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163945

Sigma-Aldrich

4-Amino-TEMPO, free radical

97%

Synonym(s):

4-Amino-2,2,6,6-tetramethylpiperidine-1-oxyl, 4-Amino-2,2,6,6-tetramethylpiperidinyloxy, free radical, 4-Amino-TEMPO

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About This Item

Empirical Formula (Hill Notation):
C9H19N2O
CAS Number:
14691-88-4
Molecular Weight:
171.26
Beilstein:
3933966
EC Number:
238-738-2
MDL number:
MFCD00006479
UNSPSC Code:
12352000
PubChem Substance ID:
24850044
NACRES:
NA.22

Assay

97%

form

solid

mp

~0 °C (lit.)

storage temp.

2-8°C

SMILES string

CC1(C)CC(N)CC(C)(C)N1[O]

InChI

1S/C9H19N2O/c1-8(2)5-7(10)6-9(3,4)11(8)12/h7H,5-6,10H2,1-4H3

InChI key

XUXUHDYTLNCYQQ-UHFFFAOYSA-N

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Application

Useful spin label for studying biological systems, polymers, and as a building block for more elaborate spin labels.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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N Naber et al.
Biochemistry, 33(13), 3855-3861 (1994-04-05)
Each actin molecule contains a nucleotide, tightly bound in a deep cleft that divides the molecule. To probe conformational changes within this region of the molecule, we have incorporated two spin label analogues of ATP into actin. In both analogs
Darja Jaušovec et al.
Carbohydrate polymers, 116, 74-85 (2014-12-03)
The chemo-enzymatic modification of cellulose nanofibers (CNFs) using laccase as biocatalysts and TEMPO or 4-Amino-TEMPO as mediators under mild aqueous conditions (pH 5, 30 °C) has been investigated to introduce surface active aldehyde groups. 4-Amino TEMPO turned out to be
Spin-Labeled Dendrimers in EPR Imaging with Low Molecular Weight Nitroxides.
Alexander T. Yordanov et al.
Angewandte Chemie (International ed. in English), 40(14), 2690-2692 (2001-07-18)
Jianfei Jiang et al.
The Journal of pharmacology and experimental therapeutics, 320(3), 1050-1060 (2006-12-21)
Suppression of mitochondrial production of reactive oxygen species is a promising strategy against intrinsic apoptosis typical of degenerative diseases. Stable nitroxide radicals such as 4-hydroxy-2,2,6,6-tetramethyl piperidine-1-oxyl (TEMPOL) and its analogs combine several important features, including recycleability, electron acceptance from respiratory
D A Hall et al.
Science (New York, N.Y.), 276(5314), 930-932 (1997-05-09)
Large dynamic nuclear polarization signal enhancements (up to a factor of 100) were obtained in the solid-state magic-angle spinning nuclear magnetic resonance (NMR) spectra of arginine and the protein T4 lysozyme in frozen glycerol-water solutions with the use of dynamic
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