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A phosphorothioate nucleic acid is a nucleic acid analogue where the backbone phosphate groups each have one oxygen atom replaced with a sulfur atom, making...

Fenitrothion (IUPAC name: O,O-dimethyl O-(3-methyl-4-nitrophenyl) phosphorothioate) is a phosphorothioate (organophosphate) insecticide that is inexpensive and widely...

Malathion, a common insecticide Phosphorothioates are the basis for antisense therapies Oligonucleotide phosphorothioates (OPS) are modified oligonucleotides...

O-Dimethyl O-[3-methyl-4-(methylthio)phenyl] phosphorothioate • O,O-Dimethyl O-4-methylthio-m-tolyl phosphorothioate Identifiers CAS Number 55-38-9 Y 3D model...

Names Preferred IUPAC name O,O-Diethyl O-(3,5,6-trichloropyridin-2-yl) phosphorothioate Other names Brodan, Bolton insecticide, Chlorpyrifos-ethyl, Cobalt...

Parathion Names Preferred IUPAC name O,O-Diethyl O-(4-nitrophenyl) phosphorothioate Other names E605 Identifiers CAS Number 56-38-2 Y 3D model (JSmol)...

(IUPAC name: O,O-Diethyl O-[4-methyl-6-(propan-2-yl)pyrimidin-2-yl] phosphorothioate, INN - Dimpylate), a colorless to dark brown liquid, is a thiophosphoric...

out under anhydrous conditions. Alternatively, 8 can be converted to phosphorothioate 10 or phosphoroselenoate 11 (X = Se), or oxidized by CCl4 in the presence...

Phosphorothioate-based ligase-independent cloning is a cloning method that uses the phosphorothioate chemistry as a new universal cloning starting with...

5-dichloro-4-methylthio)phenyl phosphorothioate (ca. 73%) O,O-diethyl-O-(4,5-dichloro-2-methylthio)phenyl phosphorothioate (ca. 13%) O,O-diethyl-O-(2...

VG (IUPAC name: O,O-diethyl S-[2-(diethylamino)ethyl] phosphorothioate) (also called amiton or Tetram) is a "V-series" nerve agent chemically similar to...

include the addition of a phosphorothioate group (PS), methyl group, or nitrogen. The most common is the phosphorothioate group (PS) in which the oxygen...

nucleotide and the ability to easily follow reactions involving the phosphorothioate nucleotides, which is useful in oligonucleotide synthesis. PS backbone...

Chlorethoxyfos (O,O-diethyl-O-(1,2,2,2-tetrachloroethyl)phosphorothioate) is an organophosphate acetylcholinesterase inhibitor used as an insecticide....

Coumaphos is a nonvolatile, fat-soluble phosphorothioate with ectoparasiticide properties: it kills insects and mites. It is well known by a variety of...

Names Preferred IUPAC name O,O-Diethyl O-[4-(methanesulfinyl)phenyl] phosphorothioate Identifiers CAS Number 115-90-2 Y 3D model (JSmol) Interactive image...

the Food and Drug Administration (FDA) has approved the antisense phosphorothioate oligonucleotides fomivirsen (Vitravene) and mipomersen (Kynamro) for...

between consecutive nucleotides, although some ODN have a modified phosphorothioate (PS) backbone instead. When these CpG motifs are unmethylated, they...

modified (mainly 2′-O-methyl or 2′-fluoro-2′-deoxy sugars, with some phosphorothioate linkages) to enhance stability and reduce immunogenicity. The drug...

O-dimethyl phosphorothioate Other names 1-(Dimethoxyphosphorylthio)-2-(ethylthio)ethane S-[2-(Ethylthio)ethyl] O,O-dimethyl phosphorothioate, Demeton methyl;...

S-[2-(methylamino)-2-oxoethyl] phosphorothioate Other names Dimethoxon O,O-Dimethyl S-methylcarbamoylmethyl phosphorothioate Folimat Identifiers CAS Number...

O-dimethyl O-(4-cyanophenyl) phosphorothioate O,O-dimethyl O-(p-cyanophenyl) phosphorothioate O,O-dimethyl O-4-cyanophenyl phosphorothioate O,O-dimethyl O-4-cyanophenyl...

