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6-Maleimidohexanoic acid N-hydroxysuccinimide ester

CAS 55750-63-5C14H16N2O6Chemical Synthesis

6-Maleimidohexanoic acid N-hydroxysuccinimide ester (CAS 55750-63-5), with the molecular formula C14H16N2O6 and a molecular weight of 308.29 g/mol, is a key bifunctional crosslinking agent. It features both an N-hydroxysuccinimide (NHS) ester and a maleimide group, enabling sequential or simultaneous conjugation to amine and thiol groups, respectively. This compound is widely employed in bioconjugation, protein modification, and the development of antibody-drug conjugates (ADCs) and diagnostic tools.

IUPAC
6-Maleimidocaproic acid N-succinimidyl ester,N-(ε-Maleimidocaproyloxy)succinimide,N-Succinimidyl 6-maleimidocaproate,EMCS
Synonyms
6-Maleimidocaproic acid N-succinimidyl esterN-(ε-Maleimidocaproyloxy)succinimideN-Succinimidyl 6-maleimidocaproateEMCS
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6-Maleimidohexanoic acid N-hydroxysuccinimide ester (C14H16N2O6) — chemical structure, CAS 55750-63-5; Chemistry, fine chemical supplied by Tech Serve Solutions
Building BlocksCarbonyl CompoundsChemical BiologyChemical SynthesisCrosslinkersCyclic ImidesLinkers and Crosslinkers
01 /Applications

Bioconjugation Chemistry

This reagent enables the covalent attachment of molecules to proteins and peptides. The NHS ester reacts with primary amines (e.g., lysine residues), while the maleimide group reacts with sulfhydryl groups (e.g., cysteine residues), facilitating targeted modifications.

Surface Immobilization

It can be used to functionalize surfaces with biomolecules. By immobilizing proteins or antibodies, researchers can create biosensors, diagnostic arrays, and affinity chromatography supports.

Antibody-Drug Conjugates (ADCs)

In pharmaceutical research, this compound serves as a linker for attaching cytotoxic drugs to antibodies, a critical step in the development of targeted cancer therapies.

Fluorescent Labeling

It is utilized to attach fluorescent dyes or other reporter molecules to biological targets, aiding in cellular imaging, tracking, and various biochemical assays.

02 /Properties
Molecular weight308.29
Empirical formulaC14H16N2O6
Assay98%
Solubilitychloroform: soluble100 mg/mLDMF: soluble (lit.)(lit.)
Storage temperature−20°C
Melting point70-73 °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
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
55750-63-5
MDL number
MFCD00043043
PubChem substance
24880215
Beilstein registry
1499815
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 6-Maleimidohexanoic acid N-hydroxysuccinimide ester used for?

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This compound is primarily used in bioconjugation for the modification of proteins and peptides, surface immobilization, development of antibody-drug conjugates (ADCs), and fluorescent labeling due to its ability to react with both amine and thiol groups.

What is the CAS number and molecular formula?

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The CAS number is 55750-63-5 and the molecular formula is C14H16N2O6.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies this chemical with an assay of 98%. As this is a research-grade chemical, TSS does not represent it as USP, BP, or EP grade.

What are the safety and handling precautions for this chemical?

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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 a dust mask (type N95 US), eyeshields, and gloves, and handle in a well-ventilated area. Refer to the Safety Data Sheet for detailed information.

How is 6-Maleimidohexanoic acid N-hydroxysuccinimide ester packed and shipped?

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The chemical is stored at -20°C. TSS exports a wide range of chemicals globally, ensuring appropriate packaging and shipping methods are used.

How can I request a sample or quote for this product?

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To request a sample or a quote, please contact our sales team through the website or by phone, providing the product name and CAS number (55750-63-5).

Need 6-Maleimidohexanoic acid N-hydroxysuccinimide ester in a specific grade or volume?