ライフサイエンスコーパス: phosphite

1 benzenethiol), and a P-nucleophile (triethyl phosphite).

2 orienting Arg237 for proper interaction with phosphite.

3 rganic reduced P compounds hypophosphite and phosphite.

4 8 is assigned to the second deprotonation of phosphite.

5 ater in the displacement of the hydride from phosphite.

6 mpounds examined were able to substitute for phosphite.

7 lly produces NADH and phosphate from NAD and phosphite.

8 phorylmethyl group is activated by inorganic phosphite.

9 ain transfer from nucleophilic attack by the phosphite.

10 ndard culture conditions, it was able to use phosphite.

11 nding bromoacetamido cavitands with trialkyl phosphites.

12 as sorption functionality in innovated metal phosphites.

13 [2,3]-sigmatropic rearrangement of propargyl phosphites.

14 d rearrangement of the acyclic 2-phenylallyl phosphite 1 and phosphite 7 with phosphorus incorporated

15 ed triplet-sensitized photorearrangements of phosphites 1 and 7, which have greatly different phi P v

16 t of the thymidine-based 2-phenylallyl 3',5'-phosphite 10 gave both diastereomers of phosphonate 11 t

17 ty to oxidize hypophosphite (+1 valence) and phosphite (+3 valence) to phosphate (+5 valence).

18 t longer lived than those from the analogous phosphites 5 and 6, is proposed.

19 s is higher than was reported previously for phosphites 5 and 6.

20 derived from BINOL and N-methylaniline, and phosphite 5c, prepared from the (4'-tert-butyl)phenyl TA

21 The l-menthone-derived TADDOL phosphite 6b catalyzes highly enantioselective conjugate

22 ally active, predominantly (R)-1-phenylethyl phosphite 7 (R/S = 97/3; 94% ee), at 35-40 degrees C pro

23 of the acyclic 2-phenylallyl phosphite 1 and phosphite 7 with phosphorus incorporated in a six-member

24 The direct UV irradiation of the 1-arylethyl phosphites 7, 8, and 9 was carried out in acetonitrile,

25 Dimethyl 1-phenylethyl phosphite, 7, gives the photo-Arbuzov rearrangement prod

26 notypes are not observed under P stress with phosphite, a phosphate analog that blocks the stress sig

27 The ratio of rate constants for the phosphite-activated and the unactivated GPDH-catalyzed r

28 abilizations of the transition state for the phosphite-activated decarboxylation.

29 This provides strong evidence that the phosphite-activated OMPDC-catalyzed reaction of FEO is n

30 the chemical step of decarboxylation for the phosphite-activated reaction of EO, to closure of the ph

31 tabilization of the transition state for the phosphite-activated reaction of FEO.

32 resses the third-order rate constant for the phosphite-activated reaction of the parent substrate FEO

33 serve three products for the relatively fast phosphite-activated reaction: [2-(13)C]-GA from isomeriz

34 ative yields in both the unactivated and the phosphite-activated reactions.

35 e arabinoside (ara-C) have been prepared via phosphite addition or a Lewis acid mediated hydrophospho

36 Phosphite addition to a cytosine aldehyde protected as t

37 Phosphite addition to imines derived from the nucleoside

38 In contrast, phosphite addition to the 2',3'-bis TBS protected aldehy

39 ide gave predominately the 5'R isomer, while phosphite addition to the corresponding 2',3'-bis TBS de

40 The phosphite additions proved to be diastereoselective, wit

41 olyl group in 8 with NaBH(4), NaCN, triethyl phosphite, allylsilanes, silyl enol ether and Grignard r

42 In addition, phosphite analogs of biological phosphates and peptides

43 ecific reaction studied was between triethyl phosphite and benzyl bromide to produce diethylbenzyl ph

44 r the htx and ptx operons, namely the use of phosphite and hypophosphite as alternative P sources, we

45 te-depleted conditions some bacteria utilise phosphite and hypophosphite as alternative sources of ph

46 periplasmic binding proteins from bacterial phosphite and hypophosphite ATP-binding cassette transpo

47 tion of the reduced phosphorus (P) compounds phosphite and hypophosphite is reported.

48 We reveal that phosphite and hypophosphite specificity results from a c

49 phosphine--PH3--a trace atmospheric gas, and phosphite and hypophosphite, P anions that have been det

50 +/- 6.7 microm and 54.6 +/- 6.7 microm, for phosphite and NAD, respectively.

