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MilliporeSigma

69899

Monochlorobimane

suitable for fluorescence, ≥70.0% (HPCE)

Synonym(s):

mBCl, Chlorobimane

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5 MG

$68.60

25 MG

$220.00

100 MG

$529.20

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About This Item

Empirical Formula (Hill Notation):
C10H11ClN2O2
CAS Number:
76421-73-3
Molecular Weight:
226.66
UNSPSC Code:
12352108
NACRES:
NA.32
PubChem Substance ID:
329762099
MDL number:
MFCD00077379
Beilstein/REAXYS Number:
4440901
Assay:
≥70.0% (HPCE)
Form:
powder
Quality level:
100

Key Documents

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InChI

1S/C10H11ClN2O2/c1-5-7(3)12-8(4-11)6(2)10(15)13(12)9(5)14/h4H2,1-3H3

SMILES string

CC1=C(C)C(=O)N2N1C(CCl)=C(C)C2=O

InChI key

SUIPVTCEECPFIB-UHFFFAOYSA-N

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

Quality Level

100

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5(6)-Carboxyfluorescein diacetate

form

powder

form

solid

form

-

form

powder

assay

≥70.0% (HPCE)

assay

≥95% (HPCE)

assay

≥85% (HPCE)

assay

≥90.0% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

solubility

DMF: soluble, acetonitrile: soluble, DMSO: soluble, methanol: soluble

solubility

DMF: soluble, DMSO: soluble, acetonitrile: soluble, methanol: soluble

solubility

DMF: soluble, DMSO: soluble, methanol: soluble

solubility

DMSO: soluble

mp

135-136 °C (lit.)

mp

152-154 °C (lit.)

mp

210 °C (dec.) (lit.)

mp

-

fluorescence

λex 380 nm; λem 461 nm in methanol

fluorescence

λex 390 nm; λem 478 nm in 0.1 M phosphate pH 7.5 (after derivatization with glutathione), λex 398 nm

fluorescence

λex 470 nm; λem 529 nm in 0.1 M Tris pH 8.0 (esterase)

fluorescence

λex 492 nm; λem 517 nm in 0.1 M Tris pH 8.0 (esterase)

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.

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCK0958
BCCB4880

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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
A Jos et al.
Toxicology in vitro : an international journal published in association with BIBRA, 23(3), 546-553 (2009-05-16)
Reduced glutathione (GSH) protects cells against injury by oxidative stress and maintains a range of vital functions. In vitro cell cultures have been used as experimental models to study the role of GSH in chemical toxicity in mammals; however, this
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
Andreas J Meyer et al.
Plant physiology, 130(4), 1927-1937 (2002-12-14)
We have investigated what limits demand-driven de novo glutathione (GSH) biosynthesis in green Arabidopsis suspension culture cells. GSH is the most abundant low-molecular weight thiol in most plants and can be quantified using monochlorobimane to fluorescently label GSH in live
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