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253367

Sigma-Aldrich

4-(2-Iodoacetamido)-TEMPO

free radical

Synonym(s):

4-(2-Iodoacetamido)-2,2,6,6-tetramethyl-1-piperidinyloxy, free radical, 4-(2-Iodoacetamido)-2,2,6,6-tetramethylpiperidine 1-oxyl

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About This Item

Empirical Formula (Hill Notation):
C11H20IN2O2
CAS Number:
Molecular Weight:
339.19
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22

form

solid

mp

114-117 °C (lit.)

functional group

amide
iodo

storage temp.

2-8°C

SMILES string

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

InChI

1S/C11H20IN2O2/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

UCTVRHAKQRFPEZ-UHFFFAOYSA-N

Application

Methionine-specific spin label.[1]
Spin label used to investigate the binding site of phosphoenolpyruvate caboxykinase and GTP, and to evaluate the alkylation of SH1 and SH2 of myosin.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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C Coan et al.
Biochemistry, 21(13), 3214-3220 (1982-06-22)
The labeling kinetics of sarcoplasmic reticulum ATPase with the iodoacetamide spin probe N-(1-oxy-2,2,6,6-tetramethyl-4-piperidinyl)iodoacetamide were followed under conditions designed to selectively label all reactive groups. Approximately 1 mol of spin-label reacted per one 100 000-dalton ATPase chain, indicating only one residue
A Wawrzynow et al.
Biochemistry, 32(40), 10803-10811 (1993-10-12)
Sarcoplasmic reticulum vesicles were labeled with [14C]iodoacetamide spin-label (ISL) under conditions where time courses of the reaction predicted that one amino acid residue would be preferentially labeled. Solubilized tryptic peptides were separated by high-performance liquid chromatography following extensive digestion, and
E Gendek et al.
British journal of industrial medicine, 41(1), 46-50 (1984-02-01)
Alterations in erythrocyte membranes caused by UICC B chrysotile asbestos fibres were studied in red cell ghosts using the spin label technique. The electron paramagnetic resonance (EPR) spectra of two sulphydryl reactive spin labels and one fatty acid spin probe
P G Fajer
Proceedings of the National Academy of Sciences of the United States of America, 91(3), 937-941 (1994-02-01)
Current methods of analyzing EPR spectra of spin-labeled muscle fibers allow the determination of spin-label orientation within the fiber, rather than the orientation of the myosin head itself. In order to describe the orientational distribution of spin labeled myosin heads
G Pitari et al.
Journal of protein chemistry, 18(7), 785-789 (2000-02-26)
Conformational changes at the active site of pantetheine hydrolase (EC3.5.1.-) during guanidine hydrochloride (GndHCl) denaturation were investigated by UV and circular dichroism spectroscopy and by electron spin resonance spectroscopy, following the spectral behaviour of the nitroxide radicals (N-(1-oxyl-2,2,5,5,-tetramethyl-3-pyrrolidinyl) iodacetamide) covalently

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