51 phosphorus compounds, herein represented by phosphite and phosphine classes, have earned considerabl

52 an aqueous solution of glycerol to generate phosphite and the membrane biomolecule glycerol-phosphat

53 of PTDH that is competitive with respect to phosphite and uncompetitive with respect to NAD(+).

54 the reaction between dialkyl trimethylsilyl phosphites and alpha,beta,gamma,delta-diunsaturated imin

55 makes its donor ability poorer than that of phosphites and only comparable to extremely toxic or pyr

56 res for binaphthyl-based mono- and bidentate phosphites and phosphines.

57 activity with large effects on the K(m) for phosphite, and Lys76Cys could be chemically rescued by a

58 osphite (DMTP) was synthesized from dimethyl phosphite, and the diastereoselective addition of DMTP t

59 from cyanamide and phosphorus from potassium phosphite, and they outcompeted contaminating strains in

60 This unusual phenomenon, which is phosphite- and PSR1-insensitive, may have evolved as a r

61 Addition of diethyl phosphite anion produces diastereomeric, (alpha-hydroxy)

62 s isolated, in which the reaction of the two phosphite anions [HPO3](2-) within the {W18O56} cage cou

63 uid containing ethylene-oxide-functionalized phosphite anions is fabricated, which, when doped with l

64 Succinate and phosphite are stoichiometrically produced, indicating a

65 s report demonstrates the usefulness of ptxD/phosphite as a selection system that not only provides a

66 phorus redox cycle, and might aid the use of phosphite as an alternative phosphorus source in biotech

67 the gold catalyst with an electron-deficient phosphite as the ancillary ligand exclusively gave the c

68 inal oxidant and a slight excess of triethyl phosphite as the reductant.

69 sful reaction conditions initially involving phosphites as ligands.

70 nce of multiple fluorine substituents on the phosphite, as in tris(2,2,2-trifluoroethyl) phosphite (T

71 supports growth on aminoethylphosphonate and phosphite, as well.

72 ects (1.4-2.1) on both k(cat) and k(cat)/K(m,phosphite) at pH 7.25 and 8.0.

73 ilar in size; however, the SIE of k(cat)/K(m,phosphite) at pH 7.25 is significantly larger (4.4), whe

74 Thus, the large intrinsic phosphite binding energy is expressed only at the transi

75 1), which was used to calculate an intrinsic phosphite binding energy of -7.7 kcal/mol for the associ

76 (6)H(4)))Cl(2) by aryl isocyanides and small phosphites but only after initial displacement of the co

77 lasmid subclones that conferred oxidation of phosphite, but not hypophosphite, upon heterologous host

78 Tandem orthoplatinated triaryl phosphite-catalyzed addition reactions of arylboronic ac

79 the dichloromethane ligand in the trimethyl phosphite complex, rather than to a large electronic eff

80 Two series of eta(6)-areneruthenium(II) phosphite complexes were prepared, characterized, and ev

81 , Glu175 and Ala176, in Pseudomonas stutzeri phosphite dehydrogenase (PTDH) as the principal determin

82 The enzyme phosphite dehydrogenase (PTDH) catalyzes the NAD(+)-depe

83 Phosphite dehydrogenase (PTDH) catalyzes the NAD-depende

84 Phosphite dehydrogenase (PTDH) catalyzes the unusual oxi

85 Phosphite dehydrogenase (PTDH) from Pseudomonas stutzeri

86 Phosphite dehydrogenase (PTDH) is a unique NAD-dependent

87 1 appears to be mediated by an NAD-dependent phosphite dehydrogenase encoded by ptxD.

88 ent phosphite transporter, an NAD+-dependent phosphite dehydrogenase, and a transcriptional activator

89 e NAD:phosphite oxidoreductase (trivial name phosphite dehydrogenase, PtxD) was cloned into an expres

90 databases uncovered many additional putative phosphite dehydrogenases.

91 largest 18-membered-ring channels in gallium phosphites, denoted as NTHU-15, which displayed genuine

92 Phosphite derived from schreibersite was, hence, a plaus

93 f FEO and EO are both activated by exogenous phosphite dianion (HPO(3)(2)(-)), but the 5-F substituen

94 (L232A) in the third-order rate constant for phosphite dianion (HPO(3)(2-)) activation of the TIM-cat

95 the reaction of the substrate pieces GA and phosphite dianion (HPO(3)(2-)), and a 16-fold decrease i

96 f FEU is accelerated 1.8 x 10(4)-fold by 1 M phosphite dianion (HPO(3)(2-)).

