Merck
CN
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163945

Sigma-Aldrich

4-Amino-TEMPO, free radical

97%

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Synonym(s):
4-Amino-2,2,6,6-tetramethylpiperidine-1-oxyl, 4-Amino-2,2,6,6-tetramethylpiperidinyloxy, free radical, 4-Amino-TEMPO
Empirical Formula (Hill Notation):
C9H19N2O
CAS Number:
Molecular Weight:
171.26
Beilstein:
3933966
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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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1 of 4

This Item
390380485268176141
4-Hydroxy-TEMPO 95%

Sigma-Aldrich

176141

4-Hydroxy-TEMPO

form

solid

form

powder

form

solid

form

solid

mp

~0 °C (lit.)

mp

143-145 °C (lit.)

mp

35 °C (lit.)

mp

69-71 °C (lit.)

storage temp.

2-8°C

storage temp.

-

storage temp.

2-8°C

storage temp.

2-8°C

Application

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

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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

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Journal of Colloid and Interface Science, 165, 236-236 (1994)
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
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)
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
Veronica Wasserman et al.
Langmuir : the ACS journal of surfaces and colloids, 23(4), 1937-1947 (2007-02-07)
The piperidine nitroxide tempamine (TMN) is a cell-permeable, stable radical having antioxidant, anticancer, and proapoptotic and/or pronecrotic activities, as was demonstrated by us in cell cultures. We also demonstrated synergism between TMN and doxorubicin in doxorubicin-sensitive and doxorubicin-resistant cell lines.

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