ライフサイエンスコーパス: methylphosphonate

1 e most bulky alkoxy moiety, S(P)-cycloheptyl methylphosphonate.

2 ve fluoro[5-methoxy-2-(pyrimidin-2-yl)phenyl]methylphosphonate.

3 re starved for phosphate, or when growing on methylphosphonate.

4 t C2 of the substrate to the methyl group of methylphosphonate.

5 onverts 2-hydroxyethylphosphonate (2-HEP) to methylphosphonate.

6 cted phosphate in each strand with uncharged methylphosphonate.

7 on neutralizing the phosphate backbone with methylphosphonates.

8 0% less than duplexes neutralized by racemic methylphosphonates.

9 ctive substitution of backbone phosphates by methylphosphonates.

10 2-Aminoethyl methylphosphonate (2-AEMP), an analog of GABA, has been

11 e herein the total asymmetric synthesis of 3-methylphosphonate, 3-(monofluoromethyl)phosphonate and 3

12 ly catalyzes the hydrolysis of 4-nitrophenyl methylphosphonate (4NPMP).

13 olysed to pyrophosphate and alpha-D-ribose-1-methylphosphonate-5-phosphate (PRPn).

14 The cleavage of the C-P bond within ribose-1-methylphosphonate-5-phosphate to form methane and 5-phos

15 e reacts with MgATP to form alpha-D-ribose-1-methylphosphonate-5-triphosphate (RPnTP) and adenine.

16 and tested for their sensitivity to dimethyl methylphosphonate (a nerve agent simulant).

17 differentiation and quantitative analysis of methylphosphonate (a nerve gas byproduct), glyphosate (a

18 e increase in vapor sensitivity for dimethyl methylphosphonate (a Sarin simulant) detection using a s

19 Methylphosphonate synthase (MPnS) produces methylphosphonate, a metabolic precursor to methane in t

20 charge-neutralized or substituted by neutral methylphosphonates across the major or minor groove have

21 d cyclic sulfamidate 22 with lithium dialkyl methylphosphonate, affording 13 and 23, respectively.

22 both ADP and its nonhydrolyzable alpha, beta-methylphosphonate analog were strong inhibitors of APAF-

23 Using the purine oligomer, d(AG)8, its methylphosphonate analog, d(AG)8, and the complementary

24 The 5-methylphosphonate analogue containing a 6-[3,5-bis(methy

25 results of the enzyme activity assays on the methylphosphonate and 2'-O-methyl-modified substrates.

26 erons of P. stutzeri abolishes all growth on methylphosphonate and aminoethylphosphonate.

27 Methylphosphonate and borate electrolytes support cataly

28 bound dimer ions were obtained with dimethyl methylphosphonate and butanone.

29 At 3-15 mM Mg(2+), the all-methylphosphonate and DNA oligonucleotides trans-splice

30 These chimeric TFOs contain mixtures of methylphosphonate and phosphodiester internucleotide bon

31 n 2'-O-methylribonucleosides and alternating methylphosphonate and phosphodiester internucleotide lin

32 DNA duplexes with patches of alternating methylphosphonate and phosphodiester linkages are less b

33 The methylphosphonate and phosphodiester linkages of these o

34 complexes, the catalyzed hydrolysis of aryl methylphosphonates and aryl phosphates are much more sim

35 Electrolysis of Co(2+) in phosphate, methylphosphonate, and borate electrolytes effects the e

36 CWA) simulants trimethyl phosphate, dimethyl methylphosphonate, and diisopropyl methylphosphonate wer

37 applied to oligomers having phosphodiester, methylphosphonate, and phosphorothioate backbone linkage

38 Diphenyl methylphosphonate appears to be a fairly specific inhibi

39 However, the ability of OS-B' to utilize methylphosphonate as a sole phosphorus source occurred o

40 g methyl ethyl ketone, toluene, and dimethyl methylphosphonate as a test mixture.

