Pyrrolidine-CE Phosphoramidite

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10-1915
(2R, 3S)-2-Dimethoxytrityloxymethyl-N-(fluorenylmethyl)-pyrrolidin-3-yl-[(2-cyanoethyl)-(N,N-diisopropyl)]-phosphoramidite
Formula:
C50H56N3O7P
M.W.:
841.97
F.W.:
178.10
CAS Number:
1221186-22-6
Catalog: Make Selections to Reveal

Description

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.

Details

Usage

  • Coupling: A 6 minute coupling time is recommended.
  • Deprotection: No changes needed from standard method recommended by synthesizer manufacturer.
Specifications
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

Expedite

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