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1 er in another step, likely hydrolysis of the carbinolamine.
2 arbinolamine nitrogen to give the protonated carbinolamine.
3 ble of existing in equilibrium with a cyclic carbinolamine.
4 -1, respectively, in dehydrating the neutral carbinolamine.
5 roups and give rise to 5- or 6-membered ring carbinolamines.
6 roacetaldehyde reaching equilibrium with the carbinolamine 2,2-dichloro-1-(chloroamino)ethanol ( K(1)
7 m constant K1 = 1.87 x 10(3) M(-1)) with the carbinolamine 2-chloro-1-(chloroamino)ethanol.
8  such that the oxygen atoms analogous to the carbinolamine and beta-hydroxyl oxygens are positioned n
9 ambiguously identify the postulated covalent carbinolamine and Schiff base intermediates in the aldol
10  species result in the formation of both the carbinolamine and the hydrazone derivatives.
11 ial formation of alpha-iminoglutarate, alpha-carbinolamine, and alpha-ketoglutarate-reduced coenzyme
12 ls of solvation that would otherwise inhibit carbinolamine, and thus imine, formation.
13 e derived aldehydes to form 5- or 6-membered carbinolamines are critical determinants of biologic pot
14                           We have identified carbinolamines as a new class of alternate substrate.
15 ermediate for N-nitrosamine formation, while carbinolamine became the major contributor under acidic
16 ve stability of the interconvertible N10-C11 carbinolamine, carbinolamine methyl ether, and imine for
17 ) and the ultrared as the enzyme-NADPH-alpha-carbinolamine complex (ERC).
18 -alpha-iminoglutarate and enzyme-NADPH-alpha-carbinolamine complexes at concentrations whose sum acco
19 ent forms of the known alpha-imino and alpha-carbinolamine complexes in which the active site cleft i
20  alpha-iminoglutarate and highly red-shifted carbinolamine complexes observed in both reactions, the
21              In contrast, dehydration of the carbinolamine cross-link to an imine (Schiff base) cross
22 amino group established unambiguously that a carbinolamine cross-link was not formed.
23                      These sequence-specific carbinolamine cross-links are anticipated to interfere w
24 otein with distant homology to pterin-4alpha-carbinolamine dehydratase (PCD) enzymes.
25                                    Pterin-4a-carbinolamine dehydratase (PCD) is a highly conserved en
26 s encoding phenylalanine hydroxylase (PhhA), carbinolamine dehydratase (PhhB), and aromatic aminotran
27 ion has been found, supporting the idea that carbinolamine dehydratase activity is not required for H
28 oH2 forms a tetramer, displays pterin-4alpha-carbinolamine dehydratase activity, and binds HNF1alpha
29                                    Pterin 4a-carbinolamine dehydratase is bifunctional in mammals.
30 osa PhhA plus the recycling enzyme pterin 4a-carbinolamine dehydratase, PhhB, rescues tyrosine auxotr
31 ting assays further indicated that pterin-4a-carbinolamine dehydratase, which regenerates the AAH cof
32 atalase, glutathione peroxidase, and 4 alpha-carbinolamine dehydratase.
33 tivity of the bifunctional protein pterin-4a-carbinolamine dehydratase/dimerization cofactor for hepa
34 ed a novel deletion in PCBD1 (pterin-4 alpha-carbinolamine dehydratase/dimerization cofactor of hepat
35 tocyte nuclear factor 1 (DCoH)/pterin-4alpha-carbinolamine dehydratases (PCD)-like protein is the cau
36                                    Pterin-4a-carbinolamine dehydratases (PCDs) recycle oxidized pteri
37                                          The carbinolamine dehydration step was found to be acid/base
38 amino group may also enhance the rate of the carbinolamine dehydration step.
39 ition reaction resulting in formation of the carbinolamine derivative.
40 um 40% of the DNA was cross-linked, with the carbinolamine form of the cross-link predominating.
