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253375

Sigma-Aldrich

3-Maleimido-PROXYL

free radical

Synonym(s):

3-Maleimido-2,2,5,5-tetramethyl-1-pyrrolidinyloxy, free radical

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About This Item

Empirical Formula (Hill Notation):
C12H17N2O3
CAS Number:
Molecular Weight:
237.27
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

mp

111-113 °C (lit.)

functional group

imide
maleimide

storage temp.

2-8°C

SMILES string

CC1(C)CC(N2C(=O)C=CC2=O)C(C)(C)N1[O]

InChI

1S/C12H17N2O3/c1-11(2)7-8(12(3,4)14(11)17)13-9(15)5-6-10(13)16/h5-6,8H,7H2,1-4H3

InChI key

HGNHBHXFYUYUIA-UHFFFAOYSA-N

Application

Spin label used for study of local protein structure and for determining molecular changes in erythrocyte membranes.

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

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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C Fini et al.
Biophysical chemistry, 29(3), 225-230 (1988-04-01)
5'-Nucleotidase of bull seminal plasma has been spin labeled with the sulfhydryl reagent 3-maleimidoproxyl. ESR analysis reveals the presence of two classes of labeled sites. The first is characterized by a long spin label rotational correlation time, from which a
J Houstek et al.
FEBS letters, 154(1), 185-189 (1983-04-05)
A maleimide spin label strongly inhibits the phosphate/H+ symporter of rat liver mitochondria. While inducing half-maximal inhibition of transport, the spin label reacts preferentially with the SH groups of the carrier, which are at least of two types. One type
H S Mchaourab et al.
Biochemistry, 32(44), 11895-11902 (1993-11-09)
A spin-labeled derivative of the ion channel peptide cecropin AD (Fink et al., 1988) was synthesized and used to investigate its aggregation state in water and in the presence of a helix-promoting solvent. A cysteine was introduced at position 33
P G Fajer et al.
Biophysical journal, 53(4), 513-524 (1988-04-01)
We have used electron paramagnetic resonance (EPR) to investigate the orientation, rotational motion, and actin-binding properties of rabbit psoas muscle cross-bridges in the presence of the nonhydrolyzable nucleotide analogue, 5'-adenylylimido-diphosphate (AMPPNP). This analogue is known to decrease muscle tension without
J Deinum et al.
Biochimica et biophysica acta, 870(2), 226-233 (1986-03-28)
EPR titration of tubulin with an allocolchicine spin probe showed more than one binding site: one high-affinity binding site (Kd = 8 microM), consistent with the Ki found for competition with colchicine, and one or more low-affinity site(s) (Kd higher

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