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Merck
CN

34025

Dibromobimane

BioReagent, suitable for fluorescence, ≥95.0% (CHN)

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About This Item

Empirical Formula (Hill Notation):
C10H10Br2N2O2
CAS Number:
68654-25-1
Molecular Weight:
350.01
UNSPSC Code:
12352108
NACRES:
NA.32
PubChem Substance ID:
57649022
MDL number:
MFCD00036952
Beilstein/REAXYS Number:
4189453

Key Documents

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InChI

1S/C10H10Br2N2O2/c1-5-7(3-11)13-8(4-12)6(2)10(16)14(13)9(5)15/h3-4H2,1-2H3

SMILES string

CC1=C(CBr)N2N(C1=O)C(=O)C(C)=C2CBr

InChI key

OSIYFMVMZXJKSP-UHFFFAOYSA-N

product line

BioReagent

assay

≥95.0% (CHN)

Quality Level

100

solubility

DMF: soluble, acetonitrile: soluble, chloroform: soluble

fluorescence

λex 391 nm in methanol, λex 393 nm; λem 477 nm in 0.1 M Tris pH 7.0, gutathione red

suitability

suitable for fluorescence

storage temp.

2-8°C

Application

Dibromobimane, a bifunctional thiol reagent, is used as a cross-linking agent for cysteine mapping and studies on protein structure/conformation and cross-linking processes.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Fluorescent thiol-specific labeling reagent

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
BCCL3563
BCCH0191
BCCB1526
BCBT8714
BCBT5924

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Hai Po Helena Liang et al.
The Biochemical journal, 437(3), 455-460 (2011-05-21)
TF (tissue factor) is a transmembrane cofactor that initiates blood coagulation in mammals by binding Factor VIIa to activate Factors X and IX. The cofactor can reside in a cryptic configuration on primary cells and de-encryption may involve a redox
E Kim et al.
Journal of molecular biology, 299(2), 421-429 (2000-06-22)
The DNase I binding loop (residues 38-52), the hydrophobic plug (residues 262-274), and the C terminus region are among the structural elements of monomeric (G-) actin proposed to form the intermonomer interface in F-actin. To test the proximity and interactions
Zhenhui Chen et al.
The Journal of biological chemistry, 281(20), 14163-14172 (2006-03-24)
Interactions between the transmembrane domains of phospholamban (PLB) and the cardiac Ca2+ pump (SERCA2a) have been investigated by chemical cross-linking. Specifically, C-terminal, transmembrane residues 45-52 of PLB were individually mutated to Cys, then cross-linked to V89C in the M2 helix
Francisco J Sánchez-Gómez et al.
Molecular pharmacology, 78(4), 723-733 (2010-07-16)
Glutathione transferase P1-1 (GSTP1-1) plays crucial roles in cancer chemoprevention and chemoresistance and is a key target for anticancer drug development. Oxidative stress or inhibitor-induced GSTP1-1 oligomerization leads to the activation of stress cascades and apoptosis in various tumor cells.
Yung-Feng Lin et al.
The Journal of biological chemistry, 282(23), 16783-16791 (2007-04-19)
The ArsA ATPase is the catalytic subunit of the ArsAB pump encoded by the arsRDABC operon of Escherichia coli plasmid R773. ArsD is a metallochaperone that delivers As(III) to ArsA, increasing its affinity for As(III), thus conferring resistance to environmental
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