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803588

Sigma-Aldrich

BM(PEG)2 (1,8-bismaleimido-diethyleneglycol)

Synonym(s):

1,2-Bis(2-maleimidoethoxy)ethane, 1,8-Bis(maleimido)-3,6-dioxaoctane

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About This Item

Empirical Formula (Hill Notation):
C14H16N2O6
CAS Number:
Molecular Weight:
308.29
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.22

Assay

≥90%

form

powder

mol wt

308.29

reaction suitability

reagent type: cross-linking reagent

storage condition

desiccated

solubility

water: soluble

shipped in

ambient

storage temp.

2-8°C

SMILES string

O=C(C=CC1=O)N1CCOCCOCCN2C(C=CC2=O)=O

InChI

1S/C14H16N2O6/c17-11-1-2-12(18)15(11)5-7-21-9-10-22-8-6-16-13(19)3-4-14(16)20/h1-4H,5-10H2

InChI key

FERLGYOHRKHQJP-UHFFFAOYSA-N

General description

BM(PEG)2 and BM(PEG)3 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 BM(PEG)2 and BM(PEG)3 have the same reactivity but differ in length, the relative success of these and similar 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
  • Long, pegylated, sulfhydryl-to-sulfhydryl crosslinkers, composed of maleimide groups and 2-unit polyethylene glycol spacer arm
  • PEG spacers provide unique advantages, including enhanced solubility, increased stability, reduced tendency toward aggregation and reduced immunogenicity
  • Pure compounds with defined structure and molecular weight, ensuring reproducible protein-modification effects
  • Ideal for small molecule or peptide conjugations

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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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