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Glufosinate (ammonium salt) Sale

(Synonyms: 草铵膦) 目录号 : GC43772

A broad-spectrum herbicide

Glufosinate (ammonium salt) Chemical Structure

Cas No.:77182-82-2

规格 价格 库存 购买数量
50mg
¥296.00
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100mg
¥450.00
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250mg
¥959.00
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1g
¥2,958.00
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Sample solution is provided at 25 µL, 10mM.

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Quality Control & SDS

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产品描述

Glufosinate is a racemic mixture of D- and L-phosphinothricin. L-Phosphinothricin is a naturally-occurring bacterial amino acid that irreversibly inhibits glutamine synthetase (GS), resulting in death in green plants. The ammonium salt of glufosinate is widely known as phosphinothricin, or PPT, and used as the active ingredient in broad-spectrum herbicides. Phosphinothricin acetyltransferase, encoded by the bar gene, converts PPT to a GS-inactive form. As a result, the bar gene is used as a selectable marker for genetic engineering in plants. As it confers resistance to the herbicide glufosinate rather than to an antibiotic, the bar gene may be preferred for selection of components for biological therapies, such as vaccines.

Chemical Properties

Cas No. 77182-82-2 SDF
别名 草铵膦
Canonical SMILES OC(C(CCP(C)([O-])=O)N)=O.[NH4+]
分子式 C5H11NO4P•NH4 分子量 198.2
溶解度 PBS (pH 7.2): 10 mg/ml 储存条件 Store at -20°C
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1 mg 5 mg 10 mg
1 mM 5.0454 mL 25.227 mL 50.4541 mL
5 mM 1.0091 mL 5.0454 mL 10.0908 mL
10 mM 0.5045 mL 2.5227 mL 5.0454 mL
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Research Update

The influence of salt matrices on the reversed-phase liquid chromatography behavior and electrospray ionization tandem mass spectrometry detection of glyphosate, Glufosinate, aminomethylphosphonic acid and 2-aminoethylphosphonic acid in water

J Chromatogr A 2016 Dec 2;1475:64-73.PMID:27837996DOI:10.1016/j.chroma.2016.11.007.

The analysis of highly polar and amphoteric compounds in seawater is a continuing challenge in analytical chemistry due to the possible formation of complexes with the metal cations present in salt-based matrices. Here we provide information for the development of analytical methods for glyphosate, Glufosinate, AMPA, and 2-AEP in salt water, based on studies of the effects of salt matrices on reversed-phase liquid chromatography-heated electrospray ionization-tandem mass spectrometry (RP-LC-HESI-MS/MS) after derivatization of the target compounds with FMOC-Cl. The results showed that glyphosate was the only analyte with a strong tendency to form glyphosate-metal complexes (GMC), which clearly influenced the analysis. The retention times (RTs) of GMC and free glyphosate differed by approximately 7.00min, reflecting their distinct RP-LC behaviors. Divalent cations, but not monovalent (Na+, K+) or trivalent (Al3+, Fe3+) cations, contributed to this effect and their influence was concentration-dependent. In addition, Cu2+, Co2+, Zn2+, and Mn2+ prevented glyphosate detection whereas Ca2+, Mg2+, and Sr2+ altered the retention time. At certain tested concentrations of Ca2+ and Sr2+ glyphosate yielded two peaks, which violated the fundamental rule of LC, that under the same analytical conditions a single substance yields only one LC-peak with a specific RT. Salt-matrix-induced ion suppression was observed for all analytes, especially under high salt concentrations. For glyphosate and AMPA, the use of isotopically labeled internal standards well-corrected the salt-matrix effects, with better results achieved for Glufosinate and 2-AEP with the AMPA internal standard than with the glyphosate internal standard. Thus, our study demonstrated that Ca2+, Mg2+, and Sr2+ can be used together with FMOC-Cl to form GMC-FMOC which is suitable for RP-LC-HESI-MS/MS analysis.

In Silico-Based Repositioning of Phosphinothricin as a Novel Technetium-99m Imaging Probe with Potential Anti-Cancer Activity

Molecules 2018 Feb 23;23(2):496.PMID:29473879DOI:10.3390/molecules23020496.

l-Phosphinothricin (Glufosinate or 2-amino-4-((hydroxy(methyl) phosphinyl) butyric acid ammonium salt (AHPB)), which is a structural analog of glutamate, is a recognized herbicide that acts on weeds through inhibition of glutamine synthetase. Due to the structural similarity between phosphinothricin and some bisphosphonates (BPs), this study focuses on investigating the possibility of repurposing phosphinothricin as a bisphosphonate analogue, particularly in two medicine-related activities: image probing and as an anti-cancer drug. As BP is a competitive inhibitor of human farnesyl pyrophosphate synthase (HFPPS), in silico molecular docking and dynamic simulations studies were established to evaluate the binding and stability of phosphinothricin with HFPPS, while the results showed good binding and stability in the active site of the enzyme in relation to alendronate. For the purpose of inspecting bone-tissue accumulation of phosphinothricin, a technetium (99mTc)-phosphinothricin complex was developed and its stability and tissue distribution were scrutinized. The radioactive complex showed rapid, high and sustained uptake into bone tissues. Finally, the cytotoxic activity of phosphinothricin was tested against breast and lung cancer cells, with the results indicating cytotoxic activity in relation to alendronate. All the above results provide support for the use of phosphinothricin as a potential anti-cancer drug and of its technetium complex as an imaging probe.

