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1 ent way to measure the concentration of each tautomer.
2 followed by the 4-hydroxycoumarin open-chain tautomer.
3 e N-protonated, rather than the O-protonated tautomer.
4 exoamino group gave its 1H-pyrrol-3-aminium tautomer.
5 valuable method to identify the predominant tautomer.
6 cence spectrum of the active PLP ketoenamine tautomer.
7 a fast equilibrium lying far toward the keto tautomer.
8 e configuration and the neutral hydroxyimine tautomer.
9 xhibit a significant amount of the enolimine tautomer.
10 phenolic hydroxyl group in the hydroxyimine tautomer.
11 ich is negatively charged in the ketoenamine tautomer.
12 ct is an unanticipated dearomatized thiazole tautomer.
13 ter acylation, doripenem adopts the Delta(1) tautomer.
14 e reactive imine over the unreactive enamine tautomer.
15 xcited state of the N1H, 6-keto, N7H guanine tautomer.
16 se, was identified as an adenylated thiazole tautomer.
17 talyst via the unusual 1',4'-iminopyrimidine tautomer.
18 able than the corresponding dimers of the 1H tautomer.
19 ds spontaneously adopt the non-aromatic 4(H) tautomer.
20 antly shifts the equilibrium toward the enol tautomer.
21 stidine exclusively forms the less common pi-tautomer.
22 l bound ferrous porphyrin, i.e., its valence tautomer.
23 rbene quinoline-2-ylidene is not formed as a tautomer.
24 temperatures with no traces of the hydrazone tautomer.
25 r, consistent with its role as the catalytic tautomer.
26 t evolve spontaneously to a stable methylene tautomer.
27 of approximately 54 ps for both TA* and TB* tautomers.
28 cumulation of damaging radicals or mutagenic tautomers.
29 to distinguish among rapidly interconverting tautomers.
30 e conformations of the two neutral histidine tautomers.
31 idant activity for the both of CurE and CurK tautomers.
32 olution as equilibrium mixtures of N1 and N2 tautomers.
33 onfirmed the dynamic stability of these rare tautomers.
34 tion, by polarizing substrates to mimic rare tautomers.
35 olutions exists in the form of 7-1H and 7-2H tautomers.
36 etic acid exist as a pair of interconverting tautomers.
37 resent as a rapidly equilibrating mixture of tautomers.
38 t of disilene adducts to their silylsilylene tautomers.
39 g on the antiaromaticity of the photoinduced tautomers.
40 were identified as the H1 and H3 keto-amino tautomers.
41 rmation of a higher-energy protonated phenyl tautomer (2H(+)) prior to C-C bond breaking would produc
42 lting in normal (340 nm) and proton-transfer tautomer (480 nm) emissions with an overall quantum yiel
43 n the relative stabilities of carbaporphyrin tautomers, a series of aromatic and nonaromatic structur
46 hat it switches from the (tau)- to the (pai)-tautomer and changes its ring orientation in the M state
47 , the H37 structure is shifted toward the pi tautomer and less cationic tetrads, consistent with fast
48 eaction occurs via N-acylation of the lactim tautomer and that cation-pi interactions play a key role
49 data shows a strong correlation between the tautomer and the H-bond accepting ability of the solvent
50 itated the identification of the most stable tautomers and conformers for both neutral and anionic AA
53 rbation of an equilibrium between asymmetric tautomers and inconsistent with isotope-induced desymmet
55 h as DNA bases or proteins, possess numerous tautomers and isomers that lie close in energy, making t
56 as an equilibrating pair of interconverting tautomers and not as a single symmetric resonance hybrid
57 as an equilibrating pair of interconverting tautomers and not as a single symmetric structure not on
58 atic resonance structure representations, in tautomers and pericyclic reaction partners in which only
60 yrrolopyridine analogues, forming up to five tautomers and seven ionization species under experimenta
62 omer in the wild-type protein to the Ndelta1 tautomer, and an altered motional behavior of the associ
64 fast exchange among the tau tautomer, the pi tautomer, and the cationic state due to proton transfer
67 copy of the HIV-1 primer binding site, both tautomers are observed and show differential sensitivity
69 e energy differences between the B-N and B-O tautomers are small, explaining the formation of both.
70 om arenols (ArOH), aryloxyls (ArO(*)), their tautomers (ArH), and auxiliary compounds has been invest
72 ropose that the guanine base adopts the enol tautomer as N1 binds to Fe4 and the O6-H hydroxyl group
73 ies, we identified the 2,5-dihydropyridazine tautomer as the releasing species and found factors that
74 tautomers is shifted toward the ketoenamine tautomer, as a result of a conformational change affecti
75 it is difficult to isolate at will a single tautomer, as dynamic equilibria occur easily, even in th
76 ulted in the presence of 100(3)% of the enol tautomer at 300(5) K and 64(5)% of the enol at 671(7) K.
