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4-Maleimidobutyric acid N-hydroxysuccinimide ester

CAS 80307-12-6C12H12N2O6Chemical Synthesis

4-Maleimidobutyric acid N-hydroxysuccinimide ester (CAS 80307-12-6), with the molecular formula C12H12N2O6 and a molecular weight of 280.23 g/mol, is a heterobifunctional cross-linking reagent. It is widely utilised in chemical biology and synthesis for its ability to form stable thioether linkages with sulfhydryl groups and amide bonds with primary amines. This reagent facilitates the preparation of various conjugates, including enzyme immunoconjugates and hapten-carrier molecule conjugates, providing a 7-atom linker.

IUPAC
4-Maleimidobutyric acid N-succinimidyl ester,N-(γ-Maleimidobutyryloxy)succinimide,N-Succinimidyl 4-maleimidobutyrate,GMBS
Synonyms
N-Succinimidyl 4-maleimidobutyrateN-(γ-Maleimidobutyryloxy)succinimideGMBS
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4-Maleimidobutyric acid N-hydroxysuccinimide ester (C12H12N2O6) — chemical structure, CAS 80307-12-6; Chemistry, fine chemical supplied by Tech Serve Solutions
Chemical BiologyChemical SynthesisCrosslinkersLinkers and Crosslinkers
01 /Applications

Bioconjugation and Protein Labelling

This reagent enables the selective conjugation of molecules containing primary amines and sulfhydryl groups. It is instrumental in preparing enzyme immunoconjugates and hapten carrier molecule conjugates, offering a versatile tool for biological research and diagnostics.

Surface Modification

The heterobifunctional nature of 4-Maleimidobutyric acid N-hydroxysuccinimide ester allows for the controlled functionalization of surfaces. It can be used to immobilize biomolecules or create functionalized materials through sequential reactions with amine and thiol functionalities.

Drug Delivery Systems

This crosslinker can be employed in the development of targeted drug delivery systems by conjugating therapeutic agents to targeting moieties or carriers, thereby enhancing efficacy and reducing off-target effects.

02 /Properties
Molecular weight280.23
Empirical formulaC12H12N2O6
Assay≥98.0% (HPLC)
Solubilitychloroform: soluble100 mg/mLDMF: soluble
Storage temperature2-8°C
ApplicationA heterobifunctional cross-linking reagent with amine and sulfhydryl reactivity. Typically, coupled initially to molecules containing primary amines by amide bonds buffered at pH 7.5 (6.5-8.5). Second coupling specific for molecules containing free sulfhydryl by thioether linkage buffered at pH 6.8 (6.5-7.0). Useful for preparation of enzyme immunoconjugates and hapten carrier molecule conjugates. Provides a 7-atom linker.
Melting point123-129 °C
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
Protective equipmentdust mask type N95 (US), Eyeshields, Gloves
Water hazard class (WGK, DE)3
Hazard codes (EU)Xi
Risk statements (R)36/37/38
Safety statements (S)26-36

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

04 /Identifiers & registry
CAS number
80307-12-6
MDL number
MFCD00036817
Beilstein registry
6427689
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 4-Maleimidobutyric acid N-hydroxysuccinimide ester used for?

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4-Maleimidobutyric acid N-hydroxysuccinimide ester is a heterobifunctional cross-linking reagent used in chemical biology and synthesis for preparing enzyme immunoconjugates and hapten carrier molecule conjugates. It reacts with primary amines and sulfhydryl groups.

What are the CAS number and formula for 4-Maleimidobutyric acid N-hydroxysuccinimide ester?

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The CAS number is 80307-12-6 and the empirical formula (Hill notation) is C12H12N2O6.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies 4-Maleimidobutyric acid N-hydroxysuccinimide ester with an assay of ≥98.0% (HPLC). We do not represent this product as USP, BP, or EP grade.

How should 4-Maleimidobutyric acid N-hydroxysuccinimide ester be handled?

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Handle with appropriate personal protective equipment, including a dust mask type N95 (US), eyeshields, and gloves. Avoid inhalation of dust and contact with skin and eyes. Ensure adequate ventilation. The compound is classified as irritating to skin, eyes, and respiratory system (H315, H319, H335).

Is 4-Maleimidobutyric acid N-hydroxysuccinimide ester shipped internationally?

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Yes, Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals and laboratory reagents, including 4-Maleimidobutyric acid N-hydroxysuccinimide ester.

How can I request a quote or sample?

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Please contact our sales team via the website or direct email to request a quote or sample of 4-Maleimidobutyric acid N-hydroxysuccinimide ester.

Need 4-Maleimidobutyric acid N-hydroxysuccinimide ester in a specific grade or volume?