Resistance to Phosphinothricin (Glufosinate) and Its Utilization as a Nitrogen Source by Chlamydomonas reinhardtii

Appl Environ Microbiol 1996 Oct;62(10):3834-9.PMID:16535427DOI:10.1128/aem.62.10.3834-3839.1996.

Wild-type strain 21gr of the green alga Chlamydomonas reinhardtii was resistant to the ammonium salt of l-phosphinothricin (PPT, also called Glufosinate), an irreversible inhibitor of glutamine synthetase activity and the main active component of the herbicide BASTA (AgrEvo, Frankfurt am Main, Germany). Under the same conditions, however, this strain was highly sensitive to l-methionine-S-sulfoximine, a structural analog of PPT which has been reported to be 5 to 10 times less effective than PPT as an inhibitor in plants. Moreover, this alga was able to grow with PPT as the sole nitrogen source when this compound was provided at low concentrations. This utilization of PPT was dependent upon the addition of acetate and light and did not take place in the presence of ammonium. Resistance was due neither to the presence of N-acetyltransferase or transaminase activity nor to the presence of glutamine synthetase isoforms resistant to PPT. By using l-[methyl-(sup14)C]PPT, we demonstrated that resistance is due to lack of PPT transport into the cells. This strongly suggests that PPT and l-methionine-S-sulfoximine enter the cells through different systems. Growth with PPT is supported by its deamination by an l-amino acid oxidase activity which has been previously described to be located at the periplasm.

Protein binding of Glufosinate and factors affecting it revealed by an equilibrium dialysis technique

J Anal Toxicol 2001 Sep;25(6):439-42.PMID:11550817DOI:10.1093/jat/25.6.439.

We investigated the protein binding of Glufosinate ammonium (GLF) and several factors affecting this binding using human serum albumin (HSA) and human volunteer serum under various conditions. The mean ratios of the free GLF (RFr-GLF) to 4% HSA were examined in the sera of patients described elsewhere at GLF levels from 1 microg/mL to 500 microg/mL; the range was found to be only from 0.80 to 0.88. Neither the incubation temperature nor buffers containing different chloride ion concentrations had any effect on the RFr-GLF to HSA. Moreover, the addition of heparin, glycoprotein-alpha1-acid (AAG), and sodium azide had no effect on the RFr-GLF. However, pH of the isotonic phosphate buffer and the addition of palmitic or oleic acid were seen to have an effect. In this study, the mean RFr-GLF to healthy human serum was 0.99. This high value was evidenced that GLF was rapidly excreted through the renal route.

Direct determination of glyphosate, Glufosinate, and AMPA in soybean and corn by liquid chromatography/tandem mass spectrometry

Anal Bioanal Chem 2016 Jul;408(18):4995-5004.PMID:27150204DOI:10.1007/s00216-016-9597-6.

Glyphosate, Glufosinate, and aminomethylphosphonic acid (AMPA) are amphoteric, low mass, high water soluble, and do not have chromophore. They are very difficult to be retained on a reversed phase HPLC and detected by UV or fluorescence detectors. A liquid chromatography/tandem mass spectrometry (LC-MS/MS) method was developed to determine these analytes in soybean and corn using a reversed phase with weak anion-exchange and cation-exchange mixed-mode Acclaim™ Trinity™ Q1 column. The sample was shaken with water containing ethylenediaminetetraacetic acid disodium salt (Na2EDTA) and acetic acid for 10 min to precipitate protein and extract the analytes into the solution. The supernatant was passed thru an Oasis HLB SPE to retain suspended particulates and non-polar interferences. The sample was directly injected and analyzed in 6 min by LC-MS/MS with no sample concentration or derivatization steps. Three isotopically labeled internal standards corresponding to each analyte were used to counter matrix suppression effect. Linearity of the detector response with a minimum coefficient of determination (R (2)) of more than 0.995 was demonstrated in the range of 10 to 1000 ng/mL for each analyte. Accuracy (recovery %) and precision (relative standard deviation or RSD %) were evaluated at the fortification levels of 0.1, 0.5, and 2 μg/g in seven replicates in both soybean and corn samples.