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Allylthiourea

CAS# 109-57-9

Allylthiourea

2D Structure

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Allylthiourea

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Chemical Properties of Allylthiourea

Cas No. 109-57-9 SDF Download SDF
PubChem ID 1549517 Appearance Powder
Formula C4H8N2S M.Wt 116.18
Type of Compound N/A Storage Desiccate at -20°C
Synonyms Thiosinamine; N-Allylthiourea
Solubility DMSO : ≥ 100 mg/mL (860.73 mM)
*"≥" means soluble, but saturation unknown.
Chemical Name prop-2-enylthiourea
SMILES C=CCNC(=S)N
Standard InChIKey HTKFORQRBXIQHD-UHFFFAOYSA-N
Standard InChI InChI=1S/C4H8N2S/c1-2-3-6-4(5)7/h2H,1,3H2,(H3,5,6,7)
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of Allylthiourea

DescriptionAllylthiourea is a metabolic inhibitor that selective inhibits ammonia oxidation. Target: Others Allylthiourea selectively inhibits ammonia oxidation at concentrations 8-80 μM. Allylthiourea (1 μM)inhibits ammonia oxidation by 80%. Complete inhibition is observed at an Allylthiourea concentration of 86 μM [1]. The inhibition of Allylthiourea on ammonia oxidation probably acts through chelating the copper of the ammonia monooxygenase active site. Allylthiourea is able to produce soluble methane monooxygenase (sMMO) in the presence of copper. Addition of 25 μM Allylthiourea decreases intracellular copper by 48% in Methylosinus trichosporium OB3b, allowing sMMO production at Cu/biomass ratios normally not permitting sMMO synthesis, which achieves a plateau of 320 μmol naphthol formed per gram dry biomass per hour [2].

References:
[1]. Ginestet, P., et al., Estimation of nitrifying bacterial activities by measuring oxygen uptake in the presence of the metabolic inhibitors allylthiourea and azide. Appl Environ Microbiol, 1998. 64(6): p. 2266-8. [2]. Yu, Y., J.A. Ramsay, and B.A. Ramsay, Use of allylthiourea to produce soluble methane monooxygenase in the presence of copper. Appl Microbiol Biotechnol, 2009. 82(2): p. 333-9.

Allylthiourea Dilution Calculator

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Preparing Stock Solutions of Allylthiourea

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 8.6073 mL 43.0367 mL 86.0733 mL 172.1467 mL 215.1833 mL
5 mM 1.7215 mL 8.6073 mL 17.2147 mL 34.4293 mL 43.0367 mL
10 mM 0.8607 mL 4.3037 mL 8.6073 mL 17.2147 mL 21.5183 mL
50 mM 0.1721 mL 0.8607 mL 1.7215 mL 3.4429 mL 4.3037 mL
100 mM 0.0861 mL 0.4304 mL 0.8607 mL 1.7215 mL 2.1518 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Background on Allylthiourea

Allylthiourea is a metabolic inhibitor that selective inhibits ammonia oxidation.

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References on Allylthiourea

Use of allylthiourea to produce soluble methane monooxygenase in the presence of copper.[Pubmed:19107472]

Appl Microbiol Biotechnol. 2009 Feb;82(2):333-9.

Methanotrophs expressing soluble methane monooxygenase (sMMO) may find use in a variety of industrial applications. However, sMMO expression is strongly inhibited by copper, and the growth rate may be limited by the aqueous solubility of methane. In this study, addition of Allylthiourea decreased intracellular copper in Methylosinus trichosporium OB3b, allowing sMMO production at Cu/biomass ratios normally not permitting sMMO synthesis. The presence of about 1.5 micromoles intracellular Cu g(-1) dry biomass resulted in sMMO activity of about 250 micromoles 1-napthol formed per hour gram dry biomass whether this intracellular Cu concentration was achieved by Cu limitation or by Allylthiourea addition. No loss of sMMO activity occurred when the growth substrate was switched from methane to methanol when Allylthiourea had been added to growth medium containing copper. Addition of copper to medium that was almost copper-free increased the yield of dry biomass from methanol from 0.20 to 0.36 g g(-1), demonstrating that some copper was necessary for good growth. This study demonstrated a method by which sMMO can be produced by M. trichosporium OB3b while growing on methanol in copper-containing medium.

