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1 linical anticancer drug cladribine (2-chloro-2'-deoxyadenosine).
2 alyzes the deglycosylation of the mismatched 2'-deoxyadenosine.
3 ion of proliferation of nonneuronal cells by 2'-deoxyadenosine.
4 tentially toxic ADA substrates adenosine and 2'-deoxyadenosine.
5 backgrounds to a genotoxic stress, 2-chloro-2'-deoxyadenosine.
6 the opposing thymidine, 2'-deoxycytidine, or 2'-deoxyadenosine.
7 l ions formed by electron transfer from O to 2'-deoxyadenosine.
8 ms interstrand cross-links with the opposing 2'-deoxyadenosine.
9 of probing any target sequence containing a 2'-deoxyadenosine.
10 es, 2'-deoxycytidine, 2'-deoxyguanosine, and 2'-deoxyadenosine.
11 e E2 in the presence of 2'-deoxyguanosine or 2'-deoxyadenosine.
12 y CuI provides good yields of the 8-arylated-2'-deoxyadenosines.
13 )-(2-hydroxy-3-hydroxymethylpropan-1,3-diyl)-2'-deoxyadenosine (1,N(6)-gamma-HMHP-dA) adducts are for
14 )-(1-hydroxymethyl-2-hydroxypropan-1,3-diyl)-2'-deoxyadenosine (1,N(6)-HMHP-dA), in tissues of labora
15 (2-OHE1-N2-dG) or N6-(2-hydroxyestron-6-yl)-2'-deoxyadenosine (2-OHE1-N6-dA) were prepared postsynth
16 ylation by HHV8 TK, while 2'-deoxyguanosine, 2'-deoxyadenosine, 2'-deoxycytidine, and corresponding a
18 lls and isolated mitochondria, that 2-chloro-2'-deoxyadenosine (2CdA) and 2-choloro-2'-ara-fluorodeox
19 Adenine deoxynucleosides, such as 2-chloro-2'-deoxyadenosine (2CdA) induce apoptosis in quiescent l
20 279 ([3H]2-chloro-N6-methyl-(N)-methanocarba-2'-deoxyadenosine 3',5'-bis-phosphate) indicated a nearl
21 [(3)H]2-chloro-N(6)-methyl-(N)-methanocarba-2'-deoxyadenosine 3',5'-bisphosphate 5 in a newly develo
22 hanced antagonistic potency (IC50 330 nM) of 2'-deoxyadenosine 3',5'-bisphosphate by 17-fold and elim
23 (50), approximately 20 microM) as well as by 2'-deoxyadenosine 3'-AMP (IC(50), approximately 2 microM
24 e complexed with two such P-site inhibitors, 2'-deoxyadenosine 3'-monophosphate (2'-d-3'-AMP) and 2',
26 e with cytoplasmic application of 300 microM 2'-deoxyadenosine 3'-monophosphate did not prevent the a
30 agonists MRS2279 (K(i) = 13 nM), N(6)-methyl-2'-deoxyadenosine-3',5'-bisphosphate (MRS2179; K(i) = 84
32 r bromo)-dediazoniation of 3',5'-di-O-acetyl-2'-deoxyadenosine (4) gave the 6-[chloro (5, 63%) or bro
33 roup of 3',5'-di-O-(tert-butyldimethylsilyl)-2'-deoxyadenosine (4) occurs at C-10 of the epoxides.
