On Transition Structures for Hydride Transfer Step in Enzyme Catalysis. A Comparative Study on Models of Glutathione Reductase Derived from Semiempirical, HF, and DFT Methods

1996 ◽  
Vol 61 (22) ◽  
pp. 7777-7783 ◽  
Author(s):  
Juan Andrés ◽  
Vicente Moliner ◽  
Vicent S. Safont ◽  
Luís R. Domingo ◽  
María T. Picher
Keyword(s):  
Comparative Study ◽  
Glutathione Reductase ◽  
Enzyme Catalysis ◽  
Hydride Transfer ◽  
Dft Methods ◽  
Transfer Step ◽  
Transition Structures

Transition structures for hydride transfer reactions in vacuo and their role in enzyme catalysis

1996 ◽  
Vol 371 ◽  
pp. 299-312 ◽  
Author(s):  
J. Andrés ◽  
V. Moliner ◽  
V.S. Safont ◽  
J.M. Aulló ◽  
W. Díaz ◽  
...  
Keyword(s):  
Enzyme Catalysis ◽  
Hydride Transfer ◽  
Transfer Reactions ◽  
Transition Structures ◽  
Hydride Transfer Reactions

On Transition Structures for Hydride Transfer Step: A Theoretical Study of the Reaction Catalyzed by Dihydrofolate Reductase Enzyme

1996 ◽  
Vol 24 (1) ◽  
pp. 10-18 ◽  
Author(s):  
J. Andrés ◽  
V. Moliner ◽  
V.S. Safont ◽  
L.R. Domingo ◽  
M.T. Picher ◽  
...  
Keyword(s):  
Dihydrofolate Reductase ◽  
Theoretical Study ◽  
Hydride Transfer ◽  
Transfer Step ◽  
Transition Structures

Enzyme catalysis: Transition structures and quantum dynamical aspects: Modeling rubisco's oxygenation and carboxylation mechanisms

2002 ◽  
Vol 88 (1) ◽  
pp. 154-166 ◽  
Author(s):  
O. Tapia ◽  
Henk Fidder ◽  
Vicent S. Safont ◽  
Mónica Oliva ◽  
Juan Andrés
Keyword(s):  
Enzyme Catalysis ◽  
Quantum Dynamical ◽  
Transition Structures

Ferrier–Nicholas pyranosidic cations: application to diversity-oriented synthesis

2014 ◽  
Vol 86 (9) ◽  
pp. 1357-1364 ◽  
Author(s):  
J. Cristobal Lopez ◽  
Fernando Lobo ◽  
Silvia Miranda ◽  
Clara Uriel ◽  
Ana M. Gomez
Keyword(s):  
Hydride Transfer ◽  
Pivotal Role ◽  
Diversity Oriented Synthesis ◽  
Ring Contraction ◽  
Transfer Step ◽  
Silyl Derivatives ◽  
Dicobalt Hexacarbonyl ◽  
Benzyl Substituent

AbstractPyranosidic allylic (Ferrier) cations that share dicobalt hexacarbonyl propargyl (Nicholas) stabilization at C-1, can be easily generated by treatment of hexacarbonyldicobalt alkynyl glycals with BF3·OEt2, and display a remarkable reactivity leading to a variety of products. The substituent at O-6 in these glycals plays a pivotal role in directing the outcome of the transformations. Accordingly, 6-O-benzyl or 6-O-allyl groups cause a series of transformations resulting in the stereoselective formation of oxepanes through a process that involves an initial hydride transfer step from the allyl or benzyl substituent to the Ferrier–Nicholas cation. On the contrary, 6-OH derivatives undergo an overall ring contraction to branched tetrahydrofuran derivatives. 6-O-Silyl derivatives, in the presence of heteroaryl nucleophiles, were transformed into C-3 branched bis-C-C-glycosides, containing two of such molecules.

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