Pyrrolidine-CE Phosphoramidite

(2R, 3S)-2-Dimethoxytrityloxymethyl-N-(fluorenylmethyl)-pyrrolidin-3-yl-[(2-cyanoethyl)-(N,N-diisopropyl)]-phosphoramidite

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Product Specifications

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Base excision repair (BER) is one of the most studied repair mechanisms. In this pathway, DNA glycosylases recognize the damaged bases and catalyze their excision through hydrolysis of the N-glycosidic bond. Attempts to understand the structural basis for DNA damage recognition by DNA glycosylases have been hampered by the short-lived association of these enzymes with their DNA substrates. To overcome this problem, the Verdine group at Harvard synthesized a pyrrolidine analog that mimics the charged transition state of the enzyme-substrate complex. When incorporated into double-stranded DNA, they found the pyrrolidine analog (PYR), introduced as the Pyrrolidine-CE Phosphoramidite, forms an extremely stable complex with the DNA glycosylase AlkA, exhibiting a dissociation constant in the pM range and potently inhibited the reaction catalyzed by the enzyme.



  • Coupling: A 6 minute coupling time is recommended.
  • Deprotection: No changes needed from standard method recommended by synthesizer manufacturer.
Diluent Anhydrous Acetonitrile
Storage Freezer storage, -10 to -30°C, dry
Stability 2-3 days

Dilution/Coupling Data

The table below show pack size data and, for solutions, dilution and approximate coupling based on normal priming procedures.

ABI 392/394

Catalog # Pack Size Grams/Pack 0.1M Dil. (mL) Approximate Number of Additions
LV40 LV200 40nm 0.2μm 1μm 10μm
10-1915-02 0.25 g .25grams 2.97 85.67 51.4 32.13 23.36 17.13 4.28
10-1915-90 100 µmol .084grams 1 20 12 7.5 5.45 4 1
10-1915-95 50 µmol .042grams 0.5 3.33 2 1.25 0.91 0.67 0.17


Catalog # Pack Size Grams/Pack Dilution (mL) Approximate Number of Additions
Molarity 50nm 0.2μm 1μm 15μm
10-1915-02 0.25 g .25grams 4.43 0.07 82.2 51.38 37.36 5.14
10-1915-90 100 µmol .084grams 1.5 0.07 23.6 14.75 10.73 1.48
10-1915-95 50 µmol .042grams 0.75 0.07 8.6 5.38 3.91 0.54