Page last updated: 2024-11-07

monochlorobimane

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Monochlorobimane is a fluorescent probe commonly used in biological research. It is particularly useful for studying thiol-containing molecules, such as glutathione, cysteine, and homocysteine. Its synthesis involves a reaction between bimane and a chlorinating agent, typically chlorine gas. Monochlorobimane is highly reactive with thiols, forming a highly fluorescent adduct. This property allows researchers to monitor thiol levels and their interactions with other molecules. The fluorescent signal generated by monochlorobimane is sensitive to the environment, making it useful for studying changes in redox status, protein conformation, and other cellular processes. Monochlorobimane has been employed in various research areas, including studies on oxidative stress, drug delivery, and enzyme activity. Its ability to detect and quantify thiols makes it a valuable tool for understanding the role of these molecules in cellular signaling and metabolism.'

monochlorobimane: marker for glutathione [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID114886
CHEBI ID52158
SCHEMBL ID105811
MeSH IDM0165735

Synonyms (24)

Synonym
nsc-602733
nsc602733
3-(chloromethyl)-2,5,6-trimethyl-1h,7h-[1,2]diazolo[1,2-a]pyrazole-1,7-dione
bdbm21614
monochlorobimane
chlorobimane
76421-73-3
3-(chloromethyl)-2,5,6-trimethyl-1h,7h-pyrazolo[1,2-a]pyrazole-1,7-dione
CHEBI:52158
3-(chloromethyl)-2,5,6-trimethyl-1h,7h-pyrazolo(1,2-a)pyrazole-1,7-dione
7-(chloromethyl)-1,2,6-trimethylpyrazolo[1,2-a]pyrazole-3,5-dione
1h,7h-pyrazolo(1,2-a)pyrazole-1,7-dione, 3-(chloromethyl)-2,5,6-trimethyl-
FT-0628976
SCHEMBL105811
DTXSID90227249
CS-7993
HY-101899
monochlorobimane, suitable for fluorescence, >=70.0% (hpce)
3-(chloromethyl)-2,5,6-trimethylpyrazolo[1,2-a]pyrazole-1,7-dione
Q27123275
1h,7h-pyrazolo(1,2-alpha)pyrazole-1,7-dione, 3-(chloromethyl)-2,5,6-trimethyl
AS-83282
AKOS040744094
PD041414

Research Excerpts

Effects

Monochlorobimane (MCB) has been used by several investigators as a fluorescent label for quantifying glutathione (GSH) levels in human peripheral blood mononuclear cells (PBMC) MCB has been employed to study the subcellular compartmentation of GSH.

ExcerptReferenceRelevance
"Monochlorobimane (MCB) has been used by several investigators as a fluorescent label for quantifying glutathione (GSH) levels in human peripheral blood mononuclear cells (PBMC). "( Monochlorobimane does not selectively label glutathione in peripheral blood mononuclear cells.
Dolstra, H; Koopmans, PP; Mier, P; Peters, WH; van der Meer, JW; van der Ven, AJ; van Erp, PE, 1994
)
3.17
"Monochlorobimane (BmCl) has been employed to study the subcellular compartmentation of GSH and the formation and fate of the BmCl-GSH conjugate."( Intranuclear distribution, function and fate of glutathione and glutathione-S-conjugate in living rat hepatocytes studied by fluorescence microscopy.
Bellomo, G; Palladini, G; Vairetti, M, 1997
)
1.02
"Monochlorobimane (MCB) has been used as a glutathione (GSH) specific fluorescent probe capable of delineating GSH heterogeneity in cellular systems. "( Differential specificity of monochlorobimane for isozymes of human and rodent glutathione S-transferases.
Cook, JA; Iype, SN; Mitchell, JB, 1991
)
2.02
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
fluorochromeA fluorescent dye used to stain biological specimens.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (2)

ClassDescription
organochlorine compoundAn organochlorine compound is a compound containing at least one carbon-chlorine bond.
pyrazolopyrazoleAny organic heterobicyclic compound class containing two ortho-fused pyrazole rings.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Research

Studies (83)

TimeframeStudies, This Drug (%)All Drugs %
pre-19902 (2.41)18.7374
1990's37 (44.58)18.2507
2000's29 (34.94)29.6817
2010's13 (15.66)24.3611
2020's2 (2.41)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 26.19

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index26.19 (24.57)
Research Supply Index4.44 (2.92)
Research Growth Index5.95 (4.65)
Search Engine Demand Index29.35 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (26.19)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials1 (1.20%)5.53%
Reviews2 (2.41%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other80 (96.39%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]