41 the cells grew rapidly in fresh medium with methylphosphonate as the only source of phosphorus.

42 nd one mutant lacking the ability to grow on methylphosphonate as the sole P source was isolated.

43 s containing isomerically pure S(p) and R(p) methylphosphonates at single positions for the purpose o

44 d to triplex formation, the advantage of the methylphosphonate backbone on the purine strand is clear

45 may be offset by the reduced ability of the methylphosphonate backbone to assume an A-type conformat

46 -pyrimidinone residues or the base-sensitive methylphosphonate backbone.

47 Methylphosphonate-bearing oligonucleotides are character

48 trosopumilus maritimus encodes a pathway for methylphosphonate biosynthesis and that it produces cell

49 thway in metagenomic data sets suggests that methylphosphonate biosynthesis is relatively common in m

50 Diphenyl methylphosphonate causes peroxisome clustering around oi

51 Stereochemistry at the methylphosphonate center for the heptanucleotide was eit

52 ) stereoisomer, although only one of the six methylphosphonate centers has the S(p) stereochemistry).

53 ribonucleotides and oligodeoxyribonucleoside methylphosphonates comprised exclusively of the fluoresc

54 ivation of a series of resolved enantiomeric methylphosphonate conjugates of acetylcholinesterase by

55 ssible only for alpha-amino (2-alkynylphenyl)methylphosphonates containing a benzene ring.

56 rmed between a single strand heptanucleotide methylphosphonate, d(Cp(Me)Cp(Me)Ap(Me)Ap(Me)Ap(Me)Cp(Me

57 Chirally pure methylphosphonate deoxyribooligonucleotides were synthes

58 ntus, was determined as a complex with the N-methylphosphonate derivative of l-arginine (PDB code 3MT

59 was also determined as a complex with the N-methylphosphonate derivative of l-Pro (PDB code 3N2C ).

60 Use of isolated S(p) and R(p) methylphosphonate diastereomers demonstrates that interf

61 lants (dimethyl methylphosphonate, pinacolyl methylphosphonate, diethyl phosphoramidate, and 2-(butyl

62 mits of detection for acetonitrile, dimethyl methylphosphonate, diisopropyl methyl phosphonate in pos

63 ed from the stereochemically pure nucleoside methylphosphonate dimer building block, prepared as a ph

64 Two nerve agent simulants, diisopropyl methylphosphonate (DIMP) and di-methyl methylphosphonate

65 ion on the nerve agent simulants diisopropyl methylphosphonate (DIMP) and dimethyl methylphosphonate

66 agent (CWA) surrogate compound, diisopropyl methylphosphonate (DIMP), demonstrated that the HSA-SPME

67 three pairs of compounds, that is, dimethyl methylphosphonate (DMMP) and acetone, methyl tert-butyl

68 mical warfare agent (CWA) stimulant dimethyl methylphosphonate (DMMP) and several other standard comp

69 centration for the first time using dimethyl methylphosphonate (DMMP) as a test case.

70 l impurity profiles from commercial dimethyl methylphosphonate (DMMP) samples to illustrate the type

71 to respond strongly to the analyte dimethyl methylphosphonate (DMMP) that simulates phosphonate nerv

72 ence enhancement at the presence of dimethyl methylphosphonate (DMMP) vapors.

73 propyl methylphosphonate (DIMP) and dimethyl methylphosphonate (DMMP) was studied while solutions of

74 (and their less reactive simulants, dimethyl methylphosphonate (DMMP)) as well as mustard (HD) in bot

75 xture of one G-type nerve simulant (dimethyl methylphosphonate (DMMP)) in four (water, kerosene, gaso

76 ropyl methylphosphonate (DIMP) and di-methyl methylphosphonate (DMMP), and three sorbent polymers wer

77 position of a nerve-agent simulant, dimethyl methylphosphonate (DMMP), on UiO-66, UiO-67, MOF-808, an

78 as been shown to react readily with dimethyl methylphosphonate (DMMP).