41 ase, which allowed the rates of both initial carbinolamine formation (as part of the imination step)
42 ion by acting as a proton shuttle during the carbinolamine formation step, which enables diamines to
43                        MTOX oxidation of the carbinolamine formed with L-tryptophan and formaldehyde
44 ith N-methyl-L-tryptophan, sarcosine, or the carbinolamine formed with L-tryptophan and formaldehyde.
45 s tentatively assigned to protonation of the carbinolamine guanidinium system.
46 y the same group accepting a proton from the carbinolamine hydroxyl to generate alpha-Kg and lysine.
47  in protonation of the hydroxyl group of the carbinolamine in the dehydration step, catalyzing Schiff
48  highlights the roles of the iminium ion and carbinolamine in the formation of N-nitrosamines during
49 evidence is presented for the formation of a carbinolamine interchain cross-link in 5'-CpG-3' sequenc
50 esidue or position in the protonation of the carbinolamine intermediate and dehydration of the Schiff
51 ate via similar mechanisms, both involving a carbinolamine intermediate followed by hydride transfer
52  strongly for the N-dealkylation of 2a via a carbinolamine intermediate formed by a conventional C-hy
53 to facilitate formation and breakdown of the carbinolamine intermediate to give the Schiff base and t
54 s with the reduced flavin coenzyme to form a carbinolamine intermediate used by ThyX for dUMP methyla
55 -hexanoic acid, which seems to form a stable carbinolamine intermediate with Lys263.
56 catalyzed step, most likely protonation of a carbinolamine intermediate, is also significantly rate c
57 ction proceeds with C-N bond cleavage in the carbinolamine intermediate, shows excellent functional g
58 ng general acid-catalyzed dehydration of the carbinolamine intermediate.
59 hiff base carbon of saccharopine to form the carbinolamine intermediate.
60 acilitate proton transfer from Lys-53 to the carbinolamine intermediate.
61 ) at C-H bonds in 1-4 leads to nonrearranged carbinolamine intermediates and thereby to "ordinary" N-
62  part, explain the thermal stability of this carbinolamine interstrand cross-link and the stereochemi
63 ally stable surrogates for the corresponding carbinolamine interstrand cross-links arising from the c
64                              Collapse of the carbinolamine is then facilitated by the same group acce
65        Molecular modeling suggested that the carbinolamine linkage should be capable of maintaining W
66  is the dG linked to the alpha-carbon of the carbinolamine linkage, and Y(19) is the dG linked to the
67  is the dG linked to the gamma-carbon of the carbinolamine linkage; the cross-link is in the 5'-CpG-3
68  the interconvertible N10-C11 carbinolamine, carbinolamine methyl ether, and imine forms of PBDs.
69 p is likely protonation/deprotonation of the carbinolamine nitrogen formed as an intermediate in imin
70 s a general acid and donates a proton to the carbinolamine nitrogen to give the protonated carbinolam
71  isotope effects reveal that collapse of the carbinolamine (or gem-diamine) to give the final product
72 eviously undetected reaction intermediate, a carbinolamine product-reduced CTQ adduct, and exhibited
73 ct of chain length, oxygen substitution, and carbinolamine ring size on analogue potency.
74 m (3aS)-N8-benzylnoresermethole (-)12 by the carbinolamine route.
75                      Our results reveal that carbinolamine species promote methylene transfer and sug
76 hat the cross-link is a mixture of imine and carbinolamine structures.
77 hat it can act as a nucleophile in forming a carbinolamine upon attack of the carbonyl of AASA.
78 ve of 1b, which cannot give rise to a cyclic carbinolamine, was 2 orders of magnitude less potent tha
79 ues capable of forming 7-, 8-, or 9-membered carbinolamines were markedly less active.
80 with N(2)O(3), iminium ions with nitrite and carbinolamines with N(2)O(3) from quantum chemical compu