35 ed deoxyribozymes that transfer the 2'-azido-2'-deoxyadenosine 5'-monophosphoryl group (2'-Az-dAMP) f
36 catalyzes the oxidative ring contraction of 2'-deoxyadenosine 5'-phosphate to the dehydrogenated, ox
37 leotide photoprobe 2-[(4-azidophenacyl)thio]-2'-deoxyadenosine 5'-triphosphate (1) was evaluated as a
38 merase photoprobes 2-[(4-azidophenacyl)thio]-2'-deoxyadenosine 5'-triphosphate (1), 2-[(4-azidophenyl
39 osphate (1), 2-[(4-azidophenylsulfenyl)thio]-2'-deoxyadenosine 5'-triphosphate (2), and 2-[(4-azido-2
40 te (2), and 2-[(4-azido-2-nitrophenyl)-thio]-2'-deoxyadenosine 5'-triphosphate (3) were designed from
41 oxynucleotides (dNTP) containing biotinlated 2'-deoxyadenosine 5'-triphosphate (biotin-dATP) by termi
42 features of the SAMHD1 transition state for 2'-deoxyadenosine 5'-triphosphate (dATP) hydrolysis by a
43 tro activation of hepatoma cell lysates with 2'-deoxyadenosine 5'-triphosphate (dATP) results in the
44 is allosterically regulated by the cellular 2'-deoxyadenosine 5'-triphosphate (dATP)/adenosine 5'-tr
45 ugs of two weakly cytotoxic compounds, 8-aza-2'-deoxyadenosine (5) and 8-bromo-2'-deoxyadenosine (9),
46 several enzymes to release (5'S)-8,5'-cyclo-2'-deoxyadenosine [(5'S)-cdA] from dinucleotides and oli
47 hydroxy-2'-deoxyguanosine, (5'-S)-8,5'-cyclo-2'-deoxyadenosine, (5'-R)-8,5'-cyclo-2'-deoxyguanosine,
48 thyl)-diazirin-3-yl]benzoyl-(2-aminoethyl) ]-2 '-deoxyadenosine-5'-triphosphate (DB-dATP), were synth
49 en for novel SAP ligands and have identified 2'-deoxyadenosine-5'-monophosphate (dAMP) as a ligand.
51 riphosphate (DB-dATP), were synthesized from 2'-deoxyadenosine-5'-monophosphate in a six step procedu
52 es with rearrangement of N(1)-(2-aminoethyl)-2'-deoxyadenosine-5'-monophosphate to N(6)-(2-aminoethyl
53 of using miRNA as a primer and incorporating 2'-deoxyadenosine-5'-O-(1-thiotriphosphate) as a dATP al
54 nalogs, N(6)-[4-azidobenzoyl-(2-aminoethyl)]-2'-deoxyadenosine-5'-triphospha+ ++ te (AB-dATP) and N(6
55 e-5'-triphosphate (7-deaza-dGTP) and 7-deaza-2'-deoxyadenosine-5'-triphosphate (7-deaza-dATP) were po
58 ntification and quantification of 8,5'-cyclo-2'-deoxyadenosine (8,5'-cdAdo) in DNA by liquid chromato
59 pling chemistry has been extended to 8-bromo-2'-deoxyadenosine (8-BrdA) and 5-iodo-2'-deoxyuridine (5
60 8-oxo-2'-deoxyguanosine (8-oxo-dG) and 8-oxo-2'-deoxyadenosine (8-oxo-dA) in diseased RPE could provi
61 properties with 8-(1- H-1,2,3-triazol-4-yl)-2'-deoxyadenosine (8-TrzdA), exhibiting a quantum yield
65 -Epoxy-2(E)-decenal is a precursor of etheno-2'-deoxyadenosine, a highly mutagenic lesion found in hu
66 0267 exhibits very low deaminase activity on 2'-deoxyadenosine, a substrate that is readily hydrolyze
67 yguanosine and N(6)-(2-hydroxyestrogen-6-yl)-2'-deoxyadenosine adducts induced by quinones of 2-hydro
68 e, 2'-bromo-2'-deoxyadenosine, and 2'-chloro-2'-deoxyadenosine (all with beta-d-ribo configurations).