79 e, tetrabutylammonium chloride, and dimethyl methylphosphonate (DMMP).

80 A, phosphorothioate RNA, 2'-O-methyl RNA and methylphosphonate DNA.

81 Based on methylphosphonate-DNA mapping, pol eta interacts with th

82 We report the binding of methylphosphonate/DNA chimeras and neutral methylphospho

83 eavage for oligonucleotides substituted with methylphosphonates downstream from the cleavage site.

84 onate (IMPA), GB degradate; 61-91% for ethyl methylphosphonate (EMPA), VX degradate; and 60-98% for p

85 ational heterogeneity was confirmed with the methylphosphonate ester anion adduct of the active-site

86 The S(p) enantiomers of the methylphosphonate esters are far more reactive in formin

87 nthesis and that it produces cell-associated methylphosphonate esters.

88 on proton (third order) and proton acceptor, methylphosphonate (first order for 1.8 mM </= [MeP(i)] <

89 where phosphorus-starved microbes catabolize methylphosphonate for its phosphorus.

90 (1mp) where PS is trimethylpsoralen and p is methylphosphonate, forms a stable triplex with env-DNA w

91 cid (IMPA) and O-isopropyl O'-(2-amino)ethyl methylphosphonate (GB-MEA adduct).

92 Diisopropyl methylphosphonate, GB impurity, was not recovered from s

93 cid (PMPA) and O-pinacolyl O'-(2-amino)ethyl methylphosphonate (GD-MEA adduct).

94 Here, we report that introduction of a methylphosphonate group into the quinoxalinedione skelet

95 3'-terminal phosphodiester of the TFO with a methylphosphonate group significantly increased the resi

96 Substitution of neutral methylphosphonate groups for anionic DNA phosphate group

97 However, the introduction of chirally pure methylphosphonate groups shows that the effect of substi

98 ster linkages of T(pT)(8) were replaced with methylphosphonate groups.

99 s and lithiated methyl alpha-(trimethylsilyl)methylphosphonate has been developed.

100 Replacement of phosphates by neutral methylphosphonates has previously been shown to be a mod

101 At 15 mM Mg(2+), the nuclease-resistant all-methylphosphonate hexamer, d(AmTmGmAmCm)rU, with a seque

102 Both operons individually support growth on methylphosphonate; however, the phn operon supports grow

103 states for aryl phosphate monoester and aryl methylphosphonate hydrolysis reactions that are much mor

104 ermeable surfaces were 60-103% for isopropyl methylphosphonate (IMPA), GB degradate; 61-91% for ethyl

105 fuse reflection data are presented for ethyl methylphosphonate in a fine Utah dirt sample as a model

106 h the sodium salt of diethyl (phenylsulfonyl)methylphosphonate in DME at 140 degrees C for 4 h gives

107 ced P substrate hypophosphite, phosphite, or methylphosphonate, in addition to excess Pi, did not res

108 with a methyl group by the introduction of a methylphosphonate instead of the natural phosphate in fu

109 ly rapid hydrolysis of a covalent enzyme-DNA methylphosphonate intermediate.

110 phate neutralization by substituting neutral methylphosphonate internucleoside linkages at relevant p

111 ntaining microbes supports the proposal that methylphosphonate is a source of methane in the upper, a

112 In these organisms, methylphosphonate is converted to phosphate and methane.

113 en suggested to explain this phenomenon, yet methylphosphonate is not a known natural product, nor ha

114 es neutralized by incorporation of pure (RP)-methylphosphonate isomers are bent approximately 30% les

115 osphate groups with an uncharged (R)- or (S)-methylphosphonate linkage (MeP).

