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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:
5389-27-5
Molecular Weight:
237.27
MDL number:
MFCD00010167
UNSPSC Code:
12352005
PubChem Substance ID:
24855309
NACRES:
NA.22

Quality Level

100

mp

111-113 °C (lit.)

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
GHS07

signalword

Warning

Hazard Classifications

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

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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D Daveloose et al.
Biochimica et biophysica acta, 763(1), 41-49 (1983-08-17)
A new spin-label method for the measurement of the internal microviscosity of erythrocyte is presented. The spin label used is 2,2',5,5'-tetramethyl-3-maleimidopyrrolidinyl-N-oxyl (MAL-5) which penetrates inside the red blood cell and binds covalently on cytoplasmic glutathione. After washing off the external
T Páli et al.
Biochemistry, 38(43), 14311-14319 (1999-11-26)
The 16-kDa proteolipid from the hepatopancreas of Nephrops norvegicus belongs to the class of channel proteins that includes the proton-translocation subunit of the vacuolar ATPases. The membranous 16-kDa protein from Nephrops was covalently spin-labeled on the unique cysteine Cys54, with
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
Angela Tseng et al.
Journal of food science, 77(9), H192-H201 (2012-08-23)
The effects of different drying methods (40 °C conventional and vacuum oven, 25 °C ambient air and freeze dry) on the stability of two red wine grape (Pinot Noir, PN and Merlot, M) byproducts, pomace containing skins and seeds (P)
P D Morse
Biochimica et biophysica acta, 844(3), 337-345 (1985-03-21)
In a recent paper, Daveloose et al. (Daveloose, D., Fabre, G., Berleur, F., Testylier, G. and Letterrier, F. (1983) Biochim. Biophys. Acta 763, 41-49) described a technique to measure the internal microviscosity of erythrocytes using the spin label MAL-3 (2,2,5,5-tetramethyl-3-malimidopyrrolidinyl-N-oxyl)
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