Phosphonate Research Articles

Disentangling the Regulatory Response of Agrobacterium tumefaciens CHLDO to Glyphosate for Engineering Whole-Cell Phosphonate Biosensors.

Phosphonates (PHTs), organic compounds with a stable C-P bond, are widely distributed in nature. Glyphosate (GP), a synthetic PHT, is extensively used in agriculture and has been linked to various human health issues and environmental damage. Given the prevalence of GP, developing cost-effective, on-site methods for GP detection is key for assessing pollution and reducing exposure risks. We adopted Agrobacterium tumefaciens CHLDO, a natural GP degrader, as a host and the source of genetic parts for constructing PHT biosensors. In this bacterial species, the phn gene cluster, encoding the C-P lyase pathway, is regulated by the PhnF transcriptional repressor. We selected the phnG promoter, which displays a dose-dependent response to GP, to build a set of whole-cell biosensors. Through stepwise genetic optimization of the transcriptional cascade, we created a whole-cell biosensor capable of detecting GP in the 0.25-50 μM range in various samples, including soil and water.

Three Types of Elicitors Induce Grapevine Resistance against Downy Mildew via Common and Specific Immune Responses.

Three recognized plant defense stimulators (PDS), methyl jasmonate (MeJA), benzothiadiazole (BTH) and phosphonates (PHOS), were sprayed on grapevine Vitis vinifera cuttings and conferred resistance to the biotrophic pathogen Plasmopara viticola. The effects on molecular defense-related genes and polyphenol content (stilbenes and flavanols) were revealed at 6 and 8 days post-elicitation. The transcript accumulation was consistent with the signaling pathway specific to the elicitor, salicylic acid for BTH, and jasmonic acid for MeJA, with some cross-talks. PHOS tended to modulate the defense responses like BTH. Moreover, in response to a downy mildew inoculation, the leaves pre-treated with PHOS and BTH overproduced pterostilbene, and after MeJA treatment, piceids and ε-viniferin, compared to uninoculated elicitor-treated leaves. These results provide evidence of the different modes of action of PDS and their role in sustainable viticulture.

Multiple Detection Characteristics of Two Zinc Phosphonates: Syntheses, Crystal Structures, and Luminescent Properties

A pair of metal phosphonates, {[(CH3)2NH2][Zn2(HEDP)(BPDC)0.5(H2O)2]·H2O} (1) and {[CH3NH3][Zn2(HEDP)(BPDC)0.5(H2O)2]·3.5H2O} (2) (HEDP = 1-hydroxyethylidene diphosphonate, H2BPDC = biphenyl-4,4′-d...

The synthesis of new fluorinated or nonfluorinated sugar phosphonates and phosphoramidates as building blocks in the synthesis of modified hyaluronic acid subunits

GRAPHICAL ABSTRACT

Electron ionization mass spectra of organophosphorus compounds Part V: Mass fragmentation modes of some azolyl, azinyl, and azepinyl phosphonates as cyclic α-aminophosphonates

GRAPHICAL ABSTRACT

Furoyl phosphonates

Furoyl phosphonates

ChemInform Abstract: Synthesis of α‐Diazo‐β‐keto Esters, Phosphonates and Sulfones via Acylbenzotriazole‐Mediated Acylation of a Diazomethyl Anion.

AbstractThe scalable reaction tolerates variously functionalized aromatic and aliphatic acylbenzotriazoles.

ChemInform Abstract: Synthesis of α‐Diazo‐β‐keto Esters, Phosphonates and Sulfones via Acylbenzotriazole‐Mediated Acylation of a Diazomethyl Anion.

AbstractIn the reactions of unprotected o‐amino benzoates (IV) a trans‐phosphorylation occurs to furnish phosphoramidates (V).

Hydrothermal synthesis, crystal structure, and properties of a novel magnesium phosphonate with a 1D chain structure

GRAPHICAL ABSTRACT

Synthesis and Biological Evaluation of a Phosphonate Phosphoantigen Prodrug

GRAPHICAL ABSTRACT

ChemInform Abstract: Fluorinated NH‐Iminophosphonates and Iminocarboxylates: Novel Synthons for the Preparation of Biorelevant α‐Aminophosphonates and Carboxylates.

