC3(OC4(CCC(C)(O4)C5CCC(O)(CC)C(C)O5)C(O)C=C3)C(C)CC2C)C(O)=O

InChI

1S/C43H72O11/c1-12-30(35(46)27(8)34(45)28(9)36-23(4)21-24(5)37(51-36)31(13-2)39(47)48)38-25(6)22-26(7)42(52-38)18-15-32(44)43(54-42)20-19-40(11,53-43)33-16-17-41(49,14-3)29(10)50-33/h15,18,23-34,36-38,44-45,49H,12-14,16-17,19-22H2,1-11H3,(H,47,48)

Clé InChI

VHKXXVVRRDYCIK-UHFFFAOYSA-N

Application

Narasin is a growth-promoting ionophoric antibacterial agent for Enterococci, specifically Enterococcus faecium and Enterococcus faecalis. It inhibits coccidial infection in poultry and mammals and is used in studies involving sodium calcium ion exchange.

Actions biochimiques/physiologiques

Narasin administration in swine results in improved nitrogen digestibility, which decreases fecal nitrogen and increases the relative concentrations of propionic acid in the large intestine. Polyether ionophores, such as Narasin, have a hydrophilic interior and a hydrophobic exterior. The lipophilic ionophore attaches to the lipid rich cell membranes of Gram-positive bacteria. Ionophores bind Na+, K+, and H+ and facilitate their transfer across the bacterial cell membrane, resulting in an increase in H+ concentration on the inside of the Gram-positive cell. Therefore, the H+ ATPase pump is activated to transport out excess H+. The cell is depleted of its energy resources and reduces fermentative functions and cell division .

Pictogrammes

Skull and crossbones
GHS06

Mention d'avertissement

Danger

Mentions de danger

H300

Classification des risques

Acute Tox. 2 Oral

Code de la classe de stockage

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificats d'analyse (COA)

Lot/Batch Number
109M4084V
14190108
107M4035V
078M4012V
085M4184V

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Consulter la Bibliothèque de documents

Harold Campbell et al.
Journal of AOAC International, 89(5), 1229-1242 (2006-10-18)
A liquid chromatographic (LC) method for the analysis of monensin, narasin, and salinomycin in mineral premixes, supplements, and complete animal feeds at medicating and trace levels was collaboratively studied. The method uses methanol-water (90 + 10) extraction with mechanical shaking
P Butaye et al.
Antimicrobial agents and chemotherapy, 43(10), 2569-2570 (1999-10-03)
Susceptibility of Enterococcus faecium and Enterococcus faecalis strains from animals and foods to growth-promoting antibiotics used in animal feed was tested by the agar dilution technique. Acquired resistance to bacitracin, narasin, tylosin, and virginiamycin was seen for both species, and
Mervi Rokka et al.
Molecular nutrition & food research, 49(1), 38-42 (2004-11-13)
Laying hens were fed contaminated feed containing narasin 2.5 mg/kg for 21 days followed by a 7 day withdrawal period, hens in the control group were fed unmedicated feed. Eggs were collected during trial days 0, 3, 7, 14, 21
Alfred Thalmann et al.
Journal of AOAC International, 87(6), 1278-1286 (2005-01-29)
A reversed-phase liquid chromatography (LC) method for narasin in feedingstuffs and premixtures was developed, validated, and interlaboratory studied. The extraction solvent was methanol-K2HPO4 solution (9 + 1, v/v). Narasin was detected at 600 nm after post-column derivatization with dimethylamino-benzaldehyde. Recovery
Leen Mortier et al.
Rapid communications in mass spectrometry : RCM, 19(4), 533-539 (2005-01-19)
A sensitive and selective liquid chromatographic tandem mass spectrometric method (LC/MS/MS) for the simultaneous detection of the ionophoric coccidiostats narasin, monensin, lasalocid and salinomycin in whole eggs has been developed. A very simple sample preparation consisting of an extraction with
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