ライフサイエンスコーパス: 2'-deoxyadenosine

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

17 The deamination of 2'-deoxyadenosine, 2'-deoxyguanosine, and 2'-deoxycytidi

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',

25 with a P-site inhibitor of adenylyl cyclase, 2'-deoxyadenosine 3'-monophosphate (300 microM).

26 e with cytoplasmic application of 300 microM 2'-deoxyadenosine 3'-monophosphate did not prevent the a

27 ACIX was essentially insensitive to 2'-deoxyadenosine 3'-monophosphate, a known blocker of A

28 2'-Deoxyadenosine 3'-tetraphosphate (2'-deoxy-3'-A4P) an

29 2-Chloro-N(6)-methyl-(N )-methanocarba-2'-deoxyadenosine-3',5'- bisphosphate (MRS2279) was deve

30 agonists MRS2279 (K(i) = 13 nM), N(6)-methyl-2'-deoxyadenosine-3',5'-bisphosphate (MRS2179; K(i) = 84

31 We have used RB69 DNA pol and 3-deaza-2'-deoxyadenosine (3DA), an analogue of 2-deoxyadenosine

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.

34 The nonpolar isosteres of 2'-deoxyadenosine, 4-methylbenzimidazole beta-deoxynucle

35 ed deoxyribozymes that transfer the 2'-azido-2'-deoxyadenosine 5'-monophosphoryl group (2'-Az-dAMP) f

36 leotide photoprobe 2-[(4-azidophenacyl)thio]-2'-deoxyadenosine 5'-triphosphate (1) was evaluated as a

37 merase photoprobes 2-[(4-azidophenacyl)thio]-2'-deoxyadenosine 5'-triphosphate (1), 2-[(4-azidophenyl

38 osphate (1), 2-[(4-azidophenylsulfenyl)thio]-2'-deoxyadenosine 5'-triphosphate (2), and 2-[(4-azido-2

39 te (2), and 2-[(4-azido-2-nitrophenyl)-thio]-2'-deoxyadenosine 5'-triphosphate (3) were designed from

40 oxynucleotides (dNTP) containing biotinlated 2'-deoxyadenosine 5'-triphosphate (biotin-dATP) by termi

41 tro activation of hepatoma cell lysates with 2'-deoxyadenosine 5'-triphosphate (dATP) results in the

42 ugs of two weakly cytotoxic compounds, 8-aza-2'-deoxyadenosine (5) and 8-bromo-2'-deoxyadenosine (9),

43 several enzymes to release (5'S)-8,5'-cyclo-2'-deoxyadenosine [(5'S)-cdA] from dinucleotides and oli

44 hydroxy-2'-deoxyguanosine, (5'-S)-8,5'-cyclo-2'-deoxyadenosine, (5'-R)-8,5'-cyclo-2'-deoxyguanosine,

45 thyl)-diazirin-3-yl]benzoyl-(2-aminoethyl) ]-2 '-deoxyadenosine-5'-triphosphate (DB-dATP), were synth

46 en for novel SAP ligands and have identified 2'-deoxyadenosine-5'-monophosphate (dAMP) as a ligand.

47 sine-5'-monophosphate to N(6)-(2-aminoethyl)-2'-deoxyadenosine-5'-monophosphate (N(6)-dAMP).

48 riphosphate (DB-dATP), were synthesized from 2'-deoxyadenosine-5'-monophosphate in a six step procedu

49 es with rearrangement of N(1)-(2-aminoethyl)-2'-deoxyadenosine-5'-monophosphate to N(6)-(2-aminoethyl

50 of using miRNA as a primer and incorporating 2'-deoxyadenosine-5'-O-(1-thiotriphosphate) as a dATP al

51 nalogs, N(6)-[4-azidobenzoyl-(2-aminoethyl)]-2'-deoxyadenosine-5'-triphospha+ ++ te (AB-dATP) and N(6

52 e-5'-triphosphate (7-deaza-dGTP) and 7-deaza-2'-deoxyadenosine-5'-triphosphate (7-deaza-dATP) were po

53 is deprotected to yield N(6)-(2-aminoethyl)-2'-deoxyadenosine-5'-triphosphate (N(6)-dATP).

