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pH-Related and Site-Specific Excited-State Proton Transfer from Pterin to Acetate
Liu, Lei1,2; Yang, Dapeng1,3; Li, Peng1
刊名JOURNAL OF PHYSICAL CHEMISTRY B
2014-10-09
DOI10.1021/jp5082017
118期:40页:11707-11714
收录类别SCI
文章类型Article
WOS标题词Science & Technology ; Physical Sciences
类目[WOS]Chemistry, Physical
研究领域[WOS]Chemistry
关键词[WOS]2'-DEOXYGUANOSINE 5'-MONOPHOSPHATE ; ELECTRON-TRANSFER ; AQUEOUS-SOLUTION ; FOLIC-ACID ; FLUORESCENCE ; MECHANISM ; TETRAHYDROBIOPTERIN ; BIOSYNTHESIS ; METABOLISM ; PTERIDINES
英文摘要The pH-related fluorescence quenching mechanism of 2-amino-4-hydroxypteridine (pterin), a biologic functional molecule, in the presence of acetate ion has been fully investigated for the first time. Using a combined experimental and theoretical approach, we discover that the fluorescence quenching observed in acid condition originated from a barrierless excited-state proton-transfer process. The proton on the acid form of pterin is transferred to acetate after photoexcitation. The hydrogen-bonding patterns are found to change with the pH values that govern the occurrence of excited-state proton transfer (ESPT). As revealed by investigating the excitation and relaxation processes of pterin, this ESPT process shows impressive site specificity intrinsically due to the photoinduced acidic center shifting. The experimentally observed fluorescence quenching and lifetime shortening of pterin in acid condition are thus attributed to the site-specific proton transfer from the N5 site. Pterin exists extensively in living organisms and has been found to show favorable proton-donating ability, which may transfer its proton to biofunctional molecules with hydrogen-accepting groups and induce related bioeffects.
语种英语
WOS记录号WOS:000343016000012
引用统计
文献类型期刊论文
条目标识符http://cas-ir.dicp.ac.cn/handle/321008/145922
专题中国科学院大连化学物理研究所
作者单位1.Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Mol React Dynam, Dalian 116023, Peoples R China
2.Dalian Univ Technol, State Key Lab Fine Chem, Dalian 116024, Peoples R China
3.North China Univ Water Resources & Elect Power, Phys Lab, Zhengzhou 450045, Peoples R China
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GB/T 7714
Liu, Lei,Yang, Dapeng,Li, Peng. pH-Related and Site-Specific Excited-State Proton Transfer from Pterin to Acetate[J]. JOURNAL OF PHYSICAL CHEMISTRY B,2014,118(40):11707-11714.
APA Liu, Lei,Yang, Dapeng,&Li, Peng.(2014).pH-Related and Site-Specific Excited-State Proton Transfer from Pterin to Acetate.JOURNAL OF PHYSICAL CHEMISTRY B,118(40),11707-11714.
MLA Liu, Lei,et al."pH-Related and Site-Specific Excited-State Proton Transfer from Pterin to Acetate".JOURNAL OF PHYSICAL CHEMISTRY B 118.40(2014):11707-11714.
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