Title: TOAC
CAS Registry Number: 15871-57-5
CAS Name: 4-Amino-4-carboxy-2,2,6,6-tetramethyl-1-piperidinyloxy
Additional Names: 2,2,6,6-tetramethylpiperidine-N-oxyl-4-amino-4-carboxylic acid
Molecular Formula: C10H19N2O3
Molecular Weight: 215.27
Percent Composition: C 55.79%, H 8.90%, N 13.01%, O 22.30%
Literature References: Conformationally-constrained, nitroxide, achiral, Ca-tetrasubstituted a-amino acid used as a spin-label for protein structure determination. Prepn: A. Rassat, P. Rey, FR 1501917 (1967 to Commissariat à l'Energie Atomique); eidem, Bull. Soc. Chim. Fr. 1967, 815. Use as probe for structure conformation studies: T. A. Pertinhez et al., Biopolymers 42, 821 (1997); T. T. T. Bui et al., J. Chem. Soc. Perkin Trans. 2000, 1043; of interchain interactions: A. Polese et al., J. Am. Chem. Soc. 121, 11071 (1999).
Properties: Pale yellow crystals from water-ethanol (20%/80%), mp 228-230° (dec). uv max (water): 239, 416 nm (e 1480, 8.4).
Melting point: mp 228-230° (dec)
Absorption maximum: uv max (water): 239, 416 nm (e 1480, 8.4)
Use: EPR probe.

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