97 d of the substrate pieces glycolaldehyde and phosphite dianion (k(cat)/K(HPi)K(GA)) are reported.

98 The kinetic parameters for phosphite dianion activation of the reactions of [1-(13)

99 The data provide evidence that phosphite dianion affects the rate, but not the product

100 (TIM) in D(2)O at pD 7.0 in the presence of phosphite dianion and in its absence were determined by

101 ([1-(13)C]-GA) at pD 7.0 in the presence of phosphite dianion and in its absence were determined by

102 tional changes that accompany the binding of phosphite dianion and/or phosphodianion substrates lead

103 demand that the intrinsic binding energy of phosphite dianion be utilized to drive the change in the

104 r of the whole substrate and (2) a phosphate/phosphite dianion binding pocket that is completed by th

105 cat) for isomerization of GAP and K(d)() for phosphite dianion binding to the transition state for wi

106 Phosphite dianion binds very weakly to GPDH ( K d > 0.1

107 Phosphite dianion has now been shown to activate bound s

108 muM); the total intrinsic binding energy of phosphite dianion in the transition state is 5.8 kcal/mo

109 ts show that the intrinsic binding energy of phosphite dianion is used in the stabilization of the vi

110 ce that enzymic activation by the binding of phosphite dianion occurs at a modular active site featur

111 dest decrease in the extent of activation by phosphite dianion of decarboxylation of the truncated su

112 neutral two-carbon sugar glycolaldehyde and phosphite dianion pieces.

113 activation of the isomerization reaction by phosphite dianion results from utilization of the intrin

114 Exogenous phosphite dianion results in a very large increase in th

115 cated nucleoside substrate (EO) activated by phosphite dianion shows (1) the side chain of Ser-154 st

116 glycolaldehyde by TIM that is saturated with phosphite dianion so that the separate binding of phosph

117 ilization of the intrinsic binding energy of phosphite dianion to stabilize the active loop-closed en

118 The binding of phosphite dianion to the free enzyme (Kd = 38 mM) is 700

119 hite dianion so that the separate binding of phosphite dianion to TIM results in a 700-fold accelerat

120 Phosphite dianion was found to be a nonessential activat

121 ergy of -7.7 kcal/mol for the association of phosphite dianion with the transition state complex for

122 with the phosphodianion group of OMP or with phosphite dianion, and (3) the interloop hydrogen bond b

123 .2, and 9.0 kcal/mol, respectively, by 1.0 M phosphite dianion, d-glycerol 3-phosphate and d-erythrit

124 with the phosphodianion group of OMP or with phosphite dianion.

125 4.4 kcal/mol was regained in the presence of phosphite dianion.

126 beta-D-erythrofuranosyl)orotic acid (EO) and phosphite dianion.

127 third-order rate constant for activation by phosphite dianion.

128 he reaction coordinate for oxo transfer to a phosphite ester substrate.

129 subsequent reaction to phosphoramidates with phosphite esters before they are converted into the natu

130 exploring alternative technologies, such as phosphite fertilizer.

131 l with 2-cyanoethyl bis(N,N-diisopropylamino)phosphite, followed by oxidation and deprotection, gener

132 (cat) and an almost 700-fold increase in K(m,phosphite) for the R301A mutant.

133 pot) of reactions: formation of an activated phosphite, formation of a cyclic triphosphate, boronatio

134 Grignard reagents, allylsilane, and triethyl phosphite gave N,N'-disubstituted 1,2,3,4-tetrahydroquin

135 Phosphite gold(I) monocations were found to be optimal,

136 iamide (HMPT) and other phosphoramidites and phosphites have been found to be efficient catalysts for

137 ct on the T(2) NMR relaxation rate of either phosphite (HPO(3)(2-)) or methyl phosphite (MeOPH, CH(3)

138 oxidation state phosphorus compounds such as phosphite (HPO(3)(2-)), which are more soluble and react

139 ation (DPO), a microbial metabolism by which phosphite (HPO3(2-)) is oxidized to phosphate (PO4(3-)),

140 catalyzes the oxidation of hypophosphite to phosphite in a process strictly dependent on 2-oxoglutar

141 Here, we report the occurrence of phosphite in early Archean marine carbonates at levels i

142 Treatment of graphene oxide with triethyl phosphite in the presence of LiBr produces monolithic st

143 f a variety of terminal alkynes with dialkyl phosphites in the presence Cu2O (14 mol %) led to the fo

144 Subsequent addition of phosphines or phosphites in the same pot produces meta-substituted ani

145 osphorin-4-one, followed by treatment of the phosphite intermediate 2 with pyrophosphate analogues, y

146 hypophosphite is oxidized to phosphate via a phosphite intermediate.

