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Full Catalog (page 4)
Product Number Product Name Molecular Formula Cas. No. Description Notes Alt. Name Alt. Name 2
BA 0147 3'-Fluorescein CPG N/A  N/A      3’-(6-FAM) CPG   
BA 0149 3'-Dabsyl CPG N/A  N/A         
BA 0150 5-Hydroxymethyl-dU CEP C42H51N4O10P  148380-57-8         
BA 0155 Furano-dT CEP C42H49N4O8P  858132-37-3  Measurement of fluorescence due to nucleobase incorpration offers a desirable complement to the linked fluorophore approach. Once the CEP is incorporated, the Furano-dT is converted to pyrrolo-dC upon treatment of the oligonucleotide with ammonia. See our products BA 0170 and BA 0245 as well as Berry, et al. Tetrahedron Lett. 2004, 45 (11), 2457-2461, which has leading references for the use of Furano-dT CEP (BA 0155) in oligonucleotide synthesis.
 
Allows incorporation into DNA and conversion to a fluorescent deoxycytidine analog during the ammonia deblocking step.     
BA 0157 ddT CEP C19H31N4O5P  None found      5-Me-ddU CEP   
BA 0158 ddA CEP C28H47N8O3P  None found         
BA 0160 ddC CEP C28H50N6O4P  None found         
BA 0162 ddG CEP C22H35N8O4P  None found         
BA 0163 Amino-modifier-C6-dC
CEP
C53H68F3N8O9P  853955-92-7         
BA 0164 5-Hydroxy-dC CEP C53H56N5O10P  197579-70-7         
BA 0165 Amino-modifier-C6-dC
CPG
N/A  N/A         
BA 0166 Amino-modifier-C6-dT
CPG
N/A  N/A         
BA 0167 5-Ethynyl-dU CEP C41H47N4O8P  615288-66-9  Oligonucleotides with 5-ethynyl residues may also be used in transition metal-catalyzed coupling reactions. Two ethynyl-bearing oligonucleotides can be homo-coupled via a diyne linkage using copper catalysis. Further, the ethynyl groups may be used in copper-catalyzed couplings with arylacetylenes bearing anthraquinone, biotin, or fluorescein appendages.2 Palladium catalyzed cross-coupling of ethynyl-dU-bearing oligonucleotidies with 2-iodoanthraquinone provides anthraquinone-bearing nucleic acids useful in electrochemical applications of DNA.3

For more detail on the use of this product, download a Product Information Sheet here.

(1) Graham, D.; Parkinson, J. A.; Brown, T. J. Chem. Soc, Perkin Trans. 1 1998, 1131-1138.

(2) Minakawa, N.; Ono, Y.; Matsuda, A. J. Am. Chem. Soc. 2003, 125, 11545-11552.

(3) Gorodetsky, A. A.; Green, O.; Yavin, E.; Barton, J. K. Bioconjugate Chem. 2007, 18, 1434-1441.

 
Replacement of thymidine residues with 5-ethynyl-dU residues results in duplex stabilization. The degree of stabilization is less than that observed with propynyl-dU residues.1

(1) Graham, D.; Parkinson, J. A.; Brown, T. J. Chem. Soc, Perkin Trans. 1 1998, 1131-1138.

 
   
BA 0168 4-Triazolyl-dU CEP C41H48N7O7P  109389-31-3    The convertible nucleoside 4-Triazolyl-dU CEP allows the formation of N4-alkyl-dC residues.     
BA 0170 Pyrrolo-dC CEP C42H50N5O7P  644962-92-5  Pyrrolo-dC is a fluorescent analog of 2'-deoxycytidine (Berry, et. Al, Tetrahedron Lett. 2004, 45 (11), 2457-2461). This 2'-deoxycytidine analog is highly fluorescent, exhibiting an emission maximum at 473 nm when incorporated into a 19-mer oligodeoxyribonucleotide, where it base-pairs normally with dG. We also offer the phosphoramidite of pyrrolo-dC (BA 0170) as well as the 2'-O-TBS ribo version, pyrrolo-C CEP (BA 0245), and the 2'-O-Methyl riobo version (BA 0356). BA 0245 and BA 0170 are also available from Glen Research, our development partner for these products. Glen Research also offers the triphosphates of pyrrolo-C and -dC. We offer the two nucleosides (PYA 11090 and PYA 11092) as well as the simple fluorescent pyrrolocytosine heterocycle (i.e., pyrrolo-C aglycone (HC 9060). For photophysical studies on these fluorescent pyrrolopyrimidines, see: Thompson, K. C.; Miyake, N. J. Phys. Chem. B, 2005, 109, 6012-6019.
 
