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803596 Sigma-Aldrich

BM(PEG)3 (1,11-bismaleimido-triethyleneglycol)

  • Empirical Formula (Hill Notation) C16H20N2O7

  • Molecular Weight 352.34

  •  MDL number MFCD01863352

  •  PubChem Substance ID 329768820

  •  NACRES NA.22

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Properties

Related Categories Chemical Biology, Chemical Synthesis, Crosslinkers, Linkers and Crosslinkers, Sulfhydryl to Sulfhydryl More...
Quality Level   100
assay   ≥90%
form   powder
mol wt   352.34
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)N1CCOCCOCCOCCN2C(C=CC2=O)=O
InChI   1S/C16H20N2O7/c19-13-1-2-14(20)17(13)5-7-23-9-11-25-12-10-24-8-6-18-15(21)3-4-16(18)22/h1-4H,5-12H2
InChI key   OYRSKXCXEFLTEY-UHFFFAOYSA-N

Description

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 3-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.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Polyethylene Glycol (PEG) Selection Guide

Poly(ethylene glycol) (PEG) is a synthetic, hydrophilic, biocompatible polymer with widespread use in biomedical and other applications. PEGs are synthesized using a ring-opening polymerization of et...
Keywords: Adhesion, Bacterial conjugations, Click chemistry, Molecular biology, PEGylations, Polymerization reactions, Ring-opening polymerization

Peer-Reviewed Papers
15

References

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