69899
Monochlorobimane
suitable for fluorescence, ≥70.0% (HPCE)
Synonym(s):
mBCl, Chlorobimane
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About This Item
Empirical Formula (Hill Notation):
C10H11ClN2O2
CAS Number:
Molecular Weight:
226.66
UNSPSC Code:
12352108
NACRES:
NA.32
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
4440901
Quality Level
assay
≥70.0% (HPCE)
form
powder
mp
135-136 °C (lit.)
solubility
DMF: soluble, DMSO: soluble, acetonitrile: soluble, methanol: soluble
fluorescence
λex 380 nm; λem 461 nm in methanol, λex 390 nm; λem 478 nm in 0.1 M phosphate pH 7.5 (after derivatization with glutathione)
suitability
suitable for fluorescence
SMILES string
CC1=C(C)C(=O)N2N1C(CCl)=C(C)C2=O
InChI
1S/C10H11ClN2O2/c1-5-7(3)12-8(4-11)6(2)10(15)13(12)9(5)14/h4H2,1-3H3
InChI key
SUIPVTCEECPFIB-UHFFFAOYSA-N
General description
Monochlorobimane is a glutathione (GSH) fluorescent cell-permeable probe. When incubated with the test cell culture, it readily enters the cells and forms a fluorescent complex. The Monochlorobimane-GSH reaction is catalyzed by glutathione-S-transferase, which is detected fluorometrically.
Monochlorobimane, also known as mBCl, is a non-fluorescent compound that forms a fluorescent complex upon reaction. The fluorescence is detected at 394/490nm.
Monochlorobimane, also known as mBCl, is a non-fluorescent compound that forms a fluorescent complex upon reaction. The fluorescence is detected at 394/490nm.
Application
Monochlorobimane is used as a fluorescent agent in fluorometric glutathione assays. It is used to detect the principal intracellular low-molecular-weight thiols, which play a pivotal role in the defense mechanism.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Birgitta I Eklund et al.
Analytical biochemistry, 309(1), 102-108 (2002-10-17)
A rapid and facile colony assay has been developed for catalytically active enzymes in combinatorial cDNA libraries of mutated glutathione transferases (GST), expressed in Escherichia coli. The basis of the method is the conjugation of glutathione (GSH) with the fluorogenic
Peter Schröder et al.
Environmental science and pollution research international, 14(2), 114-122 (2007-04-26)
Numerous herbicides and xenobiotic organic pollutants are detoxified in plants to glutathione conjugates. Following this enzyme catalyzed reaction, xenobiotic GS-conjugates are thought to be compartmentalized in the vacuole of plant cells. In the present study, evidence is presented from experiments
Yoshihiro Nakano et al.
Bioscience, biotechnology, and biochemistry, 70(7), 1790-1793 (2006-07-25)
Previously we reported the purification of soluble gamma-glutamyltransferases (GGTs) from radish cotyledon. Subcellular fractionation of radish cells revealed that soluble GGT is a vacuolar enzyme. Acivicin, a GGT inhibitor, mediated the in vivo catabolism inhibition of the glutathione S-conjugate generated