Pyrrolo-dC is a fluorescent analog of 2'-deoxycytidine (Berry, et. Al, Tetrahedron Lett. 2004, 45 (11), 2457-2461).     
BA 0173 9-Deaza-dG CEP C44H54N7O7P  None found 

Learn more about this phosphoramidite and its use by downloading a Product Information Sheet for BA 0173.

This product is from our Experimental Grab Bag. The compounds in this unique collection meet all of Berry & Associates' purity standards, but have not been proven in oligonucleotide synthesis. We hope that you may find them interesting and useful for your research.

 

May be used for incorporation into an oligonucleotide internally or at the 5'-terminus.

 
9-Deaza-3'-O-[(diisopropylamino)(2-cyanoethoxy)phosphino]-5'-O-(4,4'-dimethoxytrityl)-N2-(dimethylaminomethylidene)-2'-deoxyguanosine   
BA 0174 5-Propargyloxy-dU CEP C42H49N4O9P  None found 

An attractive strategy for nucleic acid conjugation involves the click reaction of alkyne-bearing oligonucleotides with azide-bearing species to join them via a triazole linkage. For the installation of an alkyne-bearing nucleoside into an oligonucleotide, 5-Ethynyl-dU CEP (BA 0167)2 and 5-Octadiynyl-dU CEP (BA 0308)1-4 and Alkynyl-modifier-C6-dT CEP (BA 0316) have been shown to be useful. We also offer BA 0174 for this purpose. This phosphoramidite features a potentially interesting propargyloxy linker.

For more information on this product and its use, download a Product Information Sheet for 5-Propargyloxy-dU CEP .

 We also offer the related nucleosides 5-(Propargyloxy)-2'-deoxyuridine (PY 7712) and 5'-O-(Dimethoxytrityl)-5-(propargyloxy)-2'-deoxyuridine (PY 7714).

(1) Seela, F.; Sirivolu, V. R. Chem. Biodiversity 2006, 3, 509-514.

(2) Gierlich, J.; Burley, G. A.; Gramlich, P. M. E.; Hammond, D. M.; Carell, T. Org. Lett. 2006, 8, 3639-3642.

(3) Seela, F.; Sirivolu, V. R. Helv. Chim. Acta 2007, 90, 535-552.

(4) Hammond, D. M.; Manetto, A.; Gierlich, J.; Azov, V. A.; Gramlich, P. M. E.; Burley, G. A.; Maul, M.; Carell, T. Angew. Chem. Int. Ed. 2007, 46, 4184-4187.

 

 May be used for the installation of an alkyne into an oligonucleotide internally or at the 5'-terminus. Potentially useful for click conjugation with azide-bearing labeling agents.

 
   
BA 0175 8-Amino-dA CEP C46H59N10O6P  211676-21-0         
BA 0176 2-Fluoro-dI CEP C48H53FN7O9P  163668-79-9  The convertible nucleoside 2-Fluoro-dI CEP allows the formation of N2-alkyl-dG residues in DNA for structural studies. After incorporation of this unit into an oligoribonucleotide by standard phosphoramidite chemistry, treatment with ammonia, methylamine, or a higher alkylamine, including one bearing a tethered functional group, leads to displacement of fluoride ion with resultant installation of a 2-amino group, i.e., producing a deoxyguanosine or an N2-alkyl-dG residue.  The convertible nucleoside 2-Fluoro-dI CEP allows the formation of N2-alkyl-dG residues.     
BA 0177 8-Methoxy-dG CEP C44H55N8O8P  None found         
BA 0180 cis,syn-Thymidine dimer methyl
phosphoramidite
C49H63N5O15P2  118187-67-0  BA 0180 is intended for construction of unique photolesion containing oligonucleosides for use in mutagenesis studies. (Taylor, J.-S.; Brockie, I.; and O’Day, C. J. Am. Chem. Soc. 1987, 109, 6735-6742; Taylor, J.-S.; Nadji, S.; and Wang, C.-I. J. Am. Chem. Soc. 1992, 114, 9266-9269; Smith, C.A.; and Taylor, J.-S. J. Biol. Chem. 1993, 268, 11143-11151).       
BA 0184 Amino-modifier-C6-dA
CEP
C55H65F3N9O8P  None found         
BA 0186 Amino-modifier-C6-PT-dA
CEP
C63H76N9O8P  None found 

This product is from our Experimental Grab Bag. The compounds in this unique collection meet all of Berry & Associates' purity standards, but have not been proven in oligonucleotide synthesis. We hope that you may find them interesting and useful for your research.

 
     
BA 0189 C6-Dansyl CEP C27H43N4O4PS  1027512-07-7 

This product is from our Experimental Grab Bag. The compounds in this unique collection meet all of Berry & Associates' purity standards, but have not been proven in oligonucleotide synthesis. We hope that you may find them interesting and useful for your research.