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1 rophenyl phosphate and diethyl p-nitrophenyl phosphorothioate.
2 otide: 1), [Rp]-phosphorothioate or 2), [Sp]-phosphorothioate.
3 superior to the effect of the corresponding phosphorothioate.
4 Cl2(*-) with the model compound diisopropyl phosphorothioate.
5 e morpholino oligomers (PMO) and 2'-O-methyl phosphorothioate.
6 ar precursor containing a 5'-iodide and a 3'-phosphorothioate.
8 lial cell apoptosis, Bcl-2/Bcl-X(L) chimeric phosphorothioated 2'-MOE-modified antisense oligonucleot
9 ne's mRNA in human leukemia cells with fully phosphorothioated 2'F-ANA-DNA chimeras (PS-2'FANA-DNA) a
10 eous disruption of both proteins using novel phosphorothioate-2'-O-methoxyethyl antisense oligodeoxyn
12 constructs, 2'-O-methyl-1-allylinosinic acid phosphorothioate 33-mer (16) and an oligomer incorporati
15 n, the thio effect of the S(P)-isomer of the phosphorothioate analogue (k(O)/k(Sp) = 4.4 x 10(5)) app
16 bridging position of the S(p) isomer of the phosphorothioate analogue causes a dramatic (2 x 10(5)-f
17 istent trend of a greater DeltaH(++) for the phosphorothioate analogue was found in all three classes
18 tion, hydrolysis of the diastereomers of the phosphorothioate analogues of 1,6-IcP, inositol cis-1,6-
23 ng group in phosphates, as compared to their phosphorothioate analogues, ruling this out as a contrib
25 early 4 A decrease in the separation between phosphorothioate and 2'F labels incorporated at A27 in t
26 s, affords two distinct products, inositol 1-phosphorothioate and inositol 6-phosphorothioate, respec
27 ite-specific 2'-deoxynucleotides, as well as phosphorothioate and methylphosphonate modifications wit
29 An efficient process for purification of phosphorothioate and native DNA sequences is described h
30 In the comparative hydrolysis reactions of phosphorothioate and phosphate esters, the sulfur substi
31 amines the rates and products of cleavage of phosphorothioate and phosphorodithioate analogues of PI
32 ent equivalency of the transition states for phosphorothioate and sulfate hydrolysis reactions at the
35 itrophenyl phosphate and ethyl p-nitrophenyl phosphorothioate, and the triesters, diethyl p-nitrophen
37 rization of a 5' conjugate between a 2'-O-Me phosphorothioate antisense oligonucleotide and a bivalen
40 virsen is a locked nucleic acid-modified DNA phosphorothioate antisense oligonucleotide that sequeste
41 acy and safety of drisapersen, a 2'-O-methyl-phosphorothioate antisense oligonucleotide, given for 48
44 ras-1 (KSR1) gene by continuous infusion of phosphorothioate antisense oligonucleotides (ODNs) preve
45 echanisms of toxicity of chemically modified phosphorothioate antisense oligonucleotides (PS-ASOs) ar
48 muscular injection of a specific 2'-O-methyl phosphorothioate antisense oligoribonucleotide (2OMeAO).
49 stering oblimersen sodium (G3139), an 18-mer phosphorothioate antisense to Bcl-2, during induction an
53 pression of Abcc8, which encodes for SUR1 by phosphorothioated antisense oligodeoxynucleotide essenti
55 transfection protocol with a 2-O-methylated phosphorothioated antisense oligoribonucleotide (2OMeAO)
56 pe 2 diabetes using 2'-methoxyethyl-modified phosphorothioate-antisense oligonucleotide (ASO) inhibit
64 , a diagnostic fragment originating from the phosphorothioate backbone (O2PS-: m/z 94.936) was formed
65 nucleic acids (LNA) AMOs synthesized with a phosphorothioate backbone also inhibited TLR7 sensing in
66 nucleotide [INH-ODN]) are characterized by a phosphorothioate backbone and a CC(T)XXX(3)(-)(5)GGG mot
67 studies, both 2'-O-methoxyethyl (MOE) with a phosphorothioate backbone and morpholino with a phosphor
68 ynthesized with 2' sugar modifications and a phosphorothioate backbone in a mouse model of melanoma l
71 present a unique LC/MS/MS assay for a model phosphorothioate backbone oligodeoxynucleotide (ODN) dru
72 an efficient and cost-effective manner, to a phosphorothioate backbone position at arbitrary DNA or R
74 composed of 2'-O-methyl-modified bases on a phosphorothioate backbone to treat cultured primary myob
75 olecular properties of the lipid moiety, the phosphorothioate backbone, and the presence of triplet-G
81 ted that synthetic CpG-ODN requires backbone phosphorothioate but not TLR9 activation to render and m
82 ic HNA 'gapmer' oligonucleotide comprising a phosphorothioate central sequence flanked by 5' and 3' H
83 tion-interference analysis demonstrates that phosphorothioate changes at A and C nucleotides can subs
88 e composed of two fully chemically modified, phosphorothioate-containing siRNAs connected by a linker
91 or of dendritic cells, whose ligands include phosphorothioated cytosine-guanosine oligonucleotides, a
93 rpart pNPP, while alkaline hydrolysis of the phosphorothioate diester and triester exhibits somewhat
94 tly alter DNA nucleobases or desulfurize the phosphorothioate diester model to an appreciable extent.
