TOAC (BioDeep_00000829829)
代谢物信息卡片
2,2,6,6-Tetramethylpiperidine-N-oxide-4-amino-4-carboxylic acid
化学式: C10H19N2O3 (215.1395604)
中文名称: 2,2,6,6-四甲基哌啶-1-氧基-4-氨基-4-羧酸
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC1(CC(CC(N1[O])(C)C)(C(=O)O)N)C
InChI: InChI=1S/C10H19N2O3/c1-8(2)5-10(11,7(13)14)6-9(3,4)12(8)15/h5-6,11H2,1-4H3,(H,13,14)
相关代谢途径
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代谢反应
0 个相关的代谢反应过程信息。
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0 个相关的物种来源信息
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：
- PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。
文献列表
- Shiying Zhu, Ehsan Kachooei, Jeffrey R Harmer, Louise J Brown, Frances Separovic, Marc-Antoine Sani. TOAC spin-labeled peptides tailored for DNP-NMR studies in lipid membrane environments.
Biophysical journal.
2021 10; 120(20):4501-4511. doi:
10.1016/j.bpj.2021.08.040. [PMID: 34480924] - Daniel J Mayo, Indra D Sahu, Gary A Lorigan. Assessing topology and surface orientation of an antimicrobial peptide magainin 2 using mechanically aligned bilayers and electron paramagnetic resonance spectroscopy.
Chemistry and physics of lipids.
2018 07; 213(?):124-130. doi:
10.1016/j.chemphyslip.2018.04.004. [PMID: 29689258] - Eduardo F Vicente, Luis Guilherme M Basso, Graziely F Cespedes, Esteban N Lorenzón, Mariana S Castro, Maria José S Mendes-Giannini, Antonio José Costa-Filho, Eduardo M Cilli. Dynamics and conformational studies of TOAC spin labeled analogues of Ctx(Ile(21))-Ha peptide from Hypsiboas albopunctatus.
PloS one.
2013; 8(4):e60818. doi:
10.1371/journal.pone.0060818. [PMID: 23585852] - Harishchandra Ghimire, Eric J Hustedt, Indra D Sahu, Johnson J Inbaraj, Robert McCarrick, Daniel J Mayo, Monica R Benedikt, Ryan T Lee, Stuart M Grosser, Gary A Lorigan. Distance measurements on a dual-labeled TOAC AChR M2δ peptide in mechanically aligned DMPC bilayers via dipolar broadening CW-EPR spectroscopy.
The journal of physical chemistry. B.
2012 Mar; 116(12):3866-73. doi:
10.1021/jp212272d. [PMID: 22379959] - Harishchandra Ghimire, Shadi Abu-Baker, Indra D Sahu, Andy Zhou, Daniel J Mayo, Ryan T Lee, Gary A Lorigan. Probing the helical tilt and dynamic properties of membrane-bound phospholamban in magnetically aligned bicelles using electron paramagnetic resonance spectroscopy.
Biochimica et biophysica acta.
2012 Mar; 1818(3):645-50. doi:
10.1016/j.bbamem.2011.11.030. [PMID: 22172806] - Victoria N Syryamina, Nikolay P Isaev, Cristina Peggion, Fernando Formaggio, Claudio Toniolo, Jan Raap, Sergei A Dzuba. Small-amplitude backbone motions of the spin-labeled lipopeptide trichogin GA IV in a lipid membrane as revealed by electron spin echo.
The journal of physical chemistry. B.
2010 Sep; 114(38):12277-83. doi:
10.1021/jp106769q. [PMID: 20825208] - R Bartucci, R Guzzi, L Sportelli, D Marsh. Intramembrane water associated with TOAC spin-labeled alamethicin: electron spin-echo envelope modulation by D2O.
Biophysical journal.
2009 Feb; 96(3):997-1007. doi:
10.1016/j.bpj.2008.10.024. [PMID: 19186137] - Rosa Bartucci, Rita Guzzi, Marta De Zotti, Claudio Toniolo, Luigi Sportelli, Derek Marsh. Backbone dynamics of alamethicin bound to lipid membranes: spin-echo electron paramagnetic resonance of TOAC-spin labels.
Biophysical journal.
2008 Apr; 94(7):2698-705. doi:
10.1529/biophysj.107.115287. [PMID: 18096632] - Derek Marsh, Claudio Toniolo. Polarity dependence of EPR parameters for TOAC and MTSSL spin labels: correlation with DOXYL spin labels for membrane studies.
Journal of magnetic resonance (San Diego, Calif. : 1997).
