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3-(Maleimido)propionic acid N-hydroxysuccinimide ester

CAS 55750-62-4C11H10N2O6Chemical Synthesis

3-(Maleimido)propionic acid N-hydroxysuccinimide ester (CAS 55750-62-4, C11H10N2O6, MW: 266.21) is a heterobifunctional crosslinking reagent. It facilitates the covalent attachment of molecules, particularly useful in bioconjugation and immunoassay development. This compound enables the linking of proteins, peptides, and other biomolecules containing amine groups to thiol-containing molecules, playing a key role in various chemical biology and synthesis applications.

IUPAC
3-(Maleimido)propionic acid N-succinimidyl ester,BMPS,N-(3-Maleimidopropionyloxy)succinimide,N-Maleoyl-β-alanine N′-hydroxysuccinimide ester,N-Succinimidyl 3-maleimidopropionate
Synonyms
Succinimidyl 3-maleimidopropionateBMPSN-(3-Maleimidopropionyloxy)succinimideN-Maleoyl-β-alanine N′-hydroxysuccinimide esterN-Succinimidyl 3-maleimidopropionate
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3-(Maleimido)propionic acid N-hydroxysuccinimide ester (C11H10N2O6) — chemical structure, CAS 55750-62-4; Chemistry, fine chemical supplied by Tech Serve Solutions
Chemical BiologyChemical SynthesisCrosslinkersLinkers and Crosslinkers
01 /Applications

Bioconjugation

Used to covalently link biomolecules, such as proteins and peptides, to other molecules or surfaces. Its heterobifunctional nature allows for selective coupling, for instance, attaching thiol-containing moieties to amine-containing structures.

Immunoassay Development

Applied in the cross-linking of haptens to enzymes for enzyme immunoassays or fluorogenic substrates to peptidic antigens in fluorescence immunoassays. This enhances assay sensitivity and specificity.

Chemical Synthesis

Serves as a versatile building block in organic synthesis, enabling the introduction of maleimido and N-hydroxysuccinimide ester functionalities for further chemical modifications and complex molecule construction.

Biomolecule Modification

Enables the modification of biomolecules by introducing specific functional groups. This can alter their properties, such as solubility, stability, or biological activity, for research or therapeutic applications.

02 /Properties
Molecular weight266.21
Empirical formulaC11H10N2O6
Assay≥98.5% (HPLC)
Storage temperature2-8°C
ApplicationSuccinimidyl 3-maleimidopropionate (SMP, BMPS) is used as an aliphatic heterobifunctional crosslinker reagent. It is used for techniques such as the cross-linking of haptens to enzymes prior to enzyme immunoassays or fluorogenic substrates to peptidic antigens for use in fluorescence immunoassays.
Melting point167-171 °C
03 /Safety & handling
GHS hazard pictogram: Harmful / irritant (GHS07)
Harmful / irritant
Warning

Hazard statements

  • H335May cause respiratory irritation

Precautionary statements

  • P261Avoid breathing dust, fume, gas or vapours
Protective equipmentdust mask type N95 (US), Eyeshields, Gloves
Water hazard class (WGK, DE)3
Hazard codes (EU)Xi
Risk statements (R)37

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry
CAS number
55750-62-4
MDL number
MFCD00043141
PubChem substance
24882447
Beilstein registry
1492578
05 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

06 /Frequently asked questions

What is 3-(Maleimido)propionic acid N-hydroxysuccinimide ester used for?

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This compound is primarily used as an aliphatic heterobifunctional crosslinking reagent for techniques like the cross-linking of haptens to enzymes prior to enzyme immunoassays or fluorogenic substrates to peptidic antigens for use in fluorescence immunoassays. It is valuable in chemical biology and synthesis applications.

What are the CAS number and formula for this product?

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The CAS number is 55750-62-4, and the empirical formula (Hill notation) is C11H10N2O6.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies this product with a purity of ≥98.5% (HPLC). It is intended for research and laboratory use and is not represented as USP, BP, or EP grade.

How should 3-(Maleimido)propionic acid N-hydroxysuccinimide ester be handled?

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This compound may cause respiratory irritation (H335). Handle with appropriate personal protective equipment, including a dust mask (type N95 US recommended), eyeshields, and gloves. Ensure adequate ventilation and avoid dust formation. Store at 2-8°C.

Is this product controlled or scheduled?

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The provided data does not indicate that this compound is a controlled or scheduled substance.

How is this chemical packed, shipped, and exported?

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Tech Serve Solutions packs and exports fine chemicals, pharmaceutical intermediates, and laboratory reagents globally. Specific packing details are available upon request.

How can I request a quote or sample?

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Please contact our sales team through the website or by phone to request a quote or a sample of 3-(Maleimido)propionic acid N-hydroxysuccinimide ester.

Need 3-(Maleimido)propionic acid N-hydroxysuccinimide ester in a specific grade or volume?