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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.)

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
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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKBQ8644V
12206KZ
04625PY
11407CY

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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
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)
L Zhao et al.
Biophysical journal, 69(3), 994-999 (1995-09-01)
Electron paramagnetic resonance spectroscopy of a spin probe attached to cys-707 on myosin cross-bridges was used to monitor the orientation of the myosin catalytic domain at the beginning and end of the working power stroke in active muscle. Elevated concentrations
H Dugas et al.
Canadian journal of biochemistry, 57(12), 1407-1415 (1979-12-01)
We have used a series of N-(1-oxyl-2,2,5,5-tetramethyl-3-pyrrolidinyl) maleimide spin labels of different length to label, covalently and selectively, the most reactive sulfhydryl groups of 70S ribosomal proteins of Escherichia coli. Under short periods of labeling (1--2 min), less than two
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