Chemical modelling of the thymidylate synthase reaction: evidence for the formation of an exocyclic methylene intermediate from analogues of the covalent ternary …
PFC van der Meij, UK Pandit
Index: Meij, Paul F. C. van der; Pandit, Upendra K. Tetrahedron Letters, 1988 , vol. 29, # 42 p. 5445 - 5448
Full Text: HTML
Citation Number: 4
Abstract
Abstract The intramolecular thiol addition to C (6) in 1-(3-mercaptopropyl)-5- aminomethyluracil derivatives in protic media leads to the formation of bicyclic; 5, 6- dihydrouracil derivatives, which maybe regarded as models of the covalent ternary complex in the thymidylate synthase reaction. Evidence is presented for the formation of an exocyclic methylene intermediate from these model compounds.
Related Articles:
[Alonso, Francisco; Candela, Pablo; Gomez, Cecilia; Yus, Miguel Advanced Synthesis and Catalysis, 2003 , vol. 345, # 1-2 p. 275 - 279]
[Murahashi, Shun-Ichi; Nakae, Takahiro; Terai, Hiroyuki; Komiya, Naruyoshi Journal of the American Chemical Society, 2008 , vol. 130, # 33 p. 11005 - 11012]
[Li, Fang; Li, Wenbo; Li, Jing; Xue, Wei; Wang, Yanji; Zhao, Xinqiang Applied Catalysis A: General, 2014 , vol. 475, p. 355 - 362]
[Siddegowda, Maravanahalli S.; Yathirajan, Hemmige S.; Ramakrishna, Ramesha A. Tetrahedron Letters, 2012 , vol. 53, # 39 p. 5219 - 5222]
[Siddegowda, Maravanahalli S.; Yathirajan, Hemmige S.; Ramakrishna, Ramesha A. Tetrahedron Letters, 2012 , vol. 53, # 39 p. 5219 - 5222]