2,2′-Dipicolylamine (DPA) Oligo Modification

2,2′-Dipicolylamine (DPA) oligo modifications introduce a metal-chelating ligand onto oligonucleotides for applications in biosensing, molecular imaging, and targeted delivery. DPA-modified oligos are commonly used in Zn²⁺-mediated phosphate recognition systems and fluorescent probe development.

General Purpose

DPA modifications are commonly used for:

• Metal ion sensing
• Fluorescent probes
• Cell membrane targeting
• Phosphate recognition
• Biosensors
• Imaging applications
• Smart therapeutic delivery systems

Structure

2,2′-Dipicolylamine contains:

• Two pyridine rings
• One central amine nitrogen

General motif:

$\mathrm{(C_5H_4NCH_2)_2NH}$

When coordinated with Zn²⁺, it strongly binds phosphate-containing molecules such as:

• phospholipids
• phosphorylated biomolecules
• nucleic acids

Oligonucleotide Applications

DPA can be attached to:

• 5′ end
• 3′ end
• internal linker

Typical uses:

• Fluorescent oligo probes
• Zn²⁺-responsive oligos
• Targeted delivery systems
• Apoptotic cell imaging probes

Common Keywords

• “2,2′-Dipicolylamine oligonucleotide”
• “DPA modified oligo”
• “Zn-DPA DNA conjugate”
• “dipicolylamine phosphoramidite”
• “metal-chelating oligonucleotide”

Product Information

 

Product Name:

2,2′-Dipicolylamine (DPA) Oligo Modification

Alternate Name:

DPA

Category:

Chelator

Modification Code:

[DPA]

Purification:

dual HPLC

Delivery Format:

Lyophilized

Shipping Conditions:

Room Temperature

Storage Conditions:

-20°C To -70°C
Oligonucleotides are stable in solution at 4°C for up to 2 weeks. Properly reconstituted material stored at -20°C should be stable for at least 6 months. Dried DNA (when kept at 20°C) in a nuclease-free environment should be stable for years.

Related Products:

dT Ferrocene Oligonucleotide Modification

DOTA, Tetraazacyclododecane-1,4,7,10-tetraacetic acid

NOTA, 1,4,7-triazacyclononane-N,N',N''-triacetic acid

TETA, 1,4,8,11-tetraazacyclotetradecane-N,N',N'',N'''-tetraacetic acid

References/Citations:

• Smith BD, et al. Bioorganic & Medicinal Chemistry
• Ojida A, et al. Journal of the American Chemical Society
• Hamachi I, et al. Chemical Communications
• Zn-DPA phosphate targeting literature in Accounts of Chemical Research

Technical & Educational

Frequently Asked Questions

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