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Fmoc Pyrrolidine CE-Phosphoramidite

Fmoc Pyrrolidine CE-Phosphoramidite

Fmoc Pyrrolidine CE-Phosphoramidite, BULK (g), Glass Screw-Top

CAS No.: 1221186-22-6

Phosphoramidite used to install (2R,3S)-2-hydroxymethyl-3-hydroxypyrrolidine (3-hydroxyprolinol) residues into DNA.
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Item ID BA0295-C000
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Verdine and co-workers(1) described the use of Fmoc-pyrrolidine CE-Phosphoramidite to install (2R,3S)-2-hydroxymethyl-3-hydroxypyrrolidine (3-hydroxyprolinol) residues into DNA. Such oligonucleotides were found to be potent and selective inhibitors of E. coli 3-methyladenine DNA glycosylase II (AlkA). The pyrrolidine ring, which should be protonated under experimental conditions, is proposed to mimic the charged intermediate encountered during glycosyl hydrolysis. Related 3-hydroxyprolinol-bearing oligonucleotides have been made and subjected to hybridization studies.(2)

Ref:

  1. Scharer, O. D.; Ortholand, J.-Y.; Ganesan, A.; Ezaz-Nikpay, K.; Verdine, G. L. J. Am. Chem. Soc. 1995, 117, 6623-6624.
  2. Ceulemans, G.; Van Aerschot, A.; Rozenski, J. Herdewijn, P. Tetrahedron 1997, 53, 14957-14974.
Brand Berry
Type Phosphoramidites
Sequence Internal

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