54 ntification and quantification of 8,5'-cyclo-2'-deoxyadenosine (8,5'-cdAdo) in DNA by liquid chromato

55 pling chemistry has been extended to 8-bromo-2'-deoxyadenosine (8-BrdA) and 5-iodo-2'-deoxyuridine (5

56 8-oxo-2'-deoxyguanosine (8-oxo-dG) and 8-oxo-2'-deoxyadenosine (8-oxo-dA) in diseased RPE could provi

57 ch completion than the corresponding 8-bromo-2'-deoxyadenosine (8BrdA) couplings.

58 8-Vinyl-2'-deoxyadenosine (8vdA) is a fluorophore with a quantum

59 nds, 8-aza-2'-deoxyadenosine (5) and 8-bromo-2'-deoxyadenosine (9), have been prepared.

60 -Epoxy-2(E)-decenal is a precursor of etheno-2'-deoxyadenosine, a highly mutagenic lesion found in hu

61 0267 exhibits very low deaminase activity on 2'-deoxyadenosine, a substrate that is readily hydrolyze

62 yguanosine and N(6)-(2-hydroxyestrogen-6-yl)-2'-deoxyadenosine adducts induced by quinones of 2-hydro

63 e, 2'-bromo-2'-deoxyadenosine, and 2'-chloro-2'-deoxyadenosine (all with beta-d-ribo configurations).

64 purination than previously described 8-bromo-2'-deoxyadenosine, allowing for facile incorporation int

65 this work, the interaction of MutY with the 2"-deoxyadenosine analogs 2"-deoxy-2"-fluoroadenosine (F

66 h ATP and the incorporation of cordycepin, a 2'-deoxyadenosine analogue, into the 3'-terminal positio

67 Phosphoramidite-protected quadracyclic 2'-deoxyadenosine analogues qAN1 (donor) and qAnitro (ac

68 ation at the C-6 position, leading to N-aryl 2'-deoxyadenosine analogues, is more sensitive to the li

69 Synthesis of spirocyclic analogues of 2'-deoxyadenosine and 2'-deoxyguanosine (12a-15a and 12b

70 ,9,10-tetrahydrobenzo[a]pyrene (BaP DE-2) by 2'-deoxyadenosine and 2'-deoxyguanosine is described.

71 methyl- and 7,12-dimethyl- derivatives) with 2'-deoxyadenosine and 2'-deoxyguanosine were prepared by

72 roxyethyl)methylenecyclopropane analogues of 2'-deoxyadenosine and 2'-deoxyguanosine were synthesized

73 Rate constants for deamination of 2'-deoxyadenosine and 2'-deoxyguanosine, which could not

74 ower than the rates of glycoside cleavage in 2'-deoxyadenosine and 2'-deoxyguanosine.

75 Order of potency was 2', 5'-dideoxy- > 2'-deoxyadenosine and 3'-tetraphosphate > 3'-triphosphat

76 N(2)-etheno-2'-deoxyguanosine, 1,N(6)-etheno-2'-deoxyadenosine and 3,N(4)-etheno-2'-deoxycytidine ari

77 Now, we show that 2'-deoxyadenosine and adenosine have no visible adverse

78 Exposure of the transfected cells to 2'-deoxyadenosine and an ADA inhibitor increased the dAT

79 accompanied by a pronounced accumulation of 2'-deoxyadenosine and dATP in the thymus and spleen, and

80 inking occurs via reaction with the opposing 2'-deoxyadenosine and is independent of O(2).

81 as much less toxic to nonneuronal cells than 2'-deoxyadenosine and its effect was not potentiated by

82 thesis of the model adducts N(6)-(1-pyrenyl)-2'-deoxyadenosine and N(2)-(1-pyrenyl)-2'-deoxyguanosine

83 leoside derivatives N(6)-(6-benzo[a]pyrenyl)-2'-deoxyadenosine and N(2)-(6-benzo[a]pyrenyl)-2'-deoxyg

84 /070517) to evaluate levels of adenosine and 2'-deoxyadenosine and real-time PCR to quantify TREC lev

85 Some of the cross-links between 2'-deoxyadenosine and the oxidized abasic sites, 5'-(2-p

86 y Br >> Cl for 2'-O-tosyladenosine, 2'-bromo-2'-deoxyadenosine, and 2'-chloro-2'-deoxyadenosine (all

87 enal toward the DNA-bases 2'-deoxyguanosine, 2'-deoxyadenosine, and 2'-deoxycytidine and proteins.

