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Merck
CN

253227

Sigma-Aldrich

4-(2-Bromoacetamido)-TEMPO

for ESR-spectroscopy

Synonym(s):

4-(2-Bromoacetamido)-2,2,6,6-tetramethyl-1-piperidinyloxy, free radical

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About This Item

Empirical Formula (Hill Notation):
C11H20BrN2O2
CAS Number:
24567-97-3
Molecular Weight:
292.19
MDL number:
MFCD00010170
UNSPSC Code:
12352101
PubChem Substance ID:
24855303

Key Documents

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description

free radical

form

solid

mp

118-120 °C (lit.)

storage temp.

2-8°C

SMILES string

CC1(C)CC(CC(C)(C)N1[O])NC(=O)CBr

InChI

1S/C11H20BrN2O2/c1-10(2)5-8(13-9(15)7-12)6-11(3,4)14(10)16/h8H,5-7H2,1-4H3,(H,13,15)

InChI key

RAOLMQDPNYDCEF-UHFFFAOYSA-N

General description

Spin label.

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

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
50716KM
12521JI

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G Musci et al.
Biochemistry, 27(4), 1260-1265 (1988-02-23)
The unique methionine residue of bovine alpha-lactalbumin was modified by irreversible alkylation with the bromoacetamido nitroxide spin-label 4-(2-bromoacetamido)-2,2,6,6-tetramethylpiperidine-N-oxyl. The line shape of the electron spin resonance (ESR) spectrum was indicative of a fairly mobile spin-label and was sensitive to the
T C Chen et al.
Biochemistry, 19(22), 5140-5146 (1980-10-28)
One of the three proposed lipid-binding regions of the human apolipoprotein C-I (apo-C-I) is an amphipathic helix which extends from residue 33 to residue 53 and includes a single methionine at sequence position 38. The involvement of the sequence around
X F Zhang et al.
Biochimica et biophysica acta, 976(1), 53-62 (1989-08-17)
Porcine heart mitochondrial H+-ATPase was reconstituted by cholate dialysis method in liposomes containing neutral (PC, PE), acidic (PG, PI, PA, PS, DPG) or neutral and acidic phospholipids. The Mg2+ effect on the ATPase activity and its sensitivity to oligomycin, ATP-induced
L Weglarz et al.
The International journal of biochemistry, 23(7-8), 663-667 (1991-01-01)
1. Incubation with hydralazine was shown to induce degradative changes of calf thymus DNA spin-labeled with 3-(2-bromoacetamido)-2,2,5,5-tetramethyl-1-pyrrolidono-1-oxyl and 4-(2-bromoacetamido)-2,2,6,6-tetramethylpiperidino-1-oxyl detectable from electron spin resonance specta. 2. Hydralazine, especially in the presence of Fe2+ induced formation of thiobarbituric acid (TBA)-reactive DNA

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