69 purination than previously described 8-bromo-2'-deoxyadenosine, allowing for facile incorporation int
71 this work, the interaction of MutY with the 2"-deoxyadenosine analogs 2"-deoxy-2"-fluoroadenosine (F
72 h ATP and the incorporation of cordycepin, a 2'-deoxyadenosine analogue, into the 3'-terminal positio
74 ation at the C-6 position, leading to N-aryl 2'-deoxyadenosine analogues, is more sensitive to the li
76 oxime ester 2c (5) is incorporated opposite 2'-deoxyadenosine and 2'-deoxyguanosine by a DNA polymer
77 ,9,10-tetrahydrobenzo[a]pyrene (BaP DE-2) by 2'-deoxyadenosine and 2'-deoxyguanosine is described.
78 methyl- and 7,12-dimethyl- derivatives) with 2'-deoxyadenosine and 2'-deoxyguanosine were prepared by
79 roxyethyl)methylenecyclopropane analogues of 2'-deoxyadenosine and 2'-deoxyguanosine were synthesized
82 of 2'-deoxy-2-thiouridine, and subsequently 2'-deoxyadenosine and 2-deoxyribose, under prebiotic con
84 N(2)-etheno-2'-deoxyguanosine, 1,N(6)-etheno-2'-deoxyadenosine and 3,N(4)-etheno-2'-deoxycytidine ari
88 accompanied by a pronounced accumulation of 2'-deoxyadenosine and dATP in the thymus and spleen, and
90 as much less toxic to nonneuronal cells than 2'-deoxyadenosine and its effect was not potentiated by
91 thesis of the model adducts N(6)-(1-pyrenyl)-2'-deoxyadenosine and N(2)-(1-pyrenyl)-2'-deoxyguanosine
92 leoside derivatives N(6)-(6-benzo[a]pyrenyl)-2'-deoxyadenosine and N(2)-(6-benzo[a]pyrenyl)-2'-deoxyg
93 /070517) to evaluate levels of adenosine and 2'-deoxyadenosine and real-time PCR to quantify TREC lev
95 y Br >> Cl for 2'-O-tosyladenosine, 2'-bromo-2'-deoxyadenosine, and 2'-chloro-2'-deoxyadenosine (all
96 enal toward the DNA-bases 2'-deoxyguanosine, 2'-deoxyadenosine, and 2'-deoxycytidine and proteins.
98 croM) for 6-aminopurines, including adenine, 2'-deoxyadenosine, and tubercidin, but not for any oxopu
99 e synthesis of 1,N6-ethano- and 1,N6-propano-2'-deoxyadenosine are reported in order to demonstrate t
100 tly, we have demonstrated that adenosine and 2'-deoxyadenosine are toxic to embryonic sympathetic neu
101 r ICLs arise by the oxidation of 8-arylamino-2'-deoxyadenosine (ArNHdA) lesions, adducts produced by
102 dine incorporation was inhibited over 90% by 2'-deoxyadenosine as early as 6 h following its addition
103 levels of the ADA substrates, adenosine and 2'-deoxyadenosine, as well resulting dATP levels and S-a
104 ADH2 cofactor containing O at the 5'-end and 2'-deoxyadenosine at the 3'-end was studied by femtoseco
105 thylene glycol modification or 1,N(6)-etheno-2'-deoxyadenosine base efficiently and stably halts Esch
108 to DNA, as demonstrated by its conversion to 2'-deoxyadenosine by reaction with adenine, and 2-deoxyr
109 examined for their ability to handle 3-deaza-2'-deoxyadenosine (c3dA), an analog of 2'-deoxyadenosine
111 -arylamine derivatives of both adenosine and 2'-deoxyadenosine can be prepared via simple S(N)Ar reac
112 bonucleotides containing thymidine and 8-oxo-2'-deoxyadenosine can form pyr.pur.pyr type triplexes wi