88 Efficient conversions of adenosine, 2'-deoxyadenosine, and related adenine nucleosides into

89 croM) for 6-aminopurines, including adenine, 2'-deoxyadenosine, and tubercidin, but not for any oxopu

90 e synthesis of 1,N6-ethano- and 1,N6-propano-2'-deoxyadenosine are reported in order to demonstrate t

91 tly, we have demonstrated that adenosine and 2'-deoxyadenosine are toxic to embryonic sympathetic neu

92 dine incorporation was inhibited over 90% by 2'-deoxyadenosine as early as 6 h following its addition

93 levels of the ADA substrates, adenosine and 2'-deoxyadenosine, as well resulting dATP levels and S-a

94 ADH2 cofactor containing O at the 5'-end and 2'-deoxyadenosine at the 3'-end was studied by femtoseco

95 A carbocyclic N(6)-methyl-2'-deoxyadenosine bisphosphate analogue was a pure P2Y(1

96 2'-Deoxyadenosine bisphosphate analogues containing halo

97 examined for their ability to handle 3-deaza-2'-deoxyadenosine (c3dA), an analog of 2'-deoxyadenosine

98 ese type II I-compounds contained 8,5'-cyclo-2'-deoxyadenosine (cA).

99 -arylamine derivatives of both adenosine and 2'-deoxyadenosine can be prepared via simple S(N)Ar reac

100 bonucleotides containing thymidine and 8-oxo-2'-deoxyadenosine can form pyr.pur.pyr type triplexes wi

101 luding the stereoisomeric R and S 5',8-cyclo-2'-deoxyadenosine (cdA) and 5',8-cyclo-2'-deoxyguanosine

102 8,5'-cyclo-2'-deoxyadenosine (cdA) and 8,5'-cyclo-2'-deoxyguanosine

103 DNA damage products including the 8,5'-cyclo-2'-deoxyadenosine (cdA) and 8,5'-cyclo-2'-deoxyguanosine

104 idence that both (5'R)- and (5'S)-5',8-cyclo-2'-deoxyadenosine (cdA) in a CAG repeat tract caused CTG

105 arabinofuranosylcytosine (AraC) and 2-chloro-2'-deoxyadenosine (CdA).

106 rm still accelerates in response to 2-chloro-2'-deoxyadenosine (Cl-dAdo).

107 logues, such as the antineoplastic, 2-chloro-2'-deoxyadenosine (cladribine) and puromycin, a protein

108 2-Chloro-2'-deoxyadenosine (CldAdo), a deoxyadenosine analog, is

109 The nucleoside analog 2-chloro-2'-deoxyadenosine (CldAdo; cladribine) is effective in t

110 2-Chloro-2'-deoxyadenosine [CldAdo (cladribine)], a novel effecti

111 s of the clinical agent cladribine (2-chloro-2'-deoxyadenosine, CldAdo), which is the drug of choice

112 -2'-deoxyguanosine (cyclo-dG) and 8,5'-cyclo-2'-deoxyadenosine (cyclo-dA) in five different strains o

113 we developed a synthesis for 8,5'-(S)-cyclo-2'-deoxyadenosine (cyclo-dA), a free radical-induced bul

114 n cells, the oxidative DNA lesion 8,5'-cyclo-2'-deoxyadenosine (CydA) induces prolonged stalling of R

115 and N6-[3-methoxyestra-1,3,5(10)-trien-6-yl]-2'- deoxyadenosine (dA-N6-3MeE), have been explored, usi

116 ion has been utilized to synthesize covalent 2'-deoxyadenosine (dA) and 2'-deoxyguanosine (dG) adduct

117 iastereomeric pairs of diol epoxide-adducted 2'-deoxyadenosine (dA) and 2'-deoxyguanosine (dG) nucleo

118 er of the lesion directs misincorporation of 2'-deoxyadenosine (dA) opposite it.

119 DNA cross-link between abasic (Ap) sites and 2'-deoxyadenosine (dA) residues was recently reported, b

120 cherichia coli DNA polymerase I incorporated 2'-deoxyadenosine (dA) six times more frequently than 2'

121 When the 2'-deoxyadenosine (dA) was substituted with adenosine (A

122 drogen atom abstraction from the N6-amine of 2'-deoxyadenosine (dA*).