77 imarily forms the common (for histidine) tau-tautomer at neutral pH, while 4-fluorohistidine exclusiv
78 al compartment not to be in the O-protonated tautomer but in the N-protonated tautomer with the preva
79 vated temperatures, the products are not the tautomers but rather dimers stemming from radical-radica
80 t rests on stabilization of the diamino enol tautomer by Dipp substitution, and could be attributed t
81 the result of the stabilization of the enol tautomer by hyperconjugative pai -> sigma*(CF) interacti
83 ractions and the destabilization of the keto tautomer by the electron withdrawal induced by the neigh
85 lexes, while the relative emission of the H3 tautomer can be used to detect single nucleotide polymor
86 nt in comparable amount in solution; the two tautomers can also be selectively precipitated in differ
88 t intermediate via the 1',4'-iminopyrimidine tautomer, characteristic of all intermediates with a tet
90 able conformers of the neutral keto and enol tautomers differ by less than 1 kcal/mol in terms of ele
94 dated and then used to obtain pKa values and tautomer distributions for histidine residues of an invi
95 ectron electrophilicity of the Mn(O) valence tautomers dominate OAT reactivity and do not follow the
96 0 nm are resolved, which are ascribed to the tautomer emission resulting from the first and second pr
97 ransfer takes place, rendering a record high tautomer emission yield (0.18 in toluene) and the genera
99 ces in the electric dipole moment of the two tautomers, estimated from density functional theory calc
100 re NMR study suggests existence of the azine tautomer even at higher temperatures with no traces of t
101 d metal ion complexation, where the enol-azo tautomer exhibits much greater affinity for metal ion bi
104 on on the presence of multiple conformers or tautomers for intermediates within a complex reaction pa
106 pair, which is ascribed here to a rare enol tautomer form of the thymine, was observed at the end of
108 implies that the opposite reaction (and the tautomer forming step), a radical-radical disproportiona
109 purported light-adapted state, the glutamine tautomer forms a hydrogen bond with the flavin carbonyl
111 modynamically more favored gaseous phenoxide tautomer, generated from the same aqueous solution of p-
113 DFT calculations suggest that the observed tautomer has a lower energy than the alternative, doubly
114 The equilibrium between the keto- and enol-tautomers has been extensively studied and quantified in
116 and the hydrogen atom affinities (HA) of the tautomers have been used to calculate the reaction entha
117 ons provide structural evidence for the rare tautomer hypothesis of spontaneous mutagenesis, a long-s
118 and defines a sequence context for the "rare tautomer hypothesis" as a mechanism for inducing transit
120 cyclic hemiketal tautomer is the most stable tautomer in aqueous solution, followed by the 4-hydroxyc
123 llowed by hydrolysis of the enamine or imine tautomer in cis-CaaD versus direct hydration of the alle
124 bond is established, results the most stable tautomer in gas phase (theoretical calculations) and was
125 lts in the increased preference for the enol tautomer in smaller perfluorinated keto-enol systems.
130 maticity of the phenol is lost, was the only tautomer in the crystal lattice according to single-crys
132 is22 switches from the predominant Nepsilon2 tautomer in the wild-type protein to the Ndelta1 tautome
133 [6-18O]ImmH to establish that O6 is the keto tautomer in TvPNP x ImmH x PO4, causing an unfavorable l
134 The last form was also found as the main tautomer in UV-vis and NMR spectroscopy when a protic so
135 idual ring and of the whole molecule for all tautomers in ionic complexes is very similar to that obs
136 oncluded that this monoanion is a mixture of tautomers in rapid equilibrium, rather than a single sym
137 nerate protonated 2,4,6-trimethyl-s-triazine tautomers in situ, which undergo Aldol condensation with
138 ical) and "N7" (proton on N7 rather than N9) tautomers in the gas phase, as both are calculated to be
139 Guanine is calculated to have several stable tautomers in the gas phase, in contrast to in solution,
140 lations suggest similar energies for the two tautomers in the presence of water, but the diiminol is
141 he distinct spectral changes between the two tautomers in the Q-band region provide a convenient way
142 ts (hydroquinone, indolequinone, and its two tautomers), in arrangements that contain an interior por
143 n the transient species and is assigned as a tautomer, in which a C6(H) of the transient radical is t
145 a are consistent with a substrate imine/enol tautomer intermediate being formed prior to the formatio
146 to be studied whether formation of the keto tautomer is a general feature of all thiamin enzymes, as
150 le proton transfer involving the ketoenamine tautomer is observed after treatment with either gaseous
153 irrespective of the solvent the carboxylate tautomer is preferred in solution, while the opposite ho
154 n less polar CDCl(3) or CD(2)Cl(2), the 6-2H tautomer is stabilized by a strong N-H...O=C intramolecu
155 of -300 mV (vs Ag/AgCl), while the enol-azo tautomer is strongly favored at potentials positive of t
157 aphthoquinones series indicated that the 1,4-tautomer is the more stable and biologically relevant is