113 luding the stereoisomeric R and S 5',8-cyclo-2'-deoxyadenosine (cdA) and 5',8-cyclo-2'-deoxyguanosine
115 DNA damage products including the 8,5'-cyclo-2'-deoxyadenosine (cdA) and 8,5'-cyclo-2'-deoxyguanosine
116 idence that both (5'R)- and (5'S)-5',8-cyclo-2'-deoxyadenosine (cdA) in a CAG repeat tract caused CTG
119 logues, such as the antineoplastic, 2-chloro-2'-deoxyadenosine (cladribine) and puromycin, a protein
123 s of the clinical agent cladribine (2-chloro-2'-deoxyadenosine, CldAdo), which is the drug of choice
124 -2'-deoxyguanosine (cyclo-dG) and 8,5'-cyclo-2'-deoxyadenosine (cyclo-dA) in five different strains o
125 we developed a synthesis for 8,5'-(S)-cyclo-2'-deoxyadenosine (cyclo-dA), a free radical-induced bul
126 n cells, the oxidative DNA lesion 8,5'-cyclo-2'-deoxyadenosine (CydA) induces prolonged stalling of R
127 and N6-[3-methoxyestra-1,3,5(10)-trien-6-yl]-2'- deoxyadenosine (dA-N6-3MeE), have been explored, usi
128 ion has been utilized to synthesize covalent 2'-deoxyadenosine (dA) and 2'-deoxyguanosine (dG) adduct
129 iastereomeric pairs of diol epoxide-adducted 2'-deoxyadenosine (dA) and 2'-deoxyguanosine (dG) nucleo
131 DNA cross-link between abasic (Ap) sites and 2'-deoxyadenosine (dA) residues was recently reported, b
132 cherichia coli DNA polymerase I incorporated 2'-deoxyadenosine (dA) six times more frequently than 2'
133 oxycytosine (dC) to 2'-deoxyuridine (dU) and 2'-deoxyadenosine (dA) to 2'-deoxyinosine (dI; hypoxanth
137 d N(6)-[3-methoxyestra-1,3,5(10)-trien-6-yl]-2'-deoxyadenosine (dA-N(6)-3MeE), which were embedded in
138 hoxyestra-1,3, 5(10)-trien-6(alpha,beta)-yl]-2'-deoxyadenosine (dA-N6-3MeE) in simian kidney (COS-7)
141 duplexes with 2'-deoxyadenosine and 3-deaza-2'-deoxyadenosine displayed increased editing efficiency
142 this report we show that 4'-ethynyl-2-fluoro-2'-deoxyadenosine (EFdA), a nucleoside analog that retai
145 bstitutions of the 7-propyne-7-deaza-2-amino-2'-deoxyadenosine exhibited a 2-3-fold increase in poten
147 at the nontoxic nucleoside analogue 2-fluoro-2'-deoxyadenosine (F-dAdo) is a "subversive substrate."
149 ormed either on 8-aza-7-deaza-7-iodo-2-amino-2'-deoxyadenosine followed by selective deamination of t
150 4)-etheno-2'-deoxycytidine and 1,N(6)-etheno-2'-deoxyadenosine, formed from 2,3-epoxyaldehydes of end
152 s of alkyl- or arylthiols to 7-vinyl-7-deaza-2'-deoxyadenosine gave a series of 7-[2-(alkyl- or aryls
153 corresponding modifications of thymidine and 2'-deoxyadenosine have not been assessed, though signifi
155 -2'-deoxycytidine adduct positioned opposite 2'-deoxyadenosine in the center of the helix has been an
156 mational effects of AP sites substituted for 2'-deoxyadenosine in the first (ap7), second (ap13) or t
158 ontaining a catalytically inactive analog of 2'-deoxyadenosine in which a single 2'-H atom was replac
162 ng by ADAR were used to target six different 2-deoxyadenosines in the M13 bacteriophage ssDNA genome.