95 any DNA nucleobases and do not desulfurize a phosphorothioate diester model under conditions mimickin
96 cted 2'-deoxyribonucleosides or with a model phosphorothioate diester under conditions approximating
98 different phosphate diester orientations and phosphorothioate diesters highlight that the interpretat
100 tion has been achieved via backbone-modified phosphorothioate DNA and biotin- and maleimide-containin
102 the scissile phosphate blocks cleavage; the phosphorothioate effect can be rescued by the thiophilic
103 t was possible to determine that the maximal phosphorothioate effect in this system is in the range o
105 breaks in purified DNA from Eschericia coli, phosphorothioate epigenetics in Salmonella enterica Cerr
107 occurs spontaneously when their phosphate or phosphorothioate esters are formed during oligonucleotid
110 lysis rates of the dianions of phosphate and phosphorothioate esters are substantially accelerated by
112 rium and kinetic isotope effects for several phosphorothioate esters of p-nitrophenol (pNPPT) and com
113 Cu(I) catalyzes the allylic substitution of phosphorothioate esters with excellent alpha-regioselect
115 tion of a single phosphodiester group with a phosphorothioate, followed by selective functionalizatio
116 RNA and rRNA binding sites appear different, phosphorothioate footprinting of the L4-RNA complexes re
118 e HNA antisense oligonucleotide (lacking the phosphorothioate 'gap') was ineffective, indicating that
120 inase was used to enzymatically substitute a phosphorothioate group at the 5' terminus of a nucleic a
121 ed DNA featuring a hydrophobic belt of ethyl phosphorothioate groups insert into bilayer membranes an
124 e receptor-9 (TLR-9) vaccines using cytosine phosphorothioate guanosine (CpG)-allergen conjugates, an
125 ligomer length-dependent, and the ability of phosphorothioate homopolymers of thymidine of variable l
126 ients for AP-catalyzed aryl sulfate and aryl phosphorothioate hydrolysis (-0.76 +/- 0.14 and -0.77 +/
130 gnificant advantages over the often-used DNA phosphorothioates in RNA-binding affinity, nuclease stab
132 ional switching assay was used to select for phosphorothioate interference, and identifies potential
133 ant MB containing 2'-O-methyl RNA bases with phosphorothioate internucleotide linkages was designed t
136 (R,R) and (S,S) enantiomers of both LBPA and phosphorothioate LBPA were synthesized from (S)- and (R)
138 s containing tetrahydrofuran (THF) with a 5'-phosphorothioate linkage as the abasic site substrate.
141 either phosphodiester or varying numbers of phosphorothioate linkages are remarkably stable during p
143 anded DNA as a substrate and digests through phosphorothioate linkages having one absolute stereochem
144 The use of DNA polymerases to incorporate phosphorothioate linkages into DNA, and the use of exonu
145 atment of cells with RNA duplexes containing phosphorothioate linkages leads to selective inhibition
147 or two 2'-fluoro-2'-deoxyriboses and/or bis-phosphorothioate linkages, are more potent than 2',3'-cG
148 ouble-stranded DNA substrates terminating in phosphorothioate linkages, we suggest that the rate of t
153 tigate the impact of pretreating donors with phosphorothioate-linked cytosine and guanine rich oligod
154 ased immune adjuvants to plasmid by 'hybrid' phosphorothioate-LNA ODNs induces tumour necrosis factor
156 taining a single radioactive phosphate and a phosphorothioate modification at the cleavage site.
163 protein endocytosis, but the extent of siRNA phosphorothioate modifications may also be a factor.
