Polarization in the structures of uracil and thiouracils: Implication for binding with orotidine 5?monophosphate decarboxylase

详细信息    查看全文

• 作者：Sha  ; Huang^a ; Scott  ; Gronert^b ;   ; ^{sgronert@vcu.edu} ; Weiming  ; Wu^a ;   ; ^wuw@sfsu.edu
• 关键词：Uracil ; Thiouracil ; Dipole moment ; Polarization ; ODCase ; Coupling constant
• 刊名：Bioorganic and Medicinal Chemistry Letters
• 出版年：2011
• 出版时间：1 November 2011
• 年：2011
• 卷：21
• 期：21
• 页码：6341-6342
• 全文大小：201 K

文摘

The structures of the uracil and thiouracils were examined using NMR spectroscopy and crystal structure data when available. The relationships between the extent of polarization and the C5¨CC6 bond length as well as the H5¨CH6 coupling constants were probed. It was found that the bond length and coupling constants correlate well with the proton affinities at the carbonyl or thiocarbonyl groups at C4 but not C2. The possible implication in the tighter binding of thiouracil based nucleotides to orotidine-5?/b>-monophosphate decarboxylase was discussed.