TOAC (CAS 15871-57-5)
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TOAC (2,2,6,6-Tetramethylpiperidine-1-oxyl-4-amino-4-carboxylic Acid) represents a cutting-edge spin-labeled amino acid that has found significant applications in the field of chemical and biophysical research, particularly in the study of peptide and protein structures and dynamics. As a unique amino acid, TOAC incorporates a stable nitroxide radical, which allows it to serve as an intrinsic reporter of electron paramagnetic resonance (EPR) spectroscopy. This capability makes TOAC an invaluable tool in probing the conformational changes, folding processes, and interactions of peptides and proteins at a molecular level. The spin label of TOAC is particularly useful in site-directed spin labeling (SDSL) techniques, enabling researchers to achieve precise spatial and environmental information about the molecule of interest. Through these applications, TOAC aids in elucidating the intricate mechanisms underlying protein function, dynamics, and protein-ligand interactions, contributing significantly to the advancement of molecular biology and chemistry.
TOAC (CAS 15871-57-5) References
- Electron spin resonance of TOAC labeled peptides: folding transitions and high frequency spectroscopy. | McNulty, JC., et al. 2000. Biopolymers. 55: 479-85. PMID: 11304675
- Interaction between TOAC free radical and photoexcited triplet chromophores linked to peptide templates. | Corvaja, C., et al. 2000. Biopolymers. 55: 486-95. PMID: 11304676
- Isolation and characterization of the nonglycosylated membrane protein and a nucleocapsid complex from the paramyxovirus SV5. | McSharry, JJ., et al. 1975. Virology. 67: 365-74. PMID: 1189285
- TOAC spin labels in the backbone of alamethicin: EPR studies in lipid membranes. | Marsh, D., et al. 2007. Biophys J. 92: 473-81. PMID: 17056731
- Analogues containing the paramagnetic amino acid TOAC as substrates for angiotensin I-converting enzyme. | de Deus Teixeira, LG., et al. 2007. FEBS Lett. 581: 2411-5. PMID: 17485083
- Polarity dependence of EPR parameters for TOAC and MTSSL spin labels: correlation with DOXYL spin labels for membrane studies. | Marsh, D. and Toniolo, C. 2008. J Magn Reson. 190: 211-21. PMID: 18042415
- Mobility of TOAC spin-labelled peptides binding to the Src SH3 domain studied by paramagnetic NMR. | Lindfors, HE., et al. 2008. J Biomol NMR. 41: 157-67. PMID: 18560762
- Characterization of a conformationally sensitive TOAC spin-labeled substance P. | Shafer, AM., et al. 2008. Peptides. 29: 1919-29. PMID: 18775458
- Intramembrane water associated with TOAC spin-labeled alamethicin: electron spin-echo envelope modulation by D2O. | Bartucci, R., et al. 2009. Biophys J. 96: 997-1007. PMID: 19186137
- Synthesis and preliminary conformational analysis of TOAC spin-labeled analogues of the medium-length peptaibiotic tylopeptin B. | Gobbo, M., et al. 2012. J Pept Sci. 18: 37-44. PMID: 22052779
- The spin label amino acid TOAC and its uses in studies of peptides: chemical, physicochemical, spectroscopic, and conformational aspects. | Schreier, S., et al. 2012. Biophys Rev. 4: 45-66. PMID: 22347893
- Dynamics and conformational studies of TOAC spin labeled analogues of Ctx(Ile(21))-Ha peptide from Hypsiboas albopunctatus. | Vicente, EF., et al. 2013. PLoS One. 8: e60818. PMID: 23585852
- A comparison of activity, toxicity, and conformation of tritrpticin and two TOAC-labeled analogues. Effects on the mechanism of action. | Bozelli, JC., et al. 2020. Biochim Biophys Acta Biomembr. 1862: 183110. PMID: 31672543
- TOAC spin-labeled peptides tailored for DNP-NMR studies in lipid membrane environments. | Zhu, S., et al. 2021. Biophys J. 120: 4501-4511. PMID: 34480924
- Crystallographic characterization of geometry and conformation of TOAC, a nitroxide spin-labelled C alpha,alpha-disubstituted glycine, in simple derivatives and model peptides. | Flippen-Anderson, JL., et al. 1996. Int J Pept Protein Res. 47: 231-8. PMID: 8738647
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
TOAC, 100 mg | sc-202366 | 100 mg | $101.00 |