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Merck
CN

25455

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
UNSPSC Code:
12352100
NACRES:
NA.32
PubChem Substance ID:
329752738
EC Number:
233-496-4
Beilstein/REAXYS Number:
614212
MDL number:
MFCD00005808

Key Documents

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Product Name

4-Chloro-7-nitrobenzofurazan, BioReagent, suitable for fluorescence, ≥97.0% (HPLC)

InChI key

IGHBXJSNZCFXNK-UHFFFAOYSA-N

InChI

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

SMILES string

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

product line

BioReagent

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

Quality Level

100

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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

signalword

Warning

hcodes

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN8958
BCCN3021
BCCL6618
BCCJ9973
BCCJ0887

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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
Abhinav Kanwal et al.
Analytical biochemistry, 429(1), 70-75 (2012-07-17)
Sodium-dependent glucose cotransporters (SGLT1 and SGLT2), which have a key role in the absorption of glucose in the kidney and/or gastrointestinal tract, have been proposed as a novel therapeutic strategy for diabetes and cardiomyopathy. Here we developed a simple cell-based
Lina F Bernal-Perez et al.
Analytical biochemistry, 428(1), 13-15 (2012-06-09)
A fluorogenic derivatization method was developed to distinguish the protein N-terminal acetylation status. The unacetylated protein selectively reacted with 4-chloro-7-nitrobenzofurazan (NBD-Cl) at neutral pH to provide high fluorescence. In contrast, the protein with N-terminal acetylation was essentially nonfluorescent under the
Parallel dip-pen nanolithography using spore- and colloid-terminated cantilevers.
Marcus A Kramer et al.
Small (Weinheim an der Bergstrasse, Germany), 8(24), 3791-3794 (2012-08-18)
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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