caa a22 4500 605546126 CHVBK 20210128100939.0 cr unu---uuuuu 210128e20150501xx s 000 0 eng 10.1007/s00723-015-0646-7 doi (NATIONALLICENCE)springer-10.1007/s00723-015-0646-7 Site-Specific Detection of Free Radicals in Membranes Using an Amphiphilic Spin Trap [Elektronische Daten] [Saipeng Huang, Zhao Chen, Libo Du, Qiu Tian, Yangping Liu, Yuansuo Zheng, Yang Liu] The detection of free radicals and related species has attracted considerable attention in recent years due to their critical roles in physiological and pathological processes. Among the various methods for the detection of free radicals, electron spin resonance coupled with spin-trapping technique has been an effective approach for the characterization and quantification of free radicals due to its high specificity. In this study, we designed and synthesized a novel amphiphilic spin trap, 2-(diethoxyphosphoryl)-2-heptadecanyl-3,4-dihydro-2H-pyrrole-1-oxide (DEPHdPO), from 5-(diethoxyphosphoryl)-5-methyl-1-pyrroline-N-oxide with a long hydrocarbon chain at the C-5 position of the pyrroline ring, providing the amphiphilic character. The free-radical-trapping ability of DEPHdPO was evaluated by capturing hydroxyl radicals (·OH), superoxide anions ( $$ {\text{O}}_{2}^{ \cdot - } $$ O 2 · - ), and carbon-centered free radicals in a model membrane prepared from sodium dodecyl sulfate (SDS). The results indicate that the hydrophobic hydrocarbon chain of DEPHdPO can be inserted into the inner core of SDS micelles, and the hydrophilic nitronyl functional moiety is located on the surface layer. Thus, various free radicals, including ·OH radicals, $$ {\text{O}}_{2}^{ \cdot - } $$ O 2 · - anions, and carbon-centered radicals could be site-specifically detected near the membrane surface. Moreover, DEPHdPO could be successfully located on the surface of thylakoid membranes, and the nearby photo-initiated $$ {\text{O}}_{2}^{ \cdot - } $$ O 2 · - anions could be trapped site-specifically. Springer-Verlag Wien, 2015 Huang Saipeng State Key Laboratory for Structural Chemistry of Unstable and Stable Species, Center for Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, 100190, Beijing, China aut Chen Zhao School of Science, Xi'an Jiaotong University, 710049, Xi'an, China aut Du Libo State Key Laboratory for Structural Chemistry of Unstable and Stable Species, Center for Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, 100190, Beijing, China aut Tian Qiu State Key Laboratory for Structural Chemistry of Unstable and Stable Species, Center for Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, 100190, Beijing, China aut Liu Yangping School of Pharmacy, Tianjin Medical University, 300071, Tianjin, China aut Zheng Yuansuo School of Science, Xi'an Jiaotong University, 710049, Xi'an, China aut Liu Yang State Key Laboratory for Structural Chemistry of Unstable and Stable Species, Center for Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, 100190, Beijing, China aut Applied Magnetic Resonance Springer Vienna 46/5(2015-05-01), 489-504 0937-9347 46:5<489 2015 46 723 https://doi.org/10.1007/s00723-015-0646-7 text/html Onlinezugriff via DOI BK010053 XK010053 XK010000 Metadata rights reserved Springer special CC-BY-NC licence nationallicence 1 research-article jats NATIONALLICENCE NATIONALLICENCE NL-springer NATIONALLICENCE 856 40 https://doi.org/10.1007/s00723-015-0646-7 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Huang Saipeng State Key Laboratory for Structural Chemistry of Unstable and Stable Species, Center for Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, 100190, Beijing, China aut NATIONALLICENCE 700 1- Chen Zhao School of Science, Xi'an Jiaotong University, 710049, Xi'an, China aut NATIONALLICENCE 700 1- Du Libo State Key Laboratory for Structural Chemistry of Unstable and Stable Species, Center for Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, 100190, Beijing, China aut NATIONALLICENCE 700 1- Tian Qiu State Key Laboratory for Structural Chemistry of Unstable and Stable Species, Center for Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, 100190, Beijing, China aut NATIONALLICENCE 700 1- Liu Yangping School of Pharmacy, Tianjin Medical University, 300071, Tianjin, China aut NATIONALLICENCE 700 1- Zheng Yuansuo School of Science, Xi'an Jiaotong University, 710049, Xi'an, China aut NATIONALLICENCE 700 1- Liu Yang State Key Laboratory for Structural Chemistry of Unstable and Stable Species, Center for Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, 100190, Beijing, China aut NATIONALLICENCE 773 0- Applied Magnetic Resonance Springer Vienna 46/5(2015-05-01), 489-504 0937-9347 46:5<489 2015 46 723