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6-(4-Azido-2-nitrophenylamino)hexanoic acid N-hydroxysuccinimide ester

CAS 64309-05-3C16H18N6O6Chemical Synthesis

6-(4-Azido-2-nitrophenylamino)hexanoic acid N-hydroxysuccinimide ester (CAS 64309-05-3) is a photoactive, heterobifunctional cross-linking reagent. With a molecular weight of 390.35 g/mol and formula C16H18N6O6, it is suitable for chemical biology, protein modification, and structural analysis. Its structure allows for amine-reactive coupling followed by UV-induced crosslinking.

IUPAC
N-Succinimidyl 6-(4-azido-2-nitroanilino)hexanoate
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6-(4-Azido-2-nitrophenylamino)hexanoic acid N-hydroxysuccinimide ester (C16H18N6O6) — chemical structure, CAS 64309-05-3; Chemistry, fine chemical supplied by Tech Serve Solutions
Chemical BiologyChemical SynthesisAlkynes and Other ReagentsCrosslinkersCrosslinkingLinkers and CrosslinkersMolecular BiologyOrganic AzidesProtein ModificationProtein Structural Analysis
01 /Applications

Amine-Reactive Crosslinking

The N-hydroxysuccinimide ester moiety reacts selectively with primary amines at pH 6.5-8.5, forming stable amide bonds. This enables conjugation to proteins, peptides, and other amine-containing biomolecules.

Photoactivated Crosslinking

Upon UV irradiation (250-350 nm), the azido group generates a reactive nitrene intermediate. This highly reactive species can crosslink to nearby molecules, facilitating studies of molecular interactions and protein structural mapping.

Bioconjugation Chemistry

This reagent serves as a valuable tool in bioconjugation, enabling the creation of complex molecular assemblies. Its heterobifunctional nature allows for stepwise or directed conjugation strategies in various biochemical research applications.

02 /Properties
Molecular weight390.35
Empirical formulaC16H18N6O6
Assay≥85%
Formpowder
Colourorange
Solubilityethyl acetate: soluble10 mg/mLDMF: soluble
Storage temperature−20°C
ApplicationPhotoactive, heterobifunctional cross-linking reagent incorporating an extended spacer. Typically, initial reaction couples via ester to primary amine by amide bond formation in the pH range 6.5-8.5. Second bonding occurs during UV irradiation (250-350 nm) via reactive nitrene. The latter bonding is rapid and non-specific.
03 /Safety & handling
Protective equipmentEyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Water hazard class (WGK, DE)3

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

04 /Identifiers & registry
CAS number
64309-05-3
MDL number
MFCD00049058
PubChem substance
24890767
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-(4-Azido-2-nitrophenylamino)hexanoic acid N-hydroxysuccinimide ester used for?

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It is used as a photoactive, heterobifunctional cross-linking reagent in chemical biology and protein modification studies. It can react with primary amines and subsequently undergo UV-induced crosslinking.

What are the CAS number and formula for this compound?

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The CAS number is 64309-05-3, and the molecular formula is C16H18N6O6.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies this chemical with an assay of ≥85%. This product is intended for research and laboratory use and is not supplied as USP, BP, EP, or pharmacopoeia grade.

How should this chemical be handled safely?

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Appropriate personal protective equipment, including eyeshields, gloves, and a type N95 or P1 respirator filter, should be used. Refer to the safety data sheet for comprehensive handling information.

Is this product a controlled substance?

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The provided data does not indicate that this chemical is a controlled substance.

How is this product packed, shipped, and exported?

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This chemical is typically supplied as an orange powder and stored at -20°C. Shipping and export are handled in accordance with relevant regulations for chemical compounds.

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

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To request a sample or a quote, please contact the Tech Serve Solutions sales team through our website or by phone.

Need 6-(4-Azido-2-nitrophenylamino)hexanoic acid N-hydroxysuccinimide ester in a specific grade or volume?