2008 Feb; 190(2):211-21. doi:
10.1016/j.jmr.2007.11.005. [PMID: 18042415] - Derek Marsh, Micha Jost, Cristina Peggion, Claudio Toniolo. Lipid chain-length dependence for incorporation of alamethicin in membranes: electron paramagnetic resonance studies on TOAC-spin labeled analogs.
Biophysical journal.
2007 Jun; 92(11):4002-11. doi:
10.1529/biophysj.107.104026. [PMID: 17351010] - Derek Marsh, Micha Jost, Cristina Peggion, Claudio Toniolo. TOAC spin labels in the backbone of alamethicin: EPR studies in lipid membranes.
Biophysical journal.
2007 Jan; 92(2):473-81. doi:
10.1529/biophysj.106.092775. [PMID: 17056731] - Christine B Karim, Zhiwen Zhang, David D Thomas. Synthesis of TOAC spin-labeled proteins and reconstitution in lipid membranes.
Nature protocols.
2007; 2(1):42-9. doi:
10.1038/nprot.2007.2. [PMID: 17401337] - Luis G M Moraes, Marcos A Fázio, Renata F F Vieira, Clovis R Nakaie, M Terêsa M Miranda, Shirley Schreier, Sirlei Daffre, Antonio Miranda. Conformational and functional studies of gomesin analogues by CD, EPR and fluorescence spectroscopies.
Biochimica et biophysica acta.
2007 Jan; 1768(1):52-8. doi:
10.1016/j.bbamem.2006.08.016. [PMID: 17027634] - Zhiwen Zhang, Henriette A Remmer, David D Thomas, Christine B Karim. Backbone dynamics determined by electron paramagnetic resonance to optimize solid-phase peptide synthesis of TOAC-labeled phospholamban.
Biopolymers.
2007; 88(1):29-35. doi:
10.1002/bip.20618. [PMID: 17066471] - Ethan S Karp, Johnson J Inbaraj, Mikhail Laryukhin, Gary A Lorigan. Electron paramagnetic resonance studies of an integral membrane peptide inserted into aligned phospholipid bilayer nanotube arrays.
Journal of the American Chemical Society.
2006 Sep; 128(37):12070-1. doi:
10.1021/ja064077k. [PMID: 16967948] - Christine B Karim, Zhiwen Zhang, Edmund C Howard, Kurt D Torgersen, David D Thomas. Phosphorylation-dependent conformational switch in spin-labeled phospholamban bound to SERCA.
Journal of molecular biology.
2006 May; 358(4):1032-40. doi:
10.1016/j.jmb.2006.02.051. [PMID: 16574147] - Lars Thomas, Holger A Scheidt, Andrea Bettio, Daniel Huster, Annette G Beck-Sickinger, Klaus Arnold, Olaf Zschörnig. Membrane interaction of neuropeptide Y detected by EPR and NMR spectroscopy.
Biochimica et biophysica acta.
2005 Aug; 1714(2):103-13. doi:
10.1016/j.bbamem.2005.06.012. [PMID: 16095559] - Christine B Karim, Tara L Kirby, Zhiwen Zhang, Yuri Nesmelov, David D Thomas. Phospholamban structural dynamics in lipid bilayers probed by a spin label rigidly coupled to the peptide backbone.
Proceedings of the National Academy of Sciences of the United States of America.
2004 Oct; 101(40):14437-42. doi:
10.1073/pnas.0402801101. [PMID: 15448204] - K G Victor, D S Cafiso. Location and dynamics of basic peptides at the membrane interface: electron paramagnetic resonance spectroscopy of tetramethyl-piperidine-N-oxyl-4-amino-4-carboxylic acid-labeled peptides.
Biophysical journal.
2001 Oct; 81(4):2241-50. doi:
10.1016/s0006-3495(01)75871-7. [PMID: 11566794] - T A Pertinhez, C R Nakaie, A C Paiva, S Schreier. Spin-labeled extracellular loop from a seven-transmembrane helix receptor: studies in solution and interaction with model membranes.
Biopolymers.
1997 Dec; 42(7):821-9. doi:
10.1002/(sici)1097-0282(199712)42:7\%3c821::aid-bip7\%3e3.0.co;2-v. [PMID: 10904553] - T A Pertinhez, C R Nakaie, R S Carvalho, A C Paiva, M Tabak, F Toma, S Schreier. Conformational changes upon binding of a receptor loop to lipid structures: possible role in signal transduction.
FEBS letters.
1995 Nov; 375(3):239-42. doi:
10.1016/0014-5793(95)01222-z. [PMID: 7498508]