4-(N-Maleimido)benzophenone

CAS 92944-71-3C17H11NO3Chemical Synthesis

4-(N-Maleimido)benzophenone (CAS: 92944-71-3, C17H11NO3) is a versatile heterobifunctional cross-linking reagent. It possesses a sulfhydryl-specific maleimide group and a photo-activatable benzophenone moiety. This compound is primarily utilised in chemical biology and molecular biology for protein modification and structural analysis. Its ability to form covalent bonds via both thioether linkage and UV-induced radical reactions makes it invaluable for labelling and probing biological molecules.

IUPAC: Benzophenone-4-maleimide

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4-(N-Maleimido)benzophenone (C17H11NO3) — chemical structure, CAS 92944-71-3; Chemistry, fine chemical supplied by Tech Serve Solutions

Building BlocksCarbonyl CompoundsChemical BiologyChemical SynthesisCrosslinkersCrosslinkingCyclic ImidesLinkers and CrosslinkersMolecular BiologyOrganic Building Blocks

01 /Applications

Protein Cross-linking

This reagent enables the cross-linking of proteins through a two-step process. Initially, it reacts with free sulfhydryl groups via its maleimide functionality, forming a stable thioether bond. Subsequent UV irradiation then activates the benzophenone group, facilitating covalent attachment to nearby C-H bonds, thus cross-linking protein structures.

Bioconjugation and Labelling

4-(N-Maleimido)benzophenone can be used to covalently link molecules containing sulfhydryl groups to other biomolecules or surfaces upon UV activation. This is particularly useful for attaching labels, probes, or other functional molecules in the study of protein interactions and cellular processes.

Photoaffinity Labelling

The benzophenone group acts as a photoactivatable moiety, enabling photoaffinity labelling experiments. Upon UV irradiation, it can form a diradical intermediate that inserts into C-H bonds, allowing for the identification of binding partners or the study of ligand-receptor interactions.

02 /Properties

Molecular weight	277.27
Empirical formula	C17H11NO3
Solubility	chloroform: soluble50 mg/mLDMF: soluble
Storage temperature	2-8°C
Application	A heterobifunctional cross-linking reagent containing a sulfhydryl-specific group and a photo-active group. Typically, coupled initially by thioether to molecule containing free sulfhydryl buffered at pH 6.8 (6.5-7.0). Second bonding occurs during UV irradiation (250 nm) via diradical excited state. Benzophenones demonstrate greater specificity for C-H insertion and are more stable in water than analogous reagents. In general they are more efficient in attachment because they may be repeatedly irradiated; however, a more intense irradiation may be required. The benzophenone is not sensitive to reduction compared to analogous reagents.

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 equipment	dust 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

92944-71-3

MDL number

MFCD00079465

PubChem substance

24897368

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-(N-Maleimido)benzophenone used for?

4-(N-Maleimido)benzophenone is primarily used as a heterobifunctional cross-linking reagent in chemical biology and molecular biology for protein modification, labelling, and structural analysis. It facilitates covalent attachment via both sulfhydryl-specific maleimide reactions and UV-induced photoactivation of the benzophenone group.

What is the CAS number and formula for 4-(N-Maleimido)benzophenone?

The CAS number is 92944-71-3, and the empirical formula is C17H11NO3.

What grade and purity does Tech Serve Solutions supply?

Tech Serve Solutions supplies this chemical for research and laboratory use. The specific grade and purity are detailed in the product's specifications. We do not represent this product as USP, BP, or EP grade.

How should 4-(N-Maleimido)benzophenone be handled safely?

According to GHS, this compound is a warning signal word with hazards H315 (causes skin irritation), H319 (causes serious eye irritation), and H335 (may cause respiratory irritation). Appropriate personal protective equipment, including a dust mask (type N95 or equivalent), eyeshields, and gloves, should be worn. Ensure adequate ventilation.

How is 4-(N-Maleimido)benzophenone packed, shipped, and exported?

Tech Serve Solutions offers this chemical in various pack sizes, suitable for both laboratory research and larger-scale applications. We are experienced global exporters adhering to all international shipping regulations for chemical compounds.

How can I request a sample or a quote for 4-(N-Maleimido)benzophenone?

To request a sample or obtain a quotation, please visit the 'Contact Us' section of our website or contact our sales team directly. Please reference the product name and CAS number (92944-71-3).