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Merck
CN

803561

Sigma-Aldrich

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:
5132-30-9
Molecular Weight:
220.18
MDL number:
MFCD00458699
UNSPSC Code:
12352200
PubChem Substance ID:
329768818
NACRES:
NA.22

Key Documents

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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

Disclaimer

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
QJ226024

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