147 ecting group and simultaneously oxidizes the phosphite internucleotide linkage.

148 However, whether the dianionic form of phosphite is the true substrate is not clear since a rev

149 The pH dependence of k(cat)/K(m,phosphite) is bell-shaped with a pK(a) of 6.8 for the ac

150 Unlike k(cat)/K(m,phosphite), k(cat) and k(cat)/K(m,NAD) are pH-independen

151 formation, the same reaction using trimethyl phosphite ligand furnishes an alpha-anomer as the major

152 unusual selectivity relies on a phospholane-phosphite ligand prosaically called BOBPHOS.

153 new TADDOL/2-arylcyclohexanol-derived chiral phosphite ligand.

154 using Rh catalysts bearing chiral phosphine-phosphite ligands (P-OP) has been studied.

155 (1) with rhodium catalysts bearing phosphine-phosphite ligands 4 has been studied.

156 The use of electron-deficient phosphite ligands is important to suppress dimerization

157 achieve this, we developed a class of chiral phosphite ligands that demonstrate high enantioselectivi

158 n situ with monodentate trialkyl and triaryl phosphite ligands.

159 Trimethyl phosphite, (MeO)(3)P, is introduced as an efficient and

160 e of either phosphite (HPO(3)(2-)) or methyl phosphite (MeOPH, CH(3)OP(H)O(2-)).

161 PTDH, and a more modest increase in K(m) for phosphite (nearly 40-fold).

162 such, the first conjugate 1,6-addition of a phosphite nucleophile across a linear unsaturated N-cont

163 The addition of phosphite nucleophiles across linear unsaturated imines

164 ) can undergo catalytic CO substitution when phosphite nucleophiles are present.

165 results) lost the ability to oxidize either phosphite or hypophosphite.

166 In both cases, electron-poor phosphite or phosphine ligands often improved the effici

167 ce of the reduced P substrate hypophosphite, phosphite, or methylphosphonate, in addition to excess P

168 Dissimilatory phosphite oxidation (DPO), a microbial metabolism by whi

169 All plasmid subclones that failed to confer phosphite oxidation also failed to confer hypophosphite

170 Genes for phosphite oxidation and for CO2 reduction to formate wer

171 er catalysis may partially limit the rate of phosphite oxidation by NADP-12X-PTDH with NADP as the co

172 Mutants with the region encoding phosphite oxidation deleted (based upon the subcloning r

173 ng the novel phosphorus oxidizing enzyme NAD:phosphite oxidoreductase (trivial name phosphite dehydro

174 ry was employed to screen a family of chiral phosphite P,N-ligands for activity in the rhodium-cataly

175 compounds hypophosphite (P valence, +1) and phosphite (P valence, +3) as sole P sources.

176 Phosphate (Pi) and its analog phosphite (Phi) are acquired by plants via Pi transporte

177 that confers to cells the ability to convert phosphite (Phi) into orthophosphate (Pi) offers an alter

178 root meristem activity in Pi-starved pdr2 by phosphite (Phi), a non-metabolizable Pi analog, and divi

179 Phosphite (Phi), a phloem-mobile oxyanion of phosphorous

180 examined the effect of the phosphate analog, phosphite (Phi), on molecular and morphological response

181 of arsenic and the oxidative instability of phosphite, phosphate would be the most promising inorgan

182 rganic oxoanions such as arsenite, arsenate, phosphite, phosphate, and borate is described.

183 sodium phosphate prodrug (6e) by a dibenzyl phosphite phosphorylation and subsequent benzyl cleavage

184 sodium phosphate prodrug (3d) by a dibenzyl phosphite phosphorylation and subsequent hydrogenolysis

185 By contrast, the 1-(4-acetylphenyl)-ethyl phosphite, predominantly (S)-8 (S/R = 98/2, 96% ee), on

186 es two independent pathways for oxidation of phosphite (Pt) to phosphate.

