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Merck
CN

253367

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:
25713-24-0
Molecular Weight:
339.19
NACRES:
NA.22
PubChem Substance ID:
24855308
UNSPSC Code:
12352101
MDL number:
MFCD00010171
Form:
solid

Key Documents

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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)

SMILES string

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

InChI key

UCTVRHAKQRFPEZ-UHFFFAOYSA-N

form

solid

mp

114-117 °C (lit.)

functional group

amide, iodo

storage temp.

2-8°C

Application

Methionine-specific spin label.
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
GHS07

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

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
12409MS
07124CZ

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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
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
J Gollub et al.
Biochemistry, 38(31), 10107-10118 (1999-08-06)
We have observed the effects of MgADP and thiophosphorylation on the conformational state of the light chain domain of myosin in skinned smooth muscle. Electron paramagnetic resonance (EPR) spectroscopy was used to monitor the orientation of spin probes attached to
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
C Wells et al.
Journal of muscle research and cell motility, 5(1), 97-112 (1984-02-01)
The properties of spin-labelled myosin, prepared from rabbit skeletal and scallop adductor muscle, on forming a long-lived complex with ADP and vanadate (M.ADP.Vi), have been investigated. In the case of an iodoacetamide-based label attached to rabbit myosin or subfragment 1
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