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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

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL6618
BCCJ9973
BCCJ0887
BCCG4683
BCCG1426

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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
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
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)
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
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
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