164 demonstrate that antagomirs harbor optimized phosphorothioate modifications, require >19-nt length fo
165 arget (5ECdsRan) as a control, was partially phosphorothioate modified and tagged with superparamagne
166 to play a role in the uptake of unconjugated phosphorothioate modified ASOs in the liver as evidenced
168 evaluated, we determined that a 2'-O-methyl phosphorothioate-modified anti-miR-221 oligonucleotide w
170 ntified a potent 2'-O-(2-methoxyethyl) (MOE) phosphorothioate-modified antisense oligonucleotide (ASO
172 ting EGFR via intratumoral administration of phosphorothioate-modified antisense oligonucleotides has
174 e contained an arylazido moiety coupled to a phosphorothioate-modified backbone of an oligonucleotide
176 apeutic mechanisms of systemically delivered phosphorothioate-modified EGFR antisense oligonucleotide
177 re composed of 2'-O-methyl RNAs with a fully phosphorothioate-modified loop domain (2Me/PSLOOP MBs),
178 agnetic iron oxide nanoparticles (SPIONs) to phosphorothioate-modified micro-DNA that targets actin o
179 age, the addition of 2'-O-methyl groups to a phosphorothioate-modified ODN is advantageous because of
180 ntisense effects of two types of 20mer ODNs, phosphorothioate-modified ODNs (S-ODNs) and S-ODNs with
181 PION, a T2 susceptibility agent) linked to a phosphorothioate-modified oligodeoxynucleotide (sODN) co
182 e exposure using antisense (AS) or sense (S) phosphorothioate-modified oligodeoxynucleotide (sODN) se
183 short DNA that targets mmp-9 mRNA activity [phosphorothioate-modified oligodeoxynucleotide (sODN)-mm
184 otides, a methylated oligodeoxynucleotide, a phosphorothioate-modified oligodeoxynucleotide, and an e
185 n oxide nanoparticles (SPIONs) (15-20 nm) to phosphorothioate-modified oligodeoxynucleotides (sODNs)
187 llected from more than 1000 experiments with phosphorothioate-modified oligonucleotides revealed that
188 erentiation step, antisense inhibition using phosphorothioate-modified oligonucleotides, and overexpr
189 tions occurred even without incorporation of phosphorothioate moieties into the RNA and DNA target mo
190 eptible to fragmentation at sites containing phosphorothioate moieties, labeling and cleavage reactio
192 ly perturbed through random incorporation of phosphorothioate nucleotide analogues, and RNA molecules
193 therapeutic benefit in treating sepsis with phosphorothioate ODN sequences containing the CpG motif.
194 ells, showing superiority over isosequential phosphorothioate oligodeoxynucleotide in the specificity
196 developed for the quantitation of antisense phosphorothioate oligodeoxynucleotides in plasma using a
199 1, a ragweed-pollen antigen, conjugated to a phosphorothioate oligodeoxyribonucleotide immunostimulat
200 fficacy of modifying gene-specific antisense phosphorothioate oligodeoxyribonucleotides (PS-ODNs) by
202 poteichoic acid (LTA), thymidine homopolymer phosphorothioate oligonucleotide [Poly(dT)], and polyino
203 letion of DNA methyltransferase 1 (DNMT1) by phosphorothioate oligonucleotide antisense (DNMT1 AS) we
204 mice with locked nucleic acid (LNA)-modified phosphorothioate oligonucleotide complementary to miR 14
205 suppression by G3139 (oblimersen sodium), a phosphorothioate oligonucleotide complementary to the bc
206 d for their gene, mRNA, siRNA and 2'O-methyl phosphorothioate oligonucleotide in vitro transfection a
207 gapmer was substantially more potent than a phosphorothioate oligonucleotide of the same sequence in
209 o test this hypothesis, we used an antisense phosphorothioate oligonucleotide to effect a 50% reducti
210 ve investigated the antiviral mechanism of a phosphorothioate oligonucleotide, ISIS 5652, which has a
211 antisense chimeric 2'-O-(2-methoxy)ethyl/DNA phosphorothioate oligonucleotides (ONs) to affect cell g
212 re systems were used to study the effects of phosphorothioate oligonucleotides (PS-ONs), as amphipath
213 d by 5' and 3' HNA sequences to conventional phosphorothioate oligonucleotides and to a 2'-O-methoxye
214 we report that transfection of 2'-F-modified phosphorothioate oligonucleotides into cells can reduce
215 on of RLIP76 using either siRNA or antisense phosphorothioate oligonucleotides preferentially caused
217 e demonstrate the ability of G3139 and other phosphorothioate oligonucleotides to bind directly to mi
218 important degradation pathway for antisense phosphorothioate oligonucleotides under conditions of th
221 on of all four nucleotide triphosphates with phosphorothioates or the substitution of one with the eq
222 uanine-containing S-oligomers containing one phosphorothioate, -P-S-Cl results in one-electron oxidat
223 ld change in (31)P NMR chemical shift of the phosphorothioate peak (Delta approximately 3 ppm with 6
224 tives with thiols, beta-thioglycosyl thiols, phosphorothioates, phosphates, and amines to afford comp
226 trophenyl phosphate (pNPP) and p-nitrophenyl phosphorothioate (pNPPT), from water to 0.6 (mol) aq DMS
229 e probe pairs consisted of a nucleophilic 3'-phosphorothioate probe carrying a Cy5 FRET acceptor, and
233 ASO chemistry have led to the development of phosphorothioate (PS) ASOs with constrained-ethyl modifi
236 ligonucleotides are often modified using the phosphorothioate (PS) backbone modification which enhanc
237 apeutics are chemically modified and include phosphorothioate (PS) backbone modifications and differe
239 uction of beta-chemokines by non-CpG-ODN was phosphorothioate (PS) chemistry dependent and inhibited
240 the impact of siRNA scaffold-i.e. structure, phosphorothioate (PS) content, linker composition-on DCA
242 isense oligonucleotides (ASOs) modified with phosphorothioate (PS) linkages and different 2' modifica
245 tion studies of HHRz constructs containing a phosphorothioate (PS) modification at the cleavage site.
