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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/REAXYS Number:
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

signalword

Warning

hcodes

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

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