Pirimiphos-methyl, marketed as Actellic and Sybol, is a phosphorothioate used as an insecticide. It was originally developed by Imperial Chemical Industries...

formula is C12H15N2O3PS, and IUPAC name O,O-diethyl O-quinoxalin-2-yl phosphorothioate. Ranked 'moderately hazardous' in World Health Organization's (WHO)...

used as a powerful oxidizing agent Phosphatidylserine, a phospholipid Phosphorothioate (or thiophosphate), a family of compounds and anions with the general...

antisense oligonucleotide -- a synthetic 21 member oligonucleotide with phosphorothioate linkages (which are resistant to degradation by nucleases) and has...

chemical compound with the formula C10H19O7PS. More specifically, it is a phosphorothioate. It is a breakdown product of, and more toxic than, malathion. This...

to these target sections blocks the operation of those genomes. A phosphorothioate antisense drug named fomivirsen has been introduced, used to treat...

pairing conformation. Gapmers often utilize nucleotides modified with phosphorothioate (PS) groups. The mechanism of therapeutic gene-silencing action relies...

O-Diethyl O-(5-phenyl-1,2-oxazol-3-yl) phosphorothioate Other names O,O-Diethyl O-(5-phenyl-3-isoxazolyl) phosphorothioate Identifiers CAS Number 18854-01-8 Y...

O-[4-({4-[(Dimethoxyphosphorothioyl)oxy]phenyl}sulfanyl)phenyl] O,O-dimethyl phosphorothioate Other names [4-(4-dimethoxyphosphinothioyloxyphenyl)sulfanylphenoxy]-...

saturation mutagenesis techniques. In four PCR-based reaction steps, phosphorothioate nucleotides are inserted in the gene sequence, cleaved and the resulting...

shortness of breath to individuals repeatedly exposed. It was used as a phosphorothioate insecticide and acaricide and has the chemical formula C8H19O3PS2....

2-sec-Butylphenyl Methylcarbamate (BPMC) by O,O-Dimethyl O-(3-Methyl-4-nitrophenyl)phosphorothioate (Fenitrothion) in Mice; Relationship between Acute Toxicity and Metabolism...

and uses thereof US 10,758,624 Compounds and compositions including phosphorothioated oligodeoxynucleotide, and methods of use thereof US 10,711,272 US...

nonsense suppression therapy. Two kinds of antisense oligos, 2'-O-methyl phosphorothioate oligos (like Drisapersen) and Morpholino oligos (like eteplirsen),...

translation. Custirsen is a second-generation phosphorothioate antisense oligonucleotide. Phosphorothioates are oligonucleotides with a sulfur ion replacing...

GCA UUU CU-3') featuring a 2-O-methylribose sugar modification and phosphorothioate linkages. Duchenne muscular dystrophy (DMD) is caused when a mutation...

Inotersen, sold under the brand name Tegsedi, is a 2'-O-(2-methoxyethyl) (2'-MOE) antisense oligonucleotide medication used for the treatment of nerve...

Thionazin Names Preferred IUPAC name O,O-Diethyl O-(pyrazin-2-yl) phosphorothioate Other names O,O-Diethyl-O-pyrazin-2-ylthiophosphate; Thionazine; Nemaphos;...

JE, Joshi SS, Palen B, Pirruccello SJ, et al. (1997). "A Hexameric Phosphorothioate Oligonucleotide Telomerase Inhibitor Arrests Growth of Burkitt's Lymphoma...

annealing. Another consideration is the inclusion of phosphorothioate bonds. In a phosphorothioate bond, one of the non-bridging oxygens between nucleotide...

miravirsen a locked nucleic acid gapmer. Furthermore, miravirsen uses phosphorothioate linkages instead of the phosphate linkages in natural oligonucleotides...

techniques using single-stranded peptide nucleic acid, 2'-O-methyl phosphorothioate or Morpholino oligos to bind with RNA. Meiotic recombination can be...

Transition metal dithiophosphate complexes are coordination compounds containing dithiophosphate ligands, i.e. ligands of the formula (RO)2PS− 2. The charge-neutral...

Richard, J.P., Prasher, D.C., Ives, D.H., Frey, P.A. "Chiral [18O]phosphorothioates. The stereochemical course of thiophosphoryl group transfer catalyzed...

O-Dimethyl O-(4-sulfamoylphenyl) phosphorothioate Other names O-[4-(aminosulfonyl)phenyl] O,O-dimethyl phosphorothioate Identifiers CAS Number 115-93-5 Y...

