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Product Number Product Name Molecular Formula Cas. No.

BA 0001

7-Deaza-dA CEP

C48H53N6O7P 

107134-59-8 

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 oligonucleotides using the phosphoramidite of 2'-deoxytubercidin, namely 7-Deaza-dA CEP.1, which was useful in showing that N7 of dA is an important hydrogen bond acceptor site for the endodeoxyribonuclease EcoRI.

1. (a) Seela, F.; Kehne, A. Biochemistry 1987, 26, 2232-2238. (b) Seela, F.; Berg, H.; Rosemeyer, H. Biochemistry 1989, 28, 6193-6198.

Notes

Useful for modification of base pairing and metal chelating characterisitcs of purine nucleosides through elimination of the N7nitrogen.

Alternate Name(s):

N6-Benzoyl-7-deaza-3'-O-[(diisopropylamino)(2-cyanoethoxy)phosphino]-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine

BA 0002

N6-Methyl-dA
CEP

C41H50N7O6P 

105931-58-6 

Alternate Name(s):

3'-O-[(Diisopropylamino)(2-cyanoethoxy)phosphino]-5'-O-(4,4'-dimethoxytrityl)-N6-methyl-2'-deoxyadenosine

BA 0003

3'-dA CEP

C47H52N7O7P 

207347-42-0 

Alternate Name(s):

N6-Benzoyl-2'-O-[(diisopropylamino)(2-cyanoethoxy)phosphino]-5'-O-(4,4'-dimethoxytrityl)-3'-deoxyadenosine

BA 0004

8-Bromo-dA CEP

C43H52BrN8O6P 

207906-54-5 

Alternate Name(s):

8-Bromo-3'-O-[(diisopropylamino)(2-cyanoethoxy)phosphino]-5'-O-(4,4'-dimethoxytrityl)-N6-(dimethylaminomethylidene)-2'-deoxyadenosine

BA 0005

8-Oxo-dA CEP

C47H52N7O8P 

142979-42-8 

Alternate Name(s):

N6-Benzoyl-3'-O-[(diisopropylamino)(2-cyanoethoxy)phosphino]-5'-O-(4,4'-dimethoxytrityl)-8-oxo-2'-deoxyadenosine

BA 0007

5-Fluoro-O4-TMP-dU
CEP

C48H56FN4O8P 

198080-36-3 

Notes

The convertible nucleoside 5-Fluoro-O4-TMP-dU CEP allows the formation of N4-alkyl-5-fluoro-dC residues by reaction with an alkyl amine.

Alternate Name(s):

3'-O-[(Diisopropylamino)(2-cyanoethoxy)phosphino]-5'-O-(4,4'-dimethoxytrityl)-5-fluoro-O4-(2,4,6-trimethylphenyl)-2'-deoxyuridine

BA 0008

7-Deaza-dG CEP

C44H54N7O7P 

121767-97-3 

Description

G-Rich regions in nucleic acids often display disrupted Watson-Crick base-pairing due to the ability of dG and G residues to enter into non-Watson-Crick inter- and intramolecular hydrogen bonding. A solution to this problem is to replace the N7 nitrogen atom on the guanine nucleobase with a CH group, obviating the possibility of hydrogen bonding at that position. For studies on alternating d(G-C)3 and d(C-G)3 hexanucleotides containing 7-deaza-2'-deoxyguanosine or 8-aza-7-deaza-2'-deoxyguanosine (BA 0242) in place of dG, see: Seela, F.; Driller, H. Nucleic Acids Res. 1989, 17(3), 901-910. We also now offer 7-Deaza-G CEP (BA 0323) for RNA synthesis.

Notes

Installation of 7-Deaza-dG residues in G-rich regions can disrupt unwanted hydrogen bonding.

Alternate Name(s):

7-Deaza-3'-O-[(diisopropylamino)(2-cyanoethoxy)phosphino]-5'-O-(4,4'-dimethoxytrityl)-N2-(dimethylaminomethylidene)-2'-deoxyguanosine

BA 0009

8-Bromo-dG CEP

C43H52BrN8O7P 

198080-37-4 

Description

For examples of Pd-catalyzed postsynthetic aryl couplings of C8-Br-G modified oligonucleotides, see Omumi, A.; Beach, D. G.; Baker, M.; Gabryelski, W.; Manderville, R.A. J. Am. Chem. Soc. 2011 , 133, 42-50.

