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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

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
11407CY
04625PY

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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
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
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