Effects of allylthiourea, salinity, and pH on ammonia/ammonium-oxidizing prokaryotes in mangrove sediment incubated in laboratory microcosms.[Pubmed:24270897]

Appl Microbiol Biotechnol. 2014 Apr;98(7):3257-74.

Anaerobic ammonium-oxidizing (anammox) bacteria, aerobic ammonia-oxidizing archaea (AOA) and bacteria (AOB) are three groups of ammonia/ammonium-oxidizing prokaryotes (AOPs) involved in the biochemical nitrogen cycling. In this study, the effects of Allylthiourea (ATU), pH, and salinity on these three groups from mangrove sediment were investigated through microcosm incubation in laboratory. ATU treatments (50, 100, and 500 mg L(-1)) obviously affected the community structure of anammox bacteria and AOB, but only slightly for AOA. ATU began to inhibit anammox bacteria growth slightly from day 10, but had an obvious inhibition on AOA growth from the starting of the study. At 100 mg L(-1) of ATU or higher, AOB growth was inhibited, but only lasted for 5 days. The pH treatments showed that acidic condition (pH 5) had a slight effect on the community structure of anammox bacteria and AOA, but an obvious effect on AOB. Acidic condition promoted the growth of all groups of AOPs in different extent, but alkaline condition (pH 9) had a weak effect on AOB community structure and a strong effect on both anammox bacteria and AOA. Alkaline condition obviously inhibited anammox bacteria growth, slightly promoted AOA, and slightly promoted AOB in the first 20 days, but inhibited afterward. Salinity treatment showed that higher salinity (20 and 40 per thousand) resulted in higher anammox bacteria diversity, and both AOA and AOB might have species specificity to salinity. High salinity promoted the growth of both anammox bacteria and AOB, inhibited AOA between 5 and 10 days, but promoted afterward. The results help to understand the role of these microbial groups in biogeochemical nitrogen cycling and their responses to the changing environments.

Measurement of nitrification rates in lake sediments: Comparison of the nitrification inhibitors nitrapyrin and allylthiourea.[Pubmed:24221047]

Microb Ecol. 1984 Mar;10(1):25-36.

A method for measuring rates of nitrification in intact marine sediment cores has been modified and adapted for use in freshwater sediments. The technique involves subsampling a sediment core into minicores. Half of these cores are treated with an inhibitor of chemolithotrophic nitrification and, after incubation, differences in ammonia and nitrate concentration between inhibited and uninhibited systems are calculated. The within-treatment variability of ammonia and nitrate concentrations could be reduced by storing the cores overnight prior to subsampling. Estimates of the nitrification rate using the difference in ammonia concentrations between the inhibited and uninhibited mini-cores were always greater than the rate estimate using the difference in nitrate concentrations. Comparison between the results using the nitrification inhibitors Allylthiourea (ATU) and nitrapyrin (N-Serve) indicated that the former appeared to give larger values for the nitrification rate than did the latter. Differences in the efficiency of these inhibitors in the control of nitrification under the conditions used partly explain these results. Data are also presented on the effect of N-Serve and ATU on some other nitrogen transformations affecting ammonia and nitrate concentrations.

Estimation of nitrifying bacterial activities by measuring oxygen uptake in the presence of the metabolic inhibitors allylthiourea and azide[Pubmed:9603846]

Appl Environ Microbiol. 1998 Jun;64(6):2266-8.

The effects of two metabolic inhibitors on an enriched nitrifying biomass during incubation for short periods of time were investigated by determining respirometric measurements. Allylthiourea (86 &mgr;M) and azide (24 &mgr;M) were shown to be strong, selective inhibitors of ammonia and nitrite oxidation, respectively. Consequently, a differential respirometry method for estimating nitrifying and heterotrophic bacterial activities within a mixed biomass is proposed.

Description

Allylthiourea is a metabolic inhibitor that selective inhibits ammonia oxidation.

Keywords:

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