116 perator sequence and a single diastereomeric methylphosphonate linkage are each prepared from the ste

117 by showing that introduction of an Sp or Rp methylphosphonate linkage at the cleavage site transform

118 onucleotides prepared with these R(P) chiral methylphosphonate linkage synthons bind RNA with signifi

119 d by the asymmetric incorporation of racemic methylphosphonate linkages creating a neutral region on

120 o presence and possibly the chirality of the methylphosphonate linkages in the oligomer.

121 AAGGA), where MP corresponds to positions of methylphosphonate linkages in the pure R(p) stereoconfig

122 When two of the methylphosphonate linkages in the region complementary t

123 Surrounding the GTG sequence with nonionic methylphosphonate linkages inhibited or eliminated cross

124 substrates persisted unabated when multiple methylphosphonate linkages were inserted between the sit

125 basic tetrahydrofuran linkages, neutralizing methylphosphonate linkages, and conformationally locked

126 he AP-1 site with various numbers of neutral methylphosphonate linkages.

127 hen it is partially substituted with neutral methylphosphonate linkages.

128 scissile phosphate (P) by the charge neutral methylphosphonate (MeP) makes Arg-308 dispensable during

129 neutralization of the scissile phosphate via methylphosphonate (MeP) modification.

130 ubstitution of the scissile phosphate (P) by methylphosphonate (MeP) permits strand cleavage by a Cre

131 , we measured the kinetic effects of neutral methylphosphonate (MeP) stereoisomers at the +1 and +2 p

132 ive charge on the scissile phosphate through methylphosphonate (MeP) substitution does not stimulate

133 nucleotides, as well as phosphorothioate and methylphosphonate modifications within the tRNA acceptor

134 Our data with methylphosphonate-modified DNA suggests that thioredoxin

135 ds and experiments with different length and methylphosphonate-modified primer-templates demonstrate

136 were tested in enzyme activity assays on the methylphosphonate-modified substrates.

137 Methylphosphonate (MP) oligodeoxynucleotides (MPOs) are

138 een performed on a hybrid duplex formed by a methylphosphonate (MP) oligodeoxyribonucleotide (MPO) an

139 methanogenesis substrates found only (13) C-methylphosphonate (MPn) resulted in (13) CH4 generation.

140 These alternating oligonucleoside methylphosphonates, mr-AOMPs, contain 2'-O-methylribonuc

141 -resistant, 5'-psoralen-conjugated, chimeric methylphosphonate oligodeoxyribo- or oligo-2'-O-methylri

142 and synthesized a series of novel antisense methylphosphonate oligonucleotide (MPO) cleaving agents

143 f methylphosphonate/DNA chimeras and neutral methylphosphonate oligonucleotides to a ribozyme that is

144 ze the effects of a small molecule, diphenyl methylphosphonate, on oil mobilization in Arabidopsis th

145 ng enzyme activity assays on substrates with methylphosphonate or 2'-O-methyl substitutions.

146 Using exogenous nucleophiles and synthetic methylphosphonate or 5'-thiolate substrates, we decipher

147 phosphonate analogue containing a 6-[3,5-bis(methylphosphonate)]phenylazo moiety, 9, had IC50 values

148 nt antisense effects induced by the chimeric methylphosphonate-phosphodiester compounds were found to

149 In conclusion, the chimeric methylphosphonate-phosphodiester oligodeoxynucleotides p

150 ssion was specifically disrupted by chimeric methylphosphonate/phosphodiester antisense oligodeoxynuc

151 thesized oligonucleotides having alternating methylphosphonate/phosphodiester internucleotide linkage

152 The application of methylphosphonate:phosphodiester chimaeric oligonucleoti

153 e of four G/V-type nerve simulants (dimethyl methylphosphonate, pinacolyl methylphosphonate, diethyl

154 MPA), VX degradate; and 60-98% for pinacolyl methylphosphonate (PMPA), GD degradate.

155 Here we show that methylphosphonate reacts with MgATP to form alpha-D-ribo

156 as been compared with the standard lithiated methylphosphonate reagent.

