Nitroxide spin-labelled C α,α-disubstituted glycine derivative. Effective β-turn and 3(10)/α-helix promoter in peptides. Excellent rigid electron paramagnetic resonance probe and fluorescence quencher.
Product Details
Alternative Name: | 2,2,6,6-Tetramethylpiperidine-1-oxyl-4-amino-4-carboxylic acid, free radical |
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Formula: | C10H19N2O3 |
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MW: | 215.3 |
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CAS: | 15871-57-5 |
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Purity: | ≥96% (HPLC) |
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Appearance: | White to light yellow crystalline solid. |
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Solubility: | Soluble in DMSO, 100% ethanol, acetone or benzene; insoluble in water. |
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Shipping: | Ambient Temperature |
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Long Term Storage: | -20°C |
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Regulatory Status: | RUO - Research Use Only |
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Product Literature References
Solid-phase synthesis of peptides containing the spin-labeled 2,2,6,6-tetramethylpiperidine-1-oxyl-4-amino-4-carboxylic acid (TOAC): L. Martin, et al.; J. Pept. Res.
58, 424 (2001),
Abstract;
Electron spin resonance of TOAC labeled peptides: folding transitions and high frequency spectroscopy: J.C. McNulty, et al.; Biopolymers
55, 479 (2000),
Abstract;
TOAC: a useful C<συπ>α</συπ>-tetrasubstituted α-amino acid for peptide conformational analysis by CD spectroscopy in the visible region. Part I: T.T.T. Bui, et al.; J. Chem. Soc. Perkin Trans. 2 1043 (2000),
Correlation between the mobility of spin-labeled peptide chains and resin solvation: an approach to optimize the synthesis of aggregating sequences: E.M. Cilli, et al.; J. Org. Chem. 64, 9118 (1999),
First interchain peptide interaction detected by ESR in fully synthetic, template-assisted, two-helix bundles: A. Polese, et al.; JACS 121, 11071 (1999),
Solution structures of TOAC-labeled Trichogin GA IV peptides from allowed (ga ca. 2) and half-field electron spin resonance: D.J. Anderson, et al.; JACS 121, 6919 (1999),
Crystallographic characterization of geometry and conformation of TOAC, a nitroxide spin-labelled C alpha,alpha-disubstituted glycine, in simple derivatives and model peptides: J.L. Flippen-Anderson, et al.; Int. J. Pept. Prot. Res.
47, 231 (1996),
Abstract;