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Merck

803561

Sigma-Aldrich

BMOE (bis-maleimidoethane)

Synonym(e):

1,1′-ethane-1,2-diylbis(1H-pyrrole-2,5-dione), N,N′-Ethylenebismaleimide, BMOE, Ethylenebismaleimide

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About This Item

Empirische Formel (Hill-System):
C10H8N2O4
CAS-Nummer:
Molekulargewicht:
220.18
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:
NACRES:
NA.22

Form

powder

Mol-Gew.

220.18

Eignung der Reaktion

reagent type: cross-linking reagent

Lagerbedingungen

desiccated

Löslichkeit

DMSO or DMF: soluble

Versandbedingung

ambient

Lagertemp.

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

InChIKey

PUKLCKVOVCZYKF-UHFFFAOYSA-N

Allgemeine Beschreibung

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.

Leistungsmerkmale und Vorteile

  • 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

Vorsicht

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.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


Analysenzertifikate (COA)

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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.
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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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