187 n required for oxidation of hypophosphite to phosphite putatively encodes a binding-protein-dependent

188 t 6-fold smaller than those of the analogous phosphite (R)-5 (average kcomb/krot = 13 with TEMPO pres

189 oying the chemoselectivity of the Staudinger-phosphite reaction.

190 These results strongly suggest that phosphite represents a previously unrecognized component

191 sotope effect studies with deuterium-labeled phosphite resulted in small normal isotope effects (1.4-

192 lower unactivated reaction in the absence of phosphite results in formation of the same three product

193 (R/S = 98/2, 96% ee), a 1-(1-naphthyl)ethyl phosphite, results in a product distribution similar to

194 Trialkyl phosphites ((RO)3P) can act as co-initiators for the dia

195 re analyzed do not catalyze the oxidation of phosphite, ruling out the possibility that this is a ubi

196 volved in the binding and orientation of the phosphite substrate and/or play a catalytic role via ele

197 The same reaction, but in the presence of a phosphite such as P(OEt)(3) and P(OPh)(3) under 20 atm o

198 phosphite, as in tris(2,2,2-trifluoroethyl) phosphite (TFP), allows polymerization to proceed with a

199 p are reacted in step (i), thus leading to a phosphite that is oxidized in situ into a phosphate bond

200 uble and reactive reduced P species, such as phosphite, that could then be readily incorporated into

201 s cross-coupling of aryl halides and dialkyl phosphites (the Hirao reaction).

202 ating (alcohols, amines, ethers, phosphines, phosphites, thioethers and thiols) and even weakly ligat

203 yl-2,6-di-O-benzyl-D-glucopyranosyl dimethyl phosphite to give 3',4'-di-O-acetyl-2',5, 6'-tri-O-benzy

204 All oxidized phosphite to phosphate and had similar kinetic parameter

205 catalyzes the NAD(+)-dependent conversion of phosphite to phosphate and represents the first biologic

206 The region required for oxidation of phosphite to phosphate putatively encodes a binding-prot

207 se (PTDH) catalyzes the unusual oxidation of phosphite to phosphate with the concomitant reduction of

208 III) template moieties to form P(V) centers (phosphite to phosphate), commensurate with the transform

209 DH) catalyzes the NAD-dependent oxidation of phosphite to phosphate, a reaction that is 15 kcal/mol e

210 me that catalyzes the oxidation of inorganic phosphite to phosphate.

211 adenine dinucleotide-dependent oxidation of phosphite to phosphate.

212 ts, allylsilanes, silyl ethers, and triethyl phosphite to produce 1-phenyl-5-substituted-hexahydro-1H

213 Addition of triisopropyl phosphite to the glycals furnished alpha- and beta-2-eno

214 mplexes effectively catalyze the addition of phosphites to aldehydes and aldimines to give enantioenr

215 The addition of potassium dialkyl phosphites to enantiopure O-protected alpha-hydroxy sulf

216 e transformations of 8-13, in the absence of phosphite, to allyl alcohol 7 and/or vinyl ether 5 were

217 unctions as an enantioselective catalyst for phosphite transfer.

218 tatively encodes a binding-protein-dependent phosphite transporter, an NAD+-dependent phosphite dehyd

219 deoxyribonucleotides rely on the reaction of phosphite triesters with sulfurizing reagents such as te

220 Phosphite utilization by MIT9301 appears to be mediated

221 We show that phosphite utilization genes are present in diverse marin

222 and provides a rationale for the ubiquity of phosphite utilization genes in nature.

223 The activating effect of phosphite was accompanied by apparent tightening of its

224 c)3 with diphenylphosphine oxide and dialkyl phosphites was described, and a new type of difunctional

225 A series of mono- and bidentate phosphites was prepared with (S)-5,5',6,6'-tetramethyl-3

226 Arsenite and phosphite were confirmed to be the best catalysts for CO

227 The pH-rate profile of k(cat)/K(m,phosphite), which predicts that the observed SIEs will h

228 tial role of a radical chain reaction of the phosphite with the iodonium salt to form polymerization-

229 oupling reaction (Hirao coupling) of dialkyl phosphites with bromopyridinecarboxylates, followed by t

230 and 1-docosanyl chloroformate with trimethyl phosphite yielded the corresponding dimethyl long-chain