158 that the 4-hydroxycoumarin cyclic hemiketal tautomer is the most stable tautomer in aqueous solution
160 carboxylate subsite, the equilibrium between tautomers is shifted toward the ketoenamine tautomer, as
162 o a roughly sp(2) type in their carbene keto tautomers, is recognized in one of these pathways (route
163 study of the relative energies of different tautomers, isomers, and supramolecular complexes support
165 verlapping (13)C-satellites, impurities, and tautomers, it has an edge over qHNMR for accurate measur
168 istribution of the enolimine and ketoenamine tautomers, likely as a result of a more polar active sit
169 We assigned the species as an iminoquinone tautomer (LTI) of lysine tyrosylquinone (LTQ), the organ
170 Ph)Ad (3) (R-H = ethylbenzene) or aminoalkyl tautomer [Me(3)NN]Ni(eta(2)-CH(Ph)NHAd) (4) (R-H = tolue
172 s ((13)C(gamma), , and ) for each of the two tautomers, N(delta1)-H and N(epsilon2)-H, and the proton
173 odology indicates that the quinolinol (enol) tautomer (not detected by other means) may be accessible
175 Calculations suggested that the dominant tautomer of (Ph)ImC in methanol solution is identical to
178 s revealed the first example of a stable cis tautomer of a free-base porphyrin, the long-postulated i
181 he calculations suggest that the nonaromatic tautomer of CAIR (isoCAIR) is only 3.1 kcal/mol higher i
182 omeric equilibrium toward the rare imino-oxo tautomer of cytidine stabilizes the f(5)C34*A base pair
184 dominantly by binding of the C=C of the enol tautomer of MP to the surface, while simultaneously opti
186 2C show that the enzyme oxidizes the enamine tautomer of P2C but do not distinguish among several pos
187 he bond between N(1) and C(6) in the enamine tautomer of P2C, ruling out alternative paths that requi
189 hesized to create models for the 1',4'-imino tautomer of the 4'-aminopyrimidine ring of thiamin dipho
191 {d(ApA)} induces formation of the rare imino tautomer of the bases with a concomitant substantial dec
193 C react with benzaldehyde to give the ketone tautomer of the Breslow intermediate, whereas the AAAC f
194 C or mC prior to deamination via an E-imino tautomer of the C or mC or by a nontemplated mechanism i
196 ol the formation of either a keto or an enol tautomer of the products, again resulting in vastly diff
198 ation (topomerization) of the "sigma-bonded" tautomers of 1H[B(Ar(F))4], which proceeds according to
199 3)C and (19)F NMR chemical shifts, from both tautomers of 2-fluorohistidine and 4-fluorohistidine in
200 it was shown for the first time that the 2H tautomers of 3-substituted indazoles can be stabilized b
201 Using 2D IR spectroscopy, lactam and lactim tautomers of 6-chloro-2-pyridone and 2-chloro-4-pyridone
202 tom transfer (OAT) reactivity of two valence tautomers of a Mn(V)(O) porphyrinoid complex was compare
203 lculations here show that fC and the neutral tautomers of caC are acidic relative to other TDG substr
205 he observation and characterization of three tautomers of deprotonated cytosine anions, [trans-keto-a
206 As a consequence, DgAS binds the furanoid tautomers of fructose through a weak network of interact
207 tifies possible pathways involving different tautomers of Gln50 that will eventually lead to the ligh
208 ution we conclude that both dominant neutral tautomers of hypoxanthine exhibit ultrashort excited sta
210 present the synthesis of the "missing" keto tautomers of imidazolidinylidene-derived diamino enols,
211 dicating that major gas-phase conformers and tautomers of neutral AA do not support the intramolecula
213 osine and suggests a new method to study the tautomers of nucleobases using electrospray ionization a
214 arbaporphyrin structures, together with four tautomers of porphyrin and the related antiaromatic spec
218 putational analyses suggest that phenol-type tautomers of the pyrazolone ring are the active pharmaco
221 perchlorates, electronic isomers (or valence tautomers) of well-known iron(IV)-oxo porphyrin radical
222 undant proportion of this traditionally rare tautomer offers a compelling structure-based mechanism f
223 dynamically less favored gaseous carboxylate tautomer or the thermodynamically more favored gaseous p
224 (2) The rare 1',4'-iminopyrimidine ThDP tautomer participates in formation of ThDP-bound interme
225 d the sample is slowly heated, the hs-Co(II) tautomer persists until ca. 90 K, approximately 40 K hig
226 that P.A. anion binds as the N-deprotonated tautomer (PhSO(2)NOH(-)) to [Fe(II)(N3PyS)](+), leading
227 respectively, along with their corresponding tautomers (PNP)Ti=CHSiMe3(CH2tBu) (5) and (PNP)Ti=CHPh(C
229 This model accurately predicts the relative tautomer populations versus applied potential, at interf
232 )C NMR data, in DMSO-d(6) solution, the 6-1H tautomer predominates, whereas in less polar CDCl(3) or
234 e tautomeric LAH adducts are compared to the tautomer preference energies of the LiH adducts and of t
241 DFT studies were performed on a series of tautomers, protonated species, and anionic structures re
242 e but complementary quinonoidal and aromatic tautomers provide the Janus faces of the reactants and p
246 adapted state with the imidic acid glutamine tautomer reproduces the experimentally observed spectros
247 nto thermodynamically more stable 1H- and 6H-tautomers, respectively, by removing of the benzyl-PG.
