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BA 0268
Product Information Molecular Structure

7-Deaza-A CEP

Notes: Useful for modification of base pairing and metal chelating characterisitcs of purine nucleosides through elimination of the N7 nitrogen.

Description: The N7 imidazole nitrogen of purine nucleosides is known to take part in non-Watson-Crick hydrogen bonding and in metal chelation. "Deleting" the N7 nitrogen by replacing it with a CH group is a useful modification that has been accomplished in DNA and RNA oligonucleotides using the phosphoramidites of 7-deaza-dA (2'-deoxytubercidin) and 7-deaza-A (tubercidin), respectively. Early work by Seela1 involved 7-Deaza-dA CEP (BA 0001), which was useful in showing that N7 of dA is an important hydrogen bond acceptor site for the endodeoxyribonuclease Eco RI. For RNA work, we offer 7-Deaza-A CEP (BA 0268), also known as Tubercidin CEP or C7A CEP. This phosphoramidite has been used for studies of the role of the N7 adenosine nitrogen in the structure and function of tRNA and ribozymes.2,3 Download a a Product Information sheet for more information.

(1) (a) Seela, F.; Kehne, A. Biochemistry 1987, 26, 2232-2238. (b) Seela, F.; Berg, H.; Rosemeyer, H. Biochemistry1989, 28, 6193-6198.
(2) Fu, D.-J.; McLaughlin, L. W. Biochemistry 1992, 31, 10941-10949.
(3) Grasby, J. A.; Mersmann, K.; Singh, M.; Gait, M. J. Biochemistry 1995, 34, 4068-4076. This work involves a related phosphoramidite using 2'-O-triisopropylsilyl and N6-(dimethylamino)methylidene protecting groups.

7-Deaza-A CEP
Product Details Product Pricing

MF: C54H67N6O8PSi

MW: 987.20

CAS NO: 144994-95-6

Storage Conditions: -20 oC, dry

Purity≥95%

Availability: 

Stock maintained. Ships within 1-3 days.

Alternate Name: 

N6-Benzoyl-2'-O-t-butyldimethylsilyl-3'-O-
[(diisopropylamino)(2-cyanoethoxy)phosphino]-5'-O-
(4,4'-dimethoxytrityl)-7-deazaadenosine

Alternate Name: 

Tubercidin CEP or C7A CEP
Unit Weight Unit Price Quantity
100 µmol $300.00
0.25 g $725.00
 
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