123 d N(6)-[3-methoxyestra-1,3,5(10)-trien-6-yl]-2'-deoxyadenosine (dA-N(6)-3MeE), which were embedded in

124 hoxyestra-1,3, 5(10)-trien-6(alpha,beta)-yl]-2'-deoxyadenosine (dA-N6-3MeE) in simian kidney (COS-7)

125 The radical was found to be located on the 2'-deoxyadenosine (dAdo) moiety of DNA.

126 ith various aryl iodides provides 8-arylated 2'-deoxyadenosine derivatives in good yields.

127 this report we show that 4'-ethynyl-2-fluoro-2'-deoxyadenosine (EFdA), a nucleoside analog that retai

128 bstitutions of the 7-propyne-7-deaza-2-amino-2'-deoxyadenosine exhibited a 2-3-fold increase in poten

129 After attaching a 25-mer poly-2'-deoxyadenosine extension to these structures, unravel

130 at the nontoxic nucleoside analogue 2-fluoro-2'-deoxyadenosine (F-dAdo) is a "subversive substrate."

131 The corresponding lesions derived from 2'-deoxyadenosine, Fapy.dA and 8-oxo-dA, were not detect

132 4)-etheno-2'-deoxycytidine and 1,N(6)-etheno-2'-deoxyadenosine, formed from 2,3-epoxyaldehydes of end

133 amma-HOPdG) and gamma-hydroxy-1,N(6)-propano-2'-deoxyadenosine (gamma-HOPdA).

134 s of alkyl- or arylthiols to 7-vinyl-7-deaza-2'-deoxyadenosine gave a series of 7-[2-(alkyl- or aryls

135 corresponding modifications of thymidine and 2'-deoxyadenosine have not been assessed, though signifi

136 d three times higher than those of 8-hydroxy-2'-deoxyadenosine in pig liver DNA.

137 -2'-deoxycytidine adduct positioned opposite 2'-deoxyadenosine in the center of the helix has been an

138 mational effects of AP sites substituted for 2'-deoxyadenosine in the first (ap7), second (ap13) or t

139 he biologically active purines adenosine and 2'-deoxyadenosine in tissues and cells.

140 ontaining a catalytically inactive analog of 2'-deoxyadenosine in which a single 2'-H atom was replac

141 7-[2-(alkyl- or arylsulfanyl)ethyl]-7-deaza-2'-deoxyadenosines in 45-85% yields.

142 amino group on a nearby 2-deoxyguanosine or 2-deoxyadenosine in the opposite strand.

143 iting tools based on directed deamination of 2-deoxyadenosines in DNA/RNA hybrids.

144 ng by ADAR were used to target six different 2-deoxyadenosines in the M13 bacteriophage ssDNA genome.

145 assess the efficacy of cladribine (2-chloro-2'-deoxyadenosine) in the treatment of ECD.

146 opynyl-, 7-iodo- and 7-cyano-7-deaza-2-amino-2'-deoxyadenosines is described.

147 e, inhibition of phosphorylation by blocking 2'-deoxyadenosine kinase with iodotubercidin and 5'-amin

148 deaza-2'-deoxyadenosine (c3dA), an analog of 2'-deoxyadenosine lacking the minor groove electron pair

149 19 mumol/L (normal value, <1.5 mumol/L) and 2'-deoxyadenosine levels of 0.7, 2.7, and 2.4 mumol/L (n

150 Lowering adenosine and 2'-deoxyadenosine levels using ADA enzyme therapy decrea

151 The synthesis of 8-methoxy-2'-deoxyadenosine (moA) protected at N6 as an N,N-dimeth

152 n-2-yloxymethyl]-phosphonic acid) is a dAMP (2'-deoxyadenosine monophosphate) analog that maintains i

153 al syntheses of authentic N(6)-carboxymethyl-2'-deoxyadenosine (N(6)-CMdA) and N(4)-carboxymethyl-2'-

154 uanosine (O(6)-MedG), and N(6)-carboxymethyl-2'-deoxyadenosine (N(6)-CMdA).

155 no apparent photodecomposition of the 2-thio-2'-deoxyadenosine nucleotide.

156 ate domain, and substitution of 3',5'-linked 2'-deoxyadenosine nucleotides for the 2-5A domain.

