803561
BMOE (bis-maleimidoethane)
Synonym(s):
1,1′-ethane-1,2-diylbis(1H-pyrrole-2,5-dione), N,N′-Ethylenebismaleimide, BMOE, Ethylenebismaleimide
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About This Item
Empirical Formula (Hill Notation):
C10H8N2O4
CAS Number:
Molecular Weight:
220.18
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.22
form
powder
mol wt
220.18
reaction suitability
reagent type: cross-linking reagent
storage condition
desiccated
solubility
DMSO or DMF: soluble
shipped in
ambient
storage temp.
2-8°C
SMILES string
O=C(C=CC1=O)N1CCN2C(C=CC2=O)=O
InChI
1S/C10H8N2O4/c13-7-1-2-8(14)11(7)5-6-12-9(15)3-4-10(12)16/h1-4H,5-6H2
InChI key
PUKLCKVOVCZYKF-UHFFFAOYSA-N
General description
BMOE, BMB and BMH are homobifunctional, maleimide crosslinkers for conjugation between sulfhydryl groups (-SH). Such bismaleimide crosslinkers are commonly used to explore and characterize protein structure (i.e., oligomerization) or protein interactions. Because BMOE, BMB and BMH have the same reactivity but differ in length, the relative success of these three reagents in forming crosslinks between sites in a protein oligomer or interaction can assist in determining intra- and intermolecular distances.
Features and Benefits
- Reactive groups: maleimide (both ends)
- Reactive towards: sulfhydryl groups
- Short (8.0Å), sulfhydryl-to-sulfhydryl crosslinker, composed of maleimide groups and 7-atom spacer arm
- Shortest bismaleimide crosslinker available for close proximity crosslinking
- Water-insoluble—dissolve first in DMF or DMSO, then add to aqueous reaction buffers
- Noncleavable
Caution
This product is sensitive to moisture. The vial is packaged in a resealable bag with a desiccant to reduce exposure to moisture. After cold storage, equilibrate the vial to room temperature before opening to reduce condensation inside the vial. Make fresh solutions. Storage of stock solutions is not recommended. After use, return the vial to the resealable bag. Close the bag and store the product at the recommended temperature.
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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Z Xie et al.
The Journal of biological chemistry, 275(34), 25959-25964 (2000-06-15)
The Vibrio parahaemolyticus sodium/glucose transporter (vSGLT) is a bacterial member of the SGLT gene family. Wild-type and mutant vSGLT proteins were expressed in Escherichia coli, and transport activity was measured in intact cells and plasma membrane vesicles. Two cysteine-less vSGLT
M A Stalteri et al.
Bioconjugate chemistry, 6(2), 179-186 (1995-03-01)
Cross-linked F(ab')2 fragments derived from PR1A3, a murine monoclonal antibody used in radioimmunoscintigraphy of colorectal tumors, were produced using the bifunctional reagent bismaleimidohexane (BMH) as follows: Digestion of PR1A3 with pepsin gave F(ab')2 fragments which were purified by ion-exchange chromatography.
Kyoko Takebe et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 17(14), 2037-2047 (2003-11-05)
Epimorphin is a mesenchymal morphogen that has been shown to mediate epithelial-mesenchymal signaling interactions in various organs. We now show that epimorphin functions in hair follicle morphogenesis; using a novel ex vivo organ culture assay, we define a mechanism for
Yong-Kook Kwon et al.
The Journal of cell biology, 163(2), 375-384 (2003-10-22)
A thiol-reactive membrane-associated protein (TRAP) binds covalently to the cytoplasmic domain of the human insulin receptor (IR) beta-subunit when cells are treated with the homobifunctional cross-linker reagent 1,6-bismaleimidohexane. Here, TRAP was found to be phospholipase C gamma1 (PLCgamma1) by mass
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