157 modified oligonucleotide possessed a single methylphosphonate replacement on the phosphate backbone,

158 six proximal phosphate residues with neutral methylphosphonates resulted in DNA bent spontaneously to

159 Of these analogs, only (R)-2-aminopropyl methylphosphonate significantly diminished the response

160 cissile phosphate by an electrically neutral methylphosphonate significantly impairs the rate of bond

161 detection of a pesticide simulant, dimethyl methylphosphonate sorbed onto silica gel (DMMP/SG), usin

162 nionic phosphates) and explore the effect of methylphosphonate stereochemistry.

163 The hybridization of the methylphosphonate strand does not perturb the structure

164 d effect on the hybridization ability of the methylphosphonate strand.

165 The results show that the methylphosphonate strands in the heteroduplexes exhibit

166 Molecular dynamics simulations on partially methylphosphonate substituted helical chains of d(TATAGG

167 The degree of DNA bending induced by methylphosphonate substitution (approximately 3.5 degree

168 ctive neutralization of phosphate charges by methylphosphonate substitution demonstrates the differen

169 5-Methylphosphonate substitution, anticipated to increase

170 half-site DNA were chemically neutralized by methylphosphonate substitution.

171 A series of further methylphosphonate substitutions and mutations and trunca

172 differential flexibility of duplex DNA when methylphosphonate substitutions are made and find that t

173 the AATT sequence is normally narrow and the methylphosphonate substitutions have a smaller but measu

174 onformation averaged over all stereospecific methylphosphonate substitutions is nearly the same as th

175 then compared the damaging effects of these methylphosphonate substitutions on catalysis with their

176 rivative of c-di-GMP containing 2'-deoxy and methylphosphonate substitutions that is charge neutral a

177 xamine this, we introduced single and tandem methylphosphonate substitutions through the region of th

178 further using DNA substrates carrying unique methylphosphonate substitutions, together with mutations

179 The enzymatic hydrolysis of a series of aryl methylphosphonate substrates yields a Bronsted beta(lg)

180 droxyethylphosphonate dioxygenase (HEPD) and methylphosphonate synthase (MPnS) are nonheme iron oxyge

181 Methylphosphonate synthase (MPnS) produces methylphospho

182 droxyethylphosphonate dioxygenase (HEPD) and methylphosphonate synthase (MPnS).

183 Methylphosphonate synthase is a non-heme iron-dependent

184 , identifying the molecular requirements for methylphosphonate synthesis.

185 The ability of chimeric methylphosphonate TFOs to bind to DNA, combined with the

186 -pentyl-4-biphenylcarbonitrile, and dimethyl methylphosphonate to metal cation models representing th

187 Cells sequentially limited by phosphate and methylphosphonate transformed >75% of their lipids to ph

188 were used to examine the effects of diphenyl methylphosphonate treatment on seedlings.

189 f three chemical warfare simulants, dimethyl methylphosphonate, triethyl phosphate, and dipropylenegl

190 acceleration in the rate of hydrolysis of a methylphosphonate versus phosphodiester suggests that re

191 The corresponding 5-methylphosphonate was equipotent at P2X1 receptors.

192 e of the two resulting diastereomers, the SP methylphosphonate, was compatible with efficient GTPase

193 dimethyl methylphosphonate, and diisopropyl methylphosphonate were captured by passing air through a

194 We found that a phosphorothioate and a methylphosphonate were excised with low efficiency.

195 a diethanolamine amide group and an aryl di(methylphosphonate) were both less potent than 10 as anta

196 , methyl ethyl ketone, toluene, and dimethyl methylphosphonate, were released from the packed column

197 I reagent ion leading to protonated dimethyl methylphosphonate, while the monomer is mainly responsib

198 thoxyphenyl)(fluoro)(pyrimidin-2-ylsulfonyl)]methylphosphonate with Bu(3)SnH resulted in an intramole

199 d high nuclease stability of the P-C bond of methylphosphonates with the high membrane permeability,