157 'deoxyguanosine (OG) or an 8-oxo-7,8-dihydro-2'-deoxyadenosine (OA) nucleotide and Escherichia coli s

158 ective vulnerability of nonneuronal cells to 2'-deoxyadenosine offers a convenient and effective tool

159 epair of 7,8-dihydro-8-oxo-2'-deoxyguanosine-2'-deoxyadenosine (OG*A) mismatches in DNA.

160 pair of 7, 8-dihydro-8-oxo-2'-deoxyguanosine:2'-deoxyadenosine (OG:A) mismatches in DNA.

161 air of 7, 8-dihydro-8-oxo-2'-deoxyguanosine: 2'-deoxyadenosine (OG:A) mismatches in DNA.

162 es from 7, 8-dihydro-8-oxo-2'-deoxyguanosine:2'-deoxyadenosine (OG:A) mispairs.

163 3 were synthesized by condensation of 2-thio-2'-deoxyadenosine or its phosphate with p-azidophenacyl

164 xyguanosine (pdG) and 7-(1-propynyl)-7-deaza-2'-deoxyadenosine (pdA) are described.

165 There is one binding site for 2'-deoxyadenosine per C1/C2 heterodimer; the Kd is 40 +/

166 , OxsA, reveals that OXT-A is derived from a 2'-deoxyadenosine phosphate in an OxsB-catalysed ring co

167 The conformational preferences of the 8-aryl-2'-deoxyadenosine products have been determined by detai

168 Instead, 2'-deoxyadenosine proved to be highly toxic to the nonne

169 s-TAAATAAATTTTTAT-L [I(A)], where A is 8-oxo-2'-deoxyadenosine, ps is 4'-hydroxymethyl-4,5',8- trimet

170 significant accumulation of (5'R)-8,5'-cyclo-2'-deoxyadenosine (R-cdA) and (5'S)-8,5'-cyclo-2'-deoxya

171 adduct at the N(6)-amino group of a central 2'-deoxyadenosine residue in the scissile strand, and th

172 -deoxyadenosine (R-cdA) and (5'S)-8,5'-cyclo-2'-deoxyadenosine (S-cdA) in liver DNA of neil1(-/-) mic

173 to a duplex DNA containing an alpha-anomeric 2'-deoxyadenosine:T base pair.

174 Unexpectedly, substitution of 2'-deoxyadenosine (the toxic moiety in congenital ADA de

175 xyadenosine had no protective effect against 2'-deoxyadenosine toxicity.

176 sine, did not protect nonneuronal cells from 2'-deoxyadenosine toxicity.

177 complexes with either GS-9148-diphosphate or 2'-deoxyadenosine triphosphate (dATP), and a post-incorp

178 2-nitrobenzyl group to the N(6)-position of 2'-deoxyadenosine triphosphate (dATP), which, upon incor

179 d-conformation nucleotide North-methanocarba-2'-deoxyadenosine triphosphate (N-MC-dATP).

180 five dinucleosides composed of adenosine or 2'-deoxyadenosine units joined by flexible linkers were

181 n of the hydroxyl groups leading to 8-fluoro-2'-deoxyadenosine using TASF in methylene chloride demon

182 neral method for efficient N(6)-arylation of 2'-deoxyadenosine via copper-catalyzed direct coupling w

183 In each case, no detectable arylation of 2'-deoxyadenosine was noted.

184 applicability in that only N(6)-(1-pyrenyl)-2'-deoxyadenosine was prepared by this method; on the ot

185 The toxic effects of 2'-deoxyadenosine were markedly enhanced by inhibition o

186 7 mumol/L); the mean levels of adenosine and 2'-deoxyadenosine were respectively 12.0- and 27.6-fold

187 appears to have a high binding affinity for 2'-deoxyadenosine, which explains the mandatory requirem

188 eaza-2'-deoxyadenosine (3DA), an analogue of 2-deoxyadenosine, which has the same HB pattern opposite

189 rt-butyldiphenylsilyl 5'-protected 8-ethynyl-2'-deoxyadenosine with the corresponding bromoanthraquin

190 Pd/Cu-mediated direct arylation of 2'-deoxyadenosine with various aryl iodides provides 8-a

191 K 293 cells conferred resistance to 2-chloro-2'-deoxyadenosine, with a 49-fold increase in the IC(50)