AbstractPreviously unknown N—H α‐imino(fluoromethyl)phosphonates and ‐carboxylates (I) are synthesized and functionalized by reactions with O‐, S‐, N‐ and P‐nucleophiles to furnish biorelevant fluorinated aminophosphonates and ‐carboxylates.

Convenient approach to synthesize tertiary α-hydroxy cyclic phosphonates catalyzed by potassium carbonate under solvent-free conditions

GRAPHICAL ABSTRACT

Interface dipole engineering at buried organic–organic semiconductor heterojunctions

A general technique for modifying energy level alignment at organic–organic heterojunctions is introduced, and is demonstrated here for phenyl-C61-butyric acid methyl ester (PCBM) and N,N′-Di-[(1-naphthyl)-N,N′-diphenyl]-1,1′-biphenyl)-4,4′-diamine (α-NPD). An ultra-thin layer (∼1nm) of TiO2 is used as an adhesion template to attach a self-assembled monolayer of dipolar phosphonate (PA) molecules to the lower interface of a two-stack ensemble. This modification induces shifts in the vacuum level and work function over ∼1.0eV depending on the molecular dipole moment of the PA, which in turn modifies the electronic level alignment across the organic heterojunction interface by up to 0.5eV.

Butterfly cored deca- and hexadecacopper(II) phosphonates

Butterfly cored deca- and hexadecacopper(II) phosphonates

ChemInform Abstract: Copper‐Catalyzed Synthesis of α‐Hydroxy Phosphonates from H‐Phosphonates and Alcohols or Ethers.

Chinese National Natural Science Foundation [21173178, 21202135, 21232005]; National Basic Research Program of China [2012CB821600]; [TJAB-2009-023]

Synthesis of Fluorinated (4-Aminoquinolinyl)phosphonates

Key words quinolines - fluorinated heterocycles - fluorinated alkynylphosphonates - phosphonates

Synthesis of Zanamivir Phosphonate Congeners

Synthesis of Zanamivir Phosphonate Congeners

ChemInform Abstract: Diethyl (N-Methoxy-N-methylcarbamoylmethyl)phosphonate. A Useful Emmons-Horner-Wittig Reagent.

Abstract Diethy (N-methoxy-N-methylcarbamoylmethyl)phosphonate ( 1 ) is easily prepared by heating 2-chloro-N-methoxy-N-methylethanamide and triethylphosphite. Reagent 1 is useful for converting aldehydes and ketones into compounds containing an α,β-unsaturated N-methoxy-N-methylamide group with high E selectivity.

Tenofovir disoproxil fumarate for the treatment of hepatitis B infection.

More than 350 million individuals worldwide are chronically infected with hepatitis B virus (HBV). Individuals with chronic hepatitis B infection carry a significantly increased risk of life-threatening liver sequelae including cirrhosis, hepatic decompensation and hepatocellular carcinoma. Currently, antiviral therapy options for chronic HBV consist of immunomodulators, nucleoside analogues and nucleotide analogues. Tenofovir disoproxil fumarate, an oral prodrug of the phosphonate nucleotide tenofovir, was recently approved in 2008 for the treatment of chronic hepatitis B in the European Union and the United States. Tenofovir disoproxil fumarate is safe, well tolerated and has long plasma and intracellular half-lives, thus allowing for once-daily administration. Since its approval, tenofovir disoproxil fumarate has become recognized as a first-line treatment option for the management of chronic hepatitis B infection in both treatment-naive and treatment-experienced patients.

A Possible Use of a Polymeric Amphiphile as Petroleum Pollution Collector

A polymeric amphiphile was synthesised by addition of phosphonate groups to asymmetric terminal double bonds of polybutadiene giving α, β-unsaturated phosphonic acids. The polymer was characterized by NMR and FT-IR. The synthesis produces a complex cream-like O/W emulsion containing simultaneously water and toluene. The oil droplets are interconnected by polymer chains avoiding the dispersion of the emulsion in water. When this emulsion is spread on a crude petroleum overflow on water, the oil stain shrink and is absorbed by the cream-like emulsion. The resulting product can be manipulated more easily than the original oil to extract it from the water surface.