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Reutericyclin Sale

(Synonyms: Reutericycline) 目录号 : GN10008

罗伊特环素(Reutericycline)是一种独特的特里马酸,是一种由罗伊氏乳杆菌的一些菌株产生的抗生素。

Reutericyclin Chemical Structure

Cas No.:303957-69-9

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5mg
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Sample solution is provided at 25 µL, 10mM.

Description

Reutericyclin is a small molecular weight antibiotic isolated from Lactobacillus reuteri. This strain was isolated from an industrial sourdough, SER, in 1988. Reutericyclin is active against a broad range of gram-positive bacteria in concentrations of less than 1mg/L and the inhibitory spectrum includes those lactic acid bacteria relevant in sour-dough fermentations. [1]
Application of antimicrobial compounds, such as nisin and the tetramic acid reutericyclin, in combination with moderate heat and pressure may be suitable to achieve minimal processing of foods and control of endospore outgrowth and viability. Nisin and reutericyclin were selected as antimicrobials that target cell membranes but have different modes of action. Nisin is not inactivated by heat or pressure; reutericyclin is a heat- and pressure stable tetramic acid derivative. [2]
The naturally occurring tetramic acid reutericyclin, selectively dissipated the bacterial transmembrane potential, resulting in narrow-spectrum activity against gram-positive bacteria. Reutericyclin could be a novel approach for controlling C. difficile. Reutericyclin, unlike bacteriocins, is resistant to enzymatic proteolysis, easy to synthesize and easy to chemically modify in order to improve its antibacterial and physicochemical properties. Reutericyclin exerted rapid bactericidal activity against non-dividing stationary phase cells at concentrations close to those causing growth inhibition of logarithmic cells. [3]
References:
[1]. Gänzle MG, Vogel RF. Contribution of reutericyclin production to the stable persistence of Lactobacillus reuteri in an industrial sourdough fermentation. Int J Food Microbiol. 2003 Jan 15;80(1):31-45.
[2]. Hofstetter S, Gebhardt D, Ho L, Gänzle M et al. Effects of nisin and reutericyclin on resistance of endospores of Clostridium spp. to heat and high pressure. Food Microbiol. 2013 May;34(1):46-51. doi: 10.1016/j.fm.2012.11.001. Epub 2012 Nov 12.
[3]. Hurdle JG, Heathcott AE, Yang L et al. Reutericyclin and related analogues kill stationary phase Clostridium difficile at achievable colonic concentrations. J Antimicrob Chemother. 2011 Aug;66(8):1773-6. doi: 10.1093/jac/dkr201. Epub 2011 May 31.

实验参考方法

Cell experiment [1]:

Cell lines

C. difficile 9689 (toxinotype 0), BAA-1803 (toxinotype III, NAP1) and BAA-1875 (toxinotype V, NAP7)

Preparation method

Limited solubility. General tips for obtaining a higher concentration: Please warm the tube at 37 ℃ for 10 minutes and/or shake it in the ultrasonic bath for a while. Stock solution can be stored below -20℃ for several months.

Reaction Conditions

37oC

Applications

Reutericyclin is very active against three unrelated tests trains, with mean MICs of 0.09–0.5 mg/L. Moreover, Reutericyclin is bactericidal, causing a >3 log reduction in cells and retains potent bactericidal activity against all 24 h stationary phase cultures. It also shows fast concentration dependent killing.

References:

1. Hurdle JG, Heathcott AE, Yang L, Yan B, Lee RE. Reutericyclin and related analogues kill stationary phase Clostridium difficile at achievable colonic concentrations. J Antimicrob Chemother. 2011 Aug; 66(8):1773-6.

化学性质

Cas No. 303957-69-9 SDF
别名 Reutericycline
化学名 (R,E)-4-acetyl-1-(dec-2-enoyl)-5-hydroxy-2-isobutyl-1H-pyrrol-3(2H)-one
Canonical SMILES OC(N1C(/C=C/CCCCCCC)=O)=C(C(C)=O)C([C@H]1CC(C)C)=O
分子式 C20H31NO4 分子量 349.47
溶解度 DMSO : 33.33 mg/mL (95.38 mM; Need ultrasonic) 储存条件 Store at -20°C
General tips 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液;一旦配成溶液,请分装保存,避免反复冻融造成的产品失效。
储备液的保存方式和期限:-80°C 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。
为了提高溶解度,请将管子加热至37℃,然后在超声波浴中震荡一段时间。
Shipping Condition 评估样品解决方案:配备蓝冰进行发货。所有其他可用尺寸:配备RT,或根据请求配备蓝冰。

溶解性数据

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1 mg 5 mg 10 mg
1 mM 2.8615 mL 14.3074 mL 28.6148 mL
5 mM 0.5723 mL 2.8615 mL 5.723 mL
10 mM 0.2861 mL 1.4307 mL 2.8615 mL
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