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BA 0311
Product Information Molecular Structure

5-Aminoallyl-dU CEP

Notes: Phosphoramidite that allows the introduction of a 5-aminoallyl-dU residue into oligonucleotides for the purpose of post-synthetic labeling by acylation. Further, triplex-forming oligonucleotides (TFOs) containing this residue form triplexes that are similar in stability to those bearing unmodified residues.

Description:  Early work on the introduction of a 5-aminoallyl-dU amino modifier into oligonucleotides involved the methyl phosphoramidite.1 5-Aminoallyl-dU CEP, employing a 2-cyanoethyl phosphoramidite, was reported later.2,3

Williams and co-workers3 studied the incorporation of 5-aminoallyl-dU residues into triplex-forming oligonucleotides (TFOs), where a single incorporation did not change the stability of the triplex vs. unmodified TFOs. Multiple incorporations led to a lower triplex stability. The pKa of the protonated form of the amino group of 5-aminoallyl-dU is expected to be 9.7 based on studies on the free nucleoside. Conformational studies on the nucleoside were also carried out.

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1. Cook, A. F.; Vuocolo, E.; Brakel, C. L. Nucleic Acids Res. 1988, 16, 4077-4095.

2. Lermer, L.; Yoann, R.; Ting, R.; Perrin, D. M. J. Am. Chem. Soc. 2002, 124, 9960-9961. See especially the Supporting Information.

3. Brazier, J. A.; Shibata, T.; Townsley, J.; Taylor, B. F.; Frary, E.; Williams, N. H.; Williams, D. M. Nucl. Acids Res. 2005, 33, 1362-1371.

5-Aminoallyl-dU CEP
Product Details Product Pricing

MF: C44H51F3N5O9P

MW: 881.87

CAS NO: 144253-90-7

Storage Conditions: Dry, -20 oC



Stock maintained. Ships within 1-3 days.

Unit Weight Unit Price Quantity
100 µmol $225.00
0.25 g $495.00
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