Donidalorsen, sold under the brand name Dawnzera, is a medication used to prevent attacks of hereditary angioedema. Donidalorsen is a prekallikrein-directed...

Wikidata Q57221515. A N Kuhn; M Diken; S Kreiter; et al. (22 April 2010). "Phosphorothioate cap analogs increase stability and translational efficiency of RNA...

Olezarsen, sold under the brand name Tryngolza, is a medication used in the treatment of familial chylomicronemia syndrome. It is given by injection under...

Parathion S Names Preferred IUPAC name O,O-Diethyl S-(4-nitrophenyl) phosphorothioate Other names S-Phenyl parathion Identifiers CAS Number 3270-86-8 3D...

Thiophosphates (or phosphorothioates, PS) are chemical compounds and anions with the general chemical formula PS 4−xO3− x (x = 0, 1, 2, or 3) and related...

hybridization assay for plasma determination of phosphodiester and phosphorothioate antisense oligonucleotides", Nucleic Acids Research, 25 (18): 3584–3589...

derivatives of S-(tert-bulythio)methyl O,O-diethyl phosphorodithioate and phosphorothioate". 1974-12-19. EPA: Reregistration Eligibility Decision for Terbufos[dead...

Bepirovirsen (GSK3228836) is an antisense oligonucleotide gapmer developed to treat hepatitis B infection. Mak, Lung-Yi; Hui, Rex Wan-Hin; Fung, James;...

Names Preferred IUPAC name S-[2-(Ethanesulfinyl)ethyl] O,O-diethyl phosphorothioate Identifiers CAS Number 2497-07-6 3D model (JSmol) Interactive image...

"A study of the mechanism of T4 DNA polymerase with diastereomeric phosphorothioate analogues of deoxyadenosine triphosphate". The Journal of Biological...

571-2. Elias, D. P. (1957). "Crystallographic Data on Some Sodium Phosphorothioates". Acta Crystallographica. 10 (9): 600. Bibcode:1957AcCry..10..600E...

Aganirsen is a 25-mer first-generation antisense oligonucleotide (phosphorothioate linkage) with the following sequence: 5'-TAT CCG GAG GGC TCG CCA TGC...

methyl phosphonate or phosphorothioate DNA. At present (2008) only one antisense medication exists, based on phosphorothioate oligonucleotide: Fomivirsen...

"second-generation" antisense oligonucleotide; the nucleotides are linked with phosphorothioate linkages rather than the phosphodiester linkages of RNA and DNA, and...

Thiophosphoric acid is an inorganic compound with the chemical formula H3PO3S. Structurally, it is the acid derived from phosphoric acid with one oxygen...

specificity. The first generation utilized 2’-O-Methyl RNA nucleotides with phosphorothioate internucleotide linkages positioned at both ends to prevent exonuclease...

Evazarsen (codenamed IONIS-AGT-LRx), usually supplied as its sodium salt, is an antisense gapmer oligonucleotide designed to inhibit angiotensinogen as...

Jain HV, Verthelyi D, Beaucage SL (2015). "Amphipathic trans-acting phosphorothioate DNA elements mediate the delivery of uncharged nucleic acid sequences...

Zinc dialkyldithiophosphates (often referred to as ZDDP) are a family of coordination compounds classified as members of transition metal dithiophosphate...

by systemic administration of an antisense protein kinase C-alpha phosphorothioate oligodeoxynucleotide". Molecular Pharmacology. 50 (2): 236–42. doi:10...

drug by the European Medicines Agency (EMA) in February 2014, for phosphorothioate oligonucleotide targeted to apolipoprotein C-III for treatment of familial...

life based on alternative biochemistries. Phosphate analogues include phosphorothioate nucleic acids and phosphorodiamidate nucleic acids. Morpholino nucleic...

modifications of the oligonucleotide backbone such as methylphosphonate and phosphorothioate (S-ODN) oligodeoxynucleotides, but along with their increased stability...

IUPAC name O-(2-tert-Butylpyrimidin-5-yl) O-ethyl O-(propan-2-yl) phosphorothioate Other names Tebupirimphos; Phostebupirim; MAT 7484; BAY-MAT 7484; HSDB...

papers. The INTASYL compounds are constructed using a single-stranded phosphorothioate region, a short duplex region, and a variety of nuclease-stabilizing...