Alternate Name(s):

8-Bromo-3'-O-[(diisopropylamino)(2-cyanoethoxy)phosphino]-5'-O-(4,4'-dimethoxytrityl)-N2-(dimethylaminomethylidene)-2'-deoxyguanosine

BA 0010

8-Oxo-dG CEP

C44H54N7O9P 

143060-53-1 

Alternate Name(s):

3'-O-[(Diisopropylamino)(2-cyanoethoxy)phosphino]-5'-O-(4,4'-dimethoxytrityl)-N2-isobutyryl-8-oxo-2'-deoxyguanosine

BA 0011

4-Thio-dT CEP

C43H52N5O7PS 

1290537-73-3 

Alternate Name(s):

4-Thio-T CEP

S-(2-Cyanoethyl)-3'-O-[(diisopropylamino)(2-cyanoethoxy)phosphino]-5'-O-(4,4'-dimethoxytrityl)-4-thiothymidine

BA 0012

Carboxy-dT CEP

C43H51N4O10P 

198080-38-5 

Alternate Name(s):

5-(E-2-Carbomethoxyvinyl)-3'-O-[(diisopropylamino)(2-cyanoethoxy)phosphino]-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine

BA 0013

2-Thio-dT CEP

C48H55N4O8PS 

156783-23-2 and 156783-15-2 

Alternate Name(s):

2-Thio-T CEP

3'-O-[(Diisopropylamino)(2-cyanoethoxy)phosphino]-5'-O-(4,4'-dimethoxytrityl)-N3/O4-toluyl-2-thiothymidine

BA 0014

Biotin-dT CEP

C69H89N8O12PS 

198080-40-9 

Alternate Name(s):

5-[E-2-[N-[N-[N1-(4-t-Butylbenzoyl)-D-(+)-biotinyl]-6-aminohexyl]carboxamido]vinyl]-3'-O-[(diisopropylamino)(2-cyanoethoxy)phosphino]-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine

BA 0015

Amino-modifier-C6-dT CEP

C50H62F3N6O10P 

210534-16-0 

Alternate Name(s):

3'-O-[(Diisopropylamino)(2-cyanoethoxy)phosphino]-5-[E-2-[N-[6-(trifluoroacetamido)hexyl]carboxamido]vinyl]-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine

BA 0016

2'-Deoxynebularine CEP

C40H47N6O6P 

178925-28-5 

Alternate Name(s):

3'-O-[(Diisopropylamino)(2-cyanoethoxy)phosphino]-5'-O-(4,4'-dimethoxytrityl)-2'-deoxynebularine

BA 0017

O6-Phenyl-dI
CEP

C46H51N6O7P 

133471-07-5 

Notes

The convertible nucleoside O6-Phenyl-dI CEP allows the formation of N6-alkyl-dA residues through reaction with alkyl amines.

Alternate Name(s):

3'-O-[(Diisopropylamino)(2-cyanoethoxy)phosphino]-5'-O-(4,4'-dimethoxytrityl)-O6-phenyl-2'-deoxyinosine

BA 0018

3-Nitropyrrole CEP

C39H47N4O8P 

166984-64-1 

BA 0021

2-Aminopurine CEP

C43H53N8O6P 

178925-41-2 

BA 0030

5-Amino-modifier-5 CEP

C33H44N3O4P 

612548-86-4 

BA 0031

Spacer-9 CEP

C36H49N2O7P 

146668-73-7 

BA 0032

Spacer-C3 CEP

C33H43N2O5P 

110894-23-0 

BA 0033

dSpacer CEP

C35H45N2O6P 

129821-76-7 

BA 0034

5-Amino-modifier-C6-TFA
CEP

C17H31F3N3O3P 

133975-85-6 

BA 0036

5-Amino-modifier-C3-TFA
CEP

C14H25F3N3O3P 

853955-89-2 

BA 0037

Thiol-modifier-C6-S-S
CEP

C42H61N2O5PS2 

148254-21-1 

BA 0038

Biotin-TEG CEP

C52H76N5O11PS 

198080-44-3 



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