5132-30-9

Basic information

• Product Name: 1,2-BISMALEIMIDOETHANE
• Synonyms: BMOE;BIS-MALEIMIDOETHANE;ETHYLENE-BIS-MALEIMIDE;EBM;1,2-BIS(MALEIMIDE)ETHANE;1,2-BISMALEIMIDOETHANE;1,6-BISMALEIMIDOETHANE;N,N'-ETHYLENEDIMALEIMIDE
• CAS NO: 5132-30-9
• Molecular Formula: C₁₀H₈N₂O₄
• Molecular Weight: 220.18
• Product Categories: pharmacetical;Maleimide Derivatives;N-Substituted Maleimides;N-Substituted Maleimides, Succinimides & Phthalimides;Cross Linking Reagents;MTS & Sulfhydryl Active Reagents
• Mol File: 5132-30-9.mol
• Article Data: 8

Chemical Properties

• Melting Point: 193-194°C
• Boiling Point: 428.3°Cat760mmHg
• Flash Point: 215.7°C
• Appearance: /
• Density: 1.51g/cm³
• Vapor Pressure: 1.54E-07mmHg at 25°C
• Refractive Index: 1.618
• Storage Temp.: Refrigerator
• Solubility: Chloroform
• PKA: -2.11±0.20(Predicted)
• CAS DataBase Reference: 1,2-BISMALEIMIDOETHANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-BISMALEIMIDOETHANE(5132-30-9)
• EPA Substance Registry System: 1,2-BISMALEIMIDOETHANE(5132-30-9)

Safety Data

• Hazardous Substances Data: 5132-30-9(Hazardous Substances Data)

Usage

Description

1,2-Bismaleimidoethane (BMOE) is a homobifunctional, maleimide crosslinking reagent that is used for conjugation between sulfhydryl groups (-SH). It is an off-white solid and is commonly utilized to explore and characterize protein structure, such as oligomerization, and protein interactions. The reactivity of BMOE is similar to other maleimide crosslinkers like BMB and BMH, but it differs in length. This difference in length can help determine intraand intermolecular distances in protein oligomers or interactions.

Uses

Used in Pharmaceutical Industry:
1,2-Bismaleimidoethane is used as a crosslinking agent for the development of novel drug delivery systems. It helps in enhancing the delivery, bioavailability, and therapeutic outcomes of various drugs, particularly in the context of cancer treatment.
Used in Research and Development:
1,2-Bismaleimidoethane is used as a research tool for studying protein structure and interactions. It aids in determining intraand intermolecular distances in protein oligomers or interactions, which is crucial for understanding the functional aspects of proteins.
Used in Biochemical Applications:
1,2-Bismaleimidoethane is used as a crosslinking agent in various biochemical applications, such as the development of biosensors and the study of enzyme kinetics. Its ability to form stable crosslinks with sulfhydryl groups makes it a valuable tool in these fields.
Used in Material Science:
1,2-Bismaleimidoethane can be used in the development of novel materials with specific properties, such as improved mechanical strength or thermal stability, by forming crosslinks between polymer chains.

InChI:InChI=1/C10H8N2O4/c13-7-1-2-8(14)11(7)5-6-12-9(15)3-4-10(12)16/h1-4H,5-6H2

Upstream product

• 108-31-6 maleic anhydride 
• 107-15-3 ethylenediamine 
• 7126-27-4 N,N'-bis(3-carboxy-1-oxo-2-prop-2-enyl)ethylenediamine 
• 125923-10-6 1-(2-aminoethyl)-1H-pyrrole-2,5-dione 
• 32620-84-1 2,2'-(1,2-ethanediyl)bis(3a,4,7,7a-tetrahydro-4,7-epoxy-1,3-bishydroisoindole-1,3-dione) 
• 55750-48-6 N-methoxycarbonylmaleimide 

Downstream Products

• 7126-27-4 N,N'-bis(3-carboxy-1-oxo-2-prop-2-enyl)ethylenediamine 
• 941-69-5 N-phenyl-maleimide 

Relevant articles and documents

Highly potent and stable capped siRNAs with picomolar activity for RNA interference

Put a cap on it: Hairpin-shaped RNAs and dumbbell-shaped RNAs were prepared using a thiol-maleimino Michael addition and exhibited good serum and thermal stability. These capped structures were shown to be cleaved by Dicer and RNA interference (RNAi) experiments showed that RhpRNA (see picture, top right) was highly efficient at RNAi with an IC50 value of 6 pM. Copyright

Preparation method of bismaleimide alkyl compound

The invention provides a preparation method of a bismaleimide alkyl compound, comprising the following steps of: S1. carrying out ring-opening reaction on cis-butadiene maleic anhydride and a diaminoalkyl compound in a first solvent to obtain an intermediate; and S2, carrying out a ring closing reaction on the intermediate in a second solvent in the presence of an organic alkali to obtain the bismaleimide alkyl compound. According to the preparation method of the bismaleimide alkyl compound disclosed by the embodiment of the invention, the cheap raw materials of maleic anhydride and diaminoalkyl compound are used as the raw materials, and the whole operation avoids long-time high-temperature reaction and reduces the production cost; besides, the trouble of column passing is avoided through later purification, the yield is greatly increased while operation is convenient, and the method is suitable for industrial production and has a good application prospect.

Cp?Co(III)-Catalyzed C-H Alkylation with Maleimides Using Weakly Coordinating Carbonyl Directing Groups

A novel protocol for ortho-C-H alkylation of aromatic and heteroaromatic ketones and esters under Cp?Co(III) catalysis has been developed for the first time. The reaction proceeds through initial cyclometalation via weak chelation-assisted C-H bond activation, followed by coordination of activated alkene, insertion between Co-C, and protodemetalation.