DIMETHYL PHOSPHOROTHIOATE S-5-METHOXY-4-OXOPYRAN-2-YLMETHYL DIMETHYL PHOSPHOROTHIOATE S-5-METHOXY-4-PYRON-2-YLMETHYL O,O-DIMETHYL PHOSPHOROTHIOATE...

Oblimersen (INN, trade name Genasense; also known as Augmerosen and bcl-2 antisense oligodeoxynucleotide G3139) is an antisense oligodeoxyribonucleotide...

previous vaccines, but includes a novel CpG 1018 adjuvant, a 22-mer phosphorothioate-linked oligodeoxynucleotide. It was non-inferior concerning immunogenicity...

most common chemical modification on the oligonucleotides is adding a phosphorothioate linkage to the backbones. However, the phosphrothioate modification...

structural elements or entire protein domains. This method is based on phosphorothioate chemistry which allows the specific cleavage of phosphorothiodiester...

characters; pronounced higher nuclease resistance, even higher than Sp-phosphorothioate analogues; and good aqueous solubility of the resulting oligonucleotides...

of pralidoxime iodide in addition to atropine sulfate. Demeton, its phosphorothioate equivalent NIOSH Pocket Guide to Chemical Hazards. "#0245". National...

S-[(6-Chloro-2-oxo[1,3]oxazolo[4,5-b]pyridin-3(2H)-yl)methyl] O,O-dimethyl phosphorothioate Other names Azamethifos; Azamethiophos Identifiers CAS Number 35575-96-3 Y...

Sodium monothiophosphate, or sodium phosphorothioate, is an inorganic compound with the chemical formula Na3PO3S. It is a sodium salt of monothiophosphoric...

Through Decarboxylative Carboxylation (2019) P(V) reagents: chiral phosphorothioate synthesis (2018) (+/-)-PI Reagent for the synthesis of P-Chiral Phosphines...

template using a ligase. The nucleotide analogs are tagged with a phosphorothioate, the active members of the RNA population are then distinguished from...

to monitor disease response objectively. Alicaforsen is a 20 unit phosphorothioate modified antisense oligonucleotide and has the sequence: 5'-GCC CAA...

Dichlofenthion (IUPAC name: O-(2,4-dichlorophenyl) O,O-diethyl phosphorothioate) is a fat-soluble organophosphorus compound primarily used in agricultural...

2'-O-2-methoxyethyl groups and the phosphate linkages are replaced with phosphorothioate linkages. Nusinersen was developed in a collaboration between Adrian...

in treating cancers and infectious diseases. A locked nucleic acid phosphorothioate antisense molecule, termed SPC2996, has been developed to target the...

Sefaxersen (also known as RO7434656, RG6299, ISIS-696844 and IONIS-FB-LRx) is an investigational antisense oligonucleotide (ASO) drug developed by Roche...

base pairs with the actual antisense oligonucleotide (gapmer bearing phosphorothioate linkages and 2’-deoxy-2’-fluoro-beta-D-arabinonucleic acid modifications...

iodofenphos 18181-70-9 C8H8Cl3O3PS O,O-Dimethyl O-(2,4,5-trichlorophenyl) phosphorothioate 299-84-3 C8H8Cl3N3O4S2 trichlormethiazide 133-67-5 C8H8F5NSi...

target RNA molecules, unlike many antisense structural types (e.g., phosphorothioates, siRNA). Instead, Morpholinos act by "steric blocking", binding to...

therefore insoluble in water. It is non-corrosive but can be oxidized to phosphorothioate. Carbophenothion can be degraded in the atmosphere by a reaction with...

first-generation antisense medications had potency and duration issues. The phosphorothioates that replace an oxygen molecule in a DNA strand with a sulfur molecule...

Names Preferred IUPAC name S-[2-(Ethanesulfinyl)ethyl] O,O-dimethyl phosphorothioate Other names Methylmercaptophos oxide Identifiers CAS Number 301-12-2 Y...

Sadeghi, Hengameh; Marienhagen, Jan; Schwaneberg, Ulrich (2010). "Phosphorothioate-based ligase-independent gene cloning (PLICing): An enzyme-free and...

agent [EA1517] VG – Amiton (O,O-diethyl-S-[2-(diethylamino)ethyl] phosphorothioate) [EA1508] VM – Edemo [EA1664] VS – (O-Ethyl S-2-(diisopropylamino)ethyl...

Kreiter S, Selmi A, Kowalska J, Jemielity J, et al. (August 2010). "Phosphorothioate cap analogs increase stability and translational efficiency of RNA...