165 e, inhibition of phosphorylation by blocking 2'-deoxyadenosine kinase with iodotubercidin and 5'-amin
166 deaza-2'-deoxyadenosine (c3dA), an analog of 2'-deoxyadenosine lacking the minor groove electron pair
167 19 mumol/L (normal value, <1.5 mumol/L) and 2'-deoxyadenosine levels of 0.7, 2.7, and 2.4 mumol/L (n
169 r extinction, the DNA modification N6-methyl-2'-deoxyadenosine (m6dA) accumulates along promoters and
171 -H activation and leads to the conversion of 2'-deoxyadenosine monophosphate (2'-dAMP) and 2',3'-dide
172 construction of albucidin 4'-phosphate from 2'-deoxyadenosine monophosphate (2'-dAMP) is shown to be
173 n-2-yloxymethyl]-phosphonic acid) is a dAMP (2'-deoxyadenosine monophosphate) analog that maintains i
175 al syntheses of authentic N(6)-carboxymethyl-2'-deoxyadenosine (N(6)-CMdA) and N(4)-carboxymethyl-2'-
179 'deoxyguanosine (OG) or an 8-oxo-7,8-dihydro-2'-deoxyadenosine (OA) nucleotide and Escherichia coli s
180 ective vulnerability of nonneuronal cells to 2'-deoxyadenosine offers a convenient and effective tool
185 3 were synthesized by condensation of 2-thio-2'-deoxyadenosine or its phosphate with p-azidophenacyl
188 , OxsA, reveals that OXT-A is derived from a 2'-deoxyadenosine phosphate in an OxsB-catalysed ring co
189 The conformational preferences of the 8-aryl-2'-deoxyadenosine products have been determined by detai
191 s-TAAATAAATTTTTAT-L [I(A)], where A is 8-oxo-2'-deoxyadenosine, ps is 4'-hydroxymethyl-4,5',8- trimet
192 significant accumulation of (5'R)-8,5'-cyclo-2'-deoxyadenosine (R-cdA) and (5'S)-8,5'-cyclo-2'-deoxya
193 A (5-methyl-2'-deoxycytidine and N(6)-methyl-2'-deoxyadenosine) representing epigenetic marks, and a
194 adduct at the N(6)-amino group of a central 2'-deoxyadenosine residue in the scissile strand, and th
195 -deoxyadenosine (R-cdA) and (5'S)-8,5'-cyclo-2'-deoxyadenosine (S-cdA) in liver DNA of neil1(-/-) mic
198 sp(3)-hybridized carbons in 5'-phosphates of 2'-deoxyadenosine to yield corresponding phosphates of t
201 complexes with either GS-9148-diphosphate or 2'-deoxyadenosine triphosphate (dATP), and a post-incorp
202 2-nitrobenzyl group to the N(6)-position of 2'-deoxyadenosine triphosphate (dATP), which, upon incor
204 oration of the 7-(ferrocenylethynyl)-7-deaza-2'-deoxyadenosine triphosphate was optimised in terms of
205 five dinucleosides composed of adenosine or 2'-deoxyadenosine units joined by flexible linkers were
206 n of the hydroxyl groups leading to 8-fluoro-2'-deoxyadenosine using TASF in methylene chloride demon
207 neral method for efficient N(6)-arylation of 2'-deoxyadenosine via copper-catalyzed direct coupling w
209 applicability in that only N(6)-(1-pyrenyl)-2'-deoxyadenosine was prepared by this method; on the ot
212 7 mumol/L); the mean levels of adenosine and 2'-deoxyadenosine were respectively 12.0- and 27.6-fold
213 appears to have a high binding affinity for 2'-deoxyadenosine, which explains the mandatory requirem
214 eaza-2'-deoxyadenosine (3DA), an analogue of 2-deoxyadenosine, which has the same HB pattern opposite
215 rt-butyldiphenylsilyl 5'-protected 8-ethynyl-2'-deoxyadenosine with the corresponding bromoanthraquin
217 K 293 cells conferred resistance to 2-chloro-2'-deoxyadenosine, with a 49-fold increase in the IC(50)