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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
Source PublicationJOURNAL OF PHYSICAL CHEMISTRY B
2014-10-09
DOI10.1021/jp5082017
Volume118Issue:40Pages:11707-11714
Indexed BySCI
SubtypeArticle
WOS HeadingsScience & Technology ; Physical Sciences
WOS SubjectChemistry, Physical
WOS Research AreaChemistry
WOS Keyword2'-DEOXYGUANOSINE 5'-MONOPHOSPHATE ; ELECTRON-TRANSFER ; AQUEOUS-SOLUTION ; FOLIC-ACID ; FLUORESCENCE ; MECHANISM ; TETRAHYDROBIOPTERIN ; BIOSYNTHESIS ; METABOLISM ; PTERIDINES
AbstractThe 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.
Language英语
WOS IDWOS:000343016000012
Citation statistics
Cited Times:15[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://cas-ir.dicp.ac.cn/handle/321008/145922
Collection中国科学院大连化学物理研究所
Affiliation1.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
Recommended Citation
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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