248 The fluorescence quantum yield of the ESIPT tautomers revealed a significant correlation with the ob
251 aking the salt bridge, since the rate of the tautomer shift, following CO binding, increases with dec
252 found to diminish the rate and extent of the tautomer shift, suggesting a ketoenamine-stabilizing pho
253 N chemical shift for the 1,4-iminopyrimidine tautomer should serve as useful guides to the assignment
254 ations for each of the rings comprising both tautomers showed that while the central benzene ring los
255 djacent integrals, low-level impurities, and tautomer signals are among the common integral interfere
258 the tris(hydrazone) [rather than tris(azo)] tautomer stabilized by resonance-assisted hydrogen bondi
259 e relative OAT and HAT reactivity of valence tautomers such as M(V)(O)(porph) versus M(IV)(O)(porph(*
261 s are associated with the normal (N( *)) and tautomer (T( *)) excited-state species that result from
262 ransfer, protonated HAL and ALH rearrange to tautomers that are detected as nondissociated anions in
264 are aromatic, while in the corresponding oxo tautomers the nitrogen-containing ring is essentially no
266 His37 undergoes fast exchange among the tau tautomer, the pi tautomer, and the cationic state due to
267 phy to be exclusively the quinolinone (keto) tautomer, though experimental cyclic voltammetry support
268 ly thermally stable photogenerated hs-Co(II) tautomer, thus providing an excellent handle for molecul
269 n of the pyridyl ligand (or its pyridylidene tautomer) to the alpha-carbon of the vinylidene, followe
271 t we may have a mixture of the keto and enol tautomers under our conditions in the gas phase, althoug
272 hich the proportions of the 5- and 6-methoxy tautomers vary systematically, we demonstrate that solid
273 n forms a mixture of three different valence tautomers (VTs) in CH2Cl2 or 1,2-C2H4Cl2 solutions.
274 CSiMe3)(PMe2Ph) (3a) and its bis(alkylidene) tautomer W(CH2SiMe3)2(=CHSiMe3)2(PMe2Ph) (3b) was simila
275 3(CSiMe3)(PMe3) (1a) and its bis(alkylidene) tautomer W(CH2SiMe3)2(=CHSiMe3)2(PMe3) (1b) has been fou
276 ibration of the thermodynamically disfavored tautomer was attempted with acids and bases but could no
278 heimer-type intermediates as tetrazolopurine tautomers was supported by various spectroscopic methods
279 energetics of neutral and cationic cytosine tautomers were determined using explicitly correlated me
283 constants, K(a)(KH), for the different keto tautomers were measured spectrophotometrically at 25 deg
284 rodiol metabolites, isolated as their ketone tautomers, were obtained from meta and ortho methoxyphen
285 and -10.49 kcal/mol) for less stable purine tautomers when the proton acceptor is located in the fiv
286 l effects favor these conformers of the keto tautomer, which do not support an intramolecular hydroge
287 two fully dechlorinated diastereomers and a tautomer, which further photodegrade over several days t
289 otonation of the metal-stabilized rare imino tautomer, which takes place at pKa approximately 7.5 in
290 the energetic degeneracy of the two valence tautomers, while not affecting the activation barrier.
292 coordinated to the metal ion, but involves a tautomer with a more effective Lewis acid and more react
293 theory calculations showed that a nonplanar tautomer with four internal hydrogens was favored, in ag
294 -protonated tautomer but in the N-protonated tautomer with the prevalence of a keto-enamine resonance
295 C-(P-tetraone)2H leads to the formation of a tautomer with trans inner hydrogens with one residing on
297 Dicarbaporphyrin and tricarbaporphyrin favor tautomers with an internal methylene group, while two in
299 G reveals the existence of two ground-state tautomers with significantly shifted absorption and emis