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3-Maleimidobenzoic acid N-hydroxysuccinimide ester

CAS 58626-38-3C15H10N2O6Chemical Synthesis

3-Maleimidobenzoic acid N-hydroxysuccinimide ester (CAS 58626-38-3) is a heterobifunctional crosslinking reagent with the molecular formula C15H10N2O6. It reacts with primary amines and sulfhydryl groups, facilitating conjugation reactions. This compound is typically used in chemical biology and synthesis for preparing bioconjugates such as enzyme-antibody conjugates and hapten-carrier molecule conjugates, and for protein modification and structural analysis.

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3-Maleimidobenzoic acid N-hydroxysuccinimide ester (C15H10N2O6) — chemical structure, CAS 58626-38-3; Chemistry, fine chemical supplied by Tech Serve Solutions
Chemical BiologyChemical SynthesisCrosslinkersCrosslinkingCrosslinking ReagentsLinkers and CrosslinkersMolecular BiologyProtein InteractionProtein ModificationProtein Structural Analysis
01 /Applications

Heterobifunctional Crosslinking

This reagent enables selective crosslinking between molecules containing primary amine groups and those with sulfhydryl groups. It is useful for creating stable thioether bonds after initial amide bond formation.

Bioconjugation Chemistry

It is widely employed in the preparation of conjugates, including enzyme immunoconjugates and hapten-carrier molecule conjugates, essential for various research and diagnostic applications.

Protein Modification and Analysis

3-Maleimidobenzoic acid N-hydroxysuccinimide ester is valuable for modifying proteins and for studies in protein structural analysis and proteomics, allowing for targeted functionalization.

02 /Properties
Molecular weight314.25
Empirical formulaC15H10N2O6
Formcrystalline
Solubilityethyl acetate or DMF: ≤20 mg/mL (may require addition of solvent to coupling buffer to at least 5% to maintain solubility)
Storage temperature−20°C
ApplicationHeterobifunctional crosslinking reagent reactive toward primary amine and sulfhydryl. Typically, coupled initially to molecules containing primary amines by amide bonds buffered at pH 7.0, followed by coupling to compounds containing sulfhydryl by thioether at same pH. Useful for preparation of enzyme immunoconjugates and hapten carrier molecule conjugates.
Melting point175-177 °C(lit.)
03 /Safety & handling
GHS hazard pictogram: Harmful / irritant (GHS07)
Harmful / irritant
Warning

Hazard statements

  • H315Causes skin irritation
  • H319Causes serious eye irritation
  • H335May cause respiratory irritation

Precautionary statements

  • P261Avoid breathing dust, fume, gas or vapours
  • P305IF IN EYES
Water hazard class (WGK, DE)3
Hazard codes (EU)Xi
Risk statements (R)36/37/38
Safety statements (S)26

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

04 /Identifiers & registry
CAS number
58626-38-3
MDL number
MFCD00005514
PubChem substance
24896768
Beilstein registry
1505254
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-Maleimidobenzoic acid N-hydroxysuccinimide ester used for?

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It is used as a heterobifunctional crosslinking reagent for conjugating molecules containing primary amines to those with sulfhydryl groups, facilitating bioconjugation and protein modification.

What is the CAS number and formula for 3-Maleimidobenzoic acid N-hydroxysuccinimide ester?

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The CAS number is 58626-38-3 and the empirical formula is C15H10N2O6.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies this compound for research purposes. The specific grade and purity are available upon request. We do not represent this product as USP, BP, EP, or any other pharmacopoeial grade.

How should 3-Maleimidobenzoic acid N-hydroxysuccinimide ester be handled safely?

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This compound is classified as a warning substance. It can cause skin irritation (H315), serious eye irritation (H319), and may cause respiratory irritation (H335). Always use appropriate personal protective equipment, including gloves, eye protection, and ensure adequate ventilation. Avoid breathing dust.

How is this product shipped and exported?

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Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals. We handle shipping and export logistics for this product according to international regulations. Please contact us for specific shipping details.

How can I request a sample or a quote?

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Samples and quotes can be requested by contacting our sales department directly through our website or by calling us. Please specify the product name and CAS number when making your request.

Need 3-Maleimidobenzoic acid N-hydroxysuccinimide ester in a specific grade or volume?