TOAC

Nitroxide spin-labelled glycine derivative



ALX-430-100-M100	100 mg	Inquire for pricing
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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

Formula:	C₁₀H₁₉N₂O₃

MW:	215.3

CAS:	15871-57-5

Purity:	≥96% (HPLC)

Appearance:	White to light yellow crystalline solid.

Solubility:	Soluble in DMSO, 100% ethanol, acetone or benzene; insoluble in water.

Shipping:	Ambient Temperature

Long Term Storage:	-20°C

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;