| Pyrrolidine-CE Phosphoramidite |
Catalog Number: 10-1915-xx
Description: Pyrrolidine-CE Phosphoramidite
(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 |
Diluent: Anhydrous Acetonitrile |
| Coupling: A 6 minute coupling time is recommended. |
| Deprotection: No changes needed from standard method recommended by synthesizer manufacturer. |
| Storage: Freezer storage, -10 to -30°C, dry |
| Stability in Solution: 2-3 days |
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
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