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25455

Sigma-Aldrich

4-Chloro-7-nitrobenzofurazan

BioReagent, suitable for fluorescence, ≥97.0% (HPLC)

Synonym(s):

4-Chloro-7-nitro-1,2,3-benzoxadiazole, NBD-chloride

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About This Item

Empirical Formula (Hill Notation):
C6H2ClN3O3
CAS Number:
10199-89-0
Molecular Weight:
199.55
Beilstein:
614212
EC Number:
233-496-4
MDL number:
MFCD00005808
UNSPSC Code:
12352100
PubChem Substance ID:
329752738
NACRES:
NA.32

product line

BioReagent

Quality Level

100

Assay

≥97.0% (HPLC)

mp

97-100 °C
97-99 °C (lit.)

fluorescence

λex 336 nm in methanol
λex 420 nm; λem ~540 nm in ethanol (after derivatization with glycine)

suitability

suitable for fluorescence

SMILES string

[O-][N+](=O)c1ccc(Cl)c2nonc12

InChI

1S/C6H2ClN3O3/c7-3-1-2-4(10(11)12)6-5(3)8-13-9-6/h1-2H

InChI key

IGHBXJSNZCFXNK-UHFFFAOYSA-N

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Application

4-Chloro-7-nitrobenzofurazan (NBD-chloride) is a fluorescence assay reagent used to label free sulfhydryls and N-terminals within proteins. NBD-chloride is used as an enzyme inhibitor and as a trapping agent for cysteine sulfenic acid.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Leslie B Poole et al.
Methods in enzymology, 348, 122-136 (2002-03-12)
C165S AhpC in its sulfenate (Cys-SO-) and presumed thiolate (Cys-S-) forms at pH 7 (pKa for sulfenic acid about pH 6.1) exhibit low extinction absorbance bands around 367 and 324 nm, respectively. Sulfenic acid content of the protein can be
P D Bragg et al.
Biochimica et biophysica acta, 1413(3), 159-171 (1999-11-11)
Pyridine nucleotide transhydrogenases of bacterial cytosolic membranes and mitochondrial inner membranes are proton pumps in which hydride transfer between NADP(+) and NAD(+) is coupled to proton translocation across cytosolic or mitochondrial membranes. The pyridine nucleotide transhydrogenase of Escherichia coli is
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Journal of ethnopharmacology, 143(2), 455-462 (2012-07-24)
Justicia spicigera is a plant species used for the Teenak (Huesteca Potosina) and Mayan (Yucatan peninsula) indigenous for the empirical treatment of diabetes, infections and as stimulant. To evaluate the cytotoxicity, antioxidant and antidiabetic properties of J. spicigera. The effects
Rob van Zwieten et al.
Biochimica et biophysica acta, 1821(12), 1493-1500 (2012-09-11)
Maintenance of the asymmetric distribution of phospholipids across the plasma membrane is a prerequisite for the survival of erythrocytes. Various stimuli have been shown to induce scrambling of phospholipids and thereby exposure of phosphatidylserine (PS). In two types of patients
Emmanuel C Gorospe et al.
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