scholarly journals Hydride Transfer versus Hydrogen Radical Transfer in Thymidylate Synthase

2006 ◽  
Vol 128 (17) ◽  
pp. 5636-5637 ◽  
Author(s):  
Baoyu Hong ◽  
Majd Haddad ◽  
Frank Maley ◽  
Jan H. Jensen ◽  
Amnon Kohen
Keyword(s):  
Thymidylate Synthase ◽  
Hydride Transfer ◽  
Radical Transfer ◽  
Hydrogen Radical

scholarly journals A Remote Mutation Affects the Hydride Transfer by Disrupting Concerted Protein Motions in Thymidylate Synthase

2012 ◽  
Vol 134 (42) ◽  
pp. 17722-17730 ◽  
Author(s):  
Zhen Wang ◽  
Thelma Abeysinghe ◽  
Janet S. Finer-Moore ◽  
Robert M. Stroud ◽  
Amnon Kohen
Keyword(s):  
Thymidylate Synthase ◽  
Hydride Transfer ◽  
Protein Motions

scholarly journals Hydrogen radical-shuttle (HRS)-enabled photoredox synthesis of indanones via decarboxylative annulation

2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Bo Yang ◽  
Shi-Jun Li ◽  
Yongdong Wang ◽  
Yu Lan ◽  
Shifa Zhu
Keyword(s):  
Organic Synthesis ◽  
Carbonyl Compounds ◽  
Density Functional ◽  
Functional Group ◽  
Hydrogen Atom Transfer ◽  
Effective Strategy ◽  
Functional Theory ◽  
Slow Kinetics ◽  
Radical Transfer ◽  
Hydrogen Radical

AbstractHydrogen atom transfer (HAT) process is a powerful and effective strategy for activating C-H bonds followed by further functionalization. Intramolecular 1,n (n = 5 or 6)-HATs are common and frequently encountered in organic synthesis. However, intramolecular 1,n (n = 2 or 3)-HAT is very challenging due to slow kinetics. Compared to proton-shuttle process, which is well established for organic synthesis, hydrogen radical-shuttle (HRS) is unexplored. In this work, a HRS-enabled decarboxylative annulation of carbonyl compounds via photoredox catalysis for the synthesis of indanones is developed. This protocol features broad substrate scope, excellent functional group tolerance, internal hydrogen radical transfer, atom- and step-economy. Critical to the success of this process is the introduction of water, acting as both HRS and hydrogen source, which was demonstrated by mechanistic experiments and density functional theory (DFT) calculations. Importantly, this mechanistically distinctive HAT provides a complement to that of typical proton-shuttle-promoted, representing a breakthrough in hydrogen radical transfer, especially in the inherently challenging 1,2- or 1,3-HAT.

scholarly journals The influence of active site conformations on the hydride transfer step of the thymidylate synthase reaction mechanism

2015 ◽  
Vol 17 (46) ◽  
pp. 30793-30804 ◽  
Author(s):  
Katarzyna Świderek ◽  
Amnon Kohen ◽  
Vicent Moliner
Keyword(s):  
Reaction Mechanism ◽  
Thymidylate Synthase ◽  
Active Site ◽  
Hydride Transfer ◽  
Md Simulations ◽  
Concerted Mechanism ◽  
X Ray ◽  
Rate Limiting Step ◽  
Limiting Step ◽  
Rate Limiting

QM/MM MD simulations from different X-ray structures support the concerted mechanism character in the rate limiting step of thymidylate synthase catalysis.

scholarly journals Mg2+ Binds to the Surface of Thymidylate Synthase and Affects Hydride Transfer at the Interior Active Site

2013 ◽  
Vol 135 (20) ◽  
pp. 7583-7592 ◽  
Author(s):  
Zhen Wang ◽  
Paul J. Sapienza ◽  
Thelma Abeysinghe ◽  
Calvin Luzum ◽  
Andrew L. Lee ◽  
...  
Keyword(s):  
Thymidylate Synthase ◽  
Active Site ◽  
Hydride Transfer

1,4-Hydrogen Radical Transfer as a New and Versatile Tool for the Synthesis of Enantiomerically Pure 1,2,3-Triols

2000 ◽  
Vol 2 (17) ◽  
pp. 2591-2594 ◽  
Author(s):  
Mihaela Gulea ◽  
Juan Manuel López-Romero ◽  
Louis Fensterbank ◽  
Max Malacria
Keyword(s):  
Enantiomerically Pure ◽  
Versatile Tool ◽  
Radical Transfer ◽  
Hydrogen Radical

Tryptophan 80 and Leucine 143 Are Critical for the Hydride Transfer Step of Thymidylate Synthase by Controlling Active Site Access†,‡

Biochemistry ◽  
2002 ◽  
Vol 41 (22) ◽  
pp. 7021-7029 ◽  
Author(s):  
Timothy A. Fritz ◽  
Lu Liu ◽  
Janet S. Finer-Moore ◽  
Robert M. Stroud
Keyword(s):  
Thymidylate Synthase ◽  
Active Site ◽  
Hydride Transfer ◽  
Transfer Step ◽  
Site Access

ChemInform Abstract: 1,4-Hydrogen Radical Transfer as a New and Versatile Tool for the Synthesis of Enantiomerically Pure 1,2,3-Triols.

ChemInform ◽  
2000 ◽  
Vol 31 (47) ◽  
pp. no-no
Author(s):  
Mihaela Gulea ◽  
Juan Manuel Lopez-Romero ◽  
Louis Fensterbank ◽  
Max Malacria
Keyword(s):  
Enantiomerically Pure ◽  
Versatile Tool ◽  
Radical Transfer ◽  
Hydrogen Radical
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