Tofersen, sold under the brand name Qalsody, is a medication used for the treatment of amyotrophic lateral sclerosis (ALS). Tofersen is an antisense oligonucleotide...

boranophosphates, other modifications of di- and triphosphates include phosphorothioates and methylphosphonate. They also are chiral at phosphorus. Abramova...

Eplontersen, sold under the brand name Wainua, is a medication used for the treatment of transthyretin-mediated amyloidosis. It is a transthyretin-directed...

Names Preferred IUPAC name O-(4-Bromo-2-chlorophenyl) O-ethyl S-propyl phosphorothioate Other names Phosphorothioic acid, O-(4-bromo-2-chlorophenyl)O-ethylS-propyl...

ribonucleases H1 and H2 in the variation of response of cells to antisense phosphorothioate oligonucleotides". Eur. J. Biochem. 269 (2): 583–92. doi:10.1046/j...

therapeutics. Afovirsen is a synthetic 20 member oligonucleotide with phosphorothioate linkages (which are resistant to degradation by nucleases) and has...

IONIS-GCCRRx, also known as ISIS-426115, is an antiglucocorticoid which is under development by Ionis Pharmaceuticals for the treatment of diabetes mellitus...

Pelacarsen is an experimental antisense oligonucleotide drug designed to lower lipoprotein(a) (Lp(a)) levels in patients with cardiovascular disease. The...

Ammonium diethyl dithiophosphate or more systematically ammonium O,O′-diethyl dithiophosphate, is the ammonium salt of diethyl dithiophosphoric acid. It...

“LULAC”). U.S. Patent No. 3,244,586, "Omicron-pyridyl phosphates and phosphorothioates", issued April 30, 1962  Chlorpyrifos; Order Denying PANNA and NRDC’s...

lipopolysaccharide-stimulated synthesis of tumor necrosis factor: dependence on phosphorothioate modification and reversal by heparin". Molecular Medicine. 2 (4): 429–38...

about 4 Å of one another in the transition-state, based upon double phosphorothioate substitution and soft metal ion rescue experiments; the distance between...

compared phosphorothioate, the natural phosphodiester, methylphosphonate, and peptide linkages and determined that only phosphodiester and phosphorothioate...

of brinjal. Triazofos (O,O-diethyl O-1-phenyl-1H-1,2,4-triazol-3-yl phosphorothioate) is considered an organophosphorus pesticide toxicologically by JMPR...

Other names Azophos, Methyl parathion, O,O-Dimethyl O-4-nitrophenyl phosphorothioate, O,O-Dimethyl-p-nitrophenylthionophosphate Identifiers CAS Number 298-00-0 Y...

the sense strand were capped with abasic inverted repeats, while a phosphorothioate linkage was incorporated at the 3' end of the antisense strand. Although...

in vivo. The chemical modifications used for this purpose include phosphorothioate, 2'-O-methyl, morpholino, MEA phosphoramidate and DEED phosphoramidate...

name S-[(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl] O,O-dimethyl phosphorothioate Other names Fosmet Decemthion Imidathion Imidan Phthalophos Identifiers...

O-Dimethyl O-[2-(methylsulfanyl)ethyl] phosphorothioate (demephion-O) O,O-Dimethyl S-[2-(methylsulfanyl)ethyl] phosphorothioate (demephion-S) Identifiers CAS Number...

"Investigation of the acute toxicity of some trimethyl and triethyl phosphorothioates with particular reference to those causing lung damage". Archives...

Birnstiel ML (1991). "2'-O-methyl, 2'-O-ethyl oligoribonucleotides and phosphorothioate oligodeoxyribonucleotides as inhibitors of the in vitro U7 snRNP-dependent...

Gataparsen (development code LY2181308) is an antisense oligonucleotide that complementarily binds to survivin mRNA and inhibits its expression in tumor...

combined with back scattered electron microscopy. They demonstrated that phosphorothioate ASOs associate with filopodia and the inner nuclear membrane of cells...

Toxicology." Detection of Parathion (O,O-diethyl O-(4-nitrophenyl) phosphorothioate) by HPLC in insectsof Forensic Importance in Medellin, Colombia. 5(1)...

Retrieved 29 September 2014. "Patent US3470272: PROCESS FOR MAKING PHOSPHOROTHIOATES". Espacenet Patent Search. Retrieved 6 October 2014. "Maleic anhydride"...