247 25 most abundant human plasma proteins with phosphorothioate (PS) modified antisense oligonucleotide
249 by directly comparing the ability of OXE and phosphorothioate (PS) ODNs to target c-myb gene expressi
255 ne monomers were used to prepare a series of phosphorothioate (PS)-modified gapmer antisense oligonuc
256 Lipofectamine 2000-mediated transfection of phosphorothioate (PS)-modified oligonucleotides (ON) on
257 t the evaluation of 20-, 18-, 16- and 14-mer phosphorothioate (PS)-modified tricycloDNA (tcDNA) gapme
258 confirmation rate during screening of fully phosphorothioated (PS)-LNA gapmer ASOs designed against
259 ing two well-studied pharmacophores, namely, phosphorothioates (pS) and morpholinos, to create morpho
264 triction-modification (R-M) system involving phosphorothioate (PT) modification of the DNA backbone.
265 r into the DNA backbone as a double-stranded phosphorothioate (PT) modification, and DndFGH, a restri
266 s (lipoplexes) were formulated at a nitrogen:phosphorothioate ratio (N:P) of 2 with a dose concentrat
267 dified regions and a 2'-deoxyoligonucleotide phosphorothioate region that allows RNase H digestion of
268 bstrates were synthesized, where an epimeric phosphorothioate replaces one of the phosphate diester l
271 olino phosphoroamidate (PMO) and 2'-O-methyl phosphorothioate RNA (2'Ome RNA) chemistry have been sho
272 ment of lymphoblast cells with IIS antisense phosphorothioate (S)-oligonucleotides prevents chemotact
273 icient and cost-effective manner to backbone phosphorothioate sites that are chemically substituted i
274 with different lengths of ssDNA, ssRNA, and phosphorothioate ssDNA, we discover a self-catalytic beh
275 immunostimulatory sequence (ISS)-containing phosphorothioate-stabilized oligonucleotides for antiher
276 eriments using HisRS active site mutants and phosphorothioate-substituted adenylate showed that subst
277 lease and reconstitution of the probe with a phosphorothioate-substituted oligonucleotide, an [alpha-
278 are kinetically recruited and anchored to a phosphorothioate substitution embedded within a structur
281 each of these sites is supported by previous phosphorothioate substitution studies and, in the case o
284 caused recovery of the rate of reaction for phosphorothioate substitutions between A621 and A622 and
285 mbined atomic mutagenesis with site-specific phosphorothioate substitutions in the ribozyme backbone
287 preferences of AP endo and T4 DNA ligase for phosphorothioate substrates, we show that AP endo acts b
290 ine (R5a), was attached postsynthetically to phosphorothioates that were chemically introduced, one a
291 the solid-phase synthesis of oligonucleoside phosphorothioates, the thermolytic 2-[N-methyl-N-(2-pyri
292 AsTsAsT]2, -P-S-Cl reacts with a neighboring phosphorothioate to form the sigma(2)sigma*(1)-bonded di
293 oligonucleotide with an equivalent number of phosphorothioates to thioaptamer 97 and a scrambled cons
294 microbubble destruction-mediated delivery of phosphorothioated TRAF3IP2 antisense oligonucleotides in
295 rated site-specific delivery of antiparallel phosphorothioate triplex forming oligonucleotide (TFO) s
296 We also synthesized and evaluated the alpha-phosphorothioate variant of d5SICSTP, which provides a r
297 mechanistic difference (D(N) + A(N) for the phosphorothioate versus A(N)D(N) for the phosphate) comp
298 erminus of a nucleic acid, and the resulting phosphorothioate was then reacted with an iodomethyl der
299 s, p-nitrophenyl phosphate and p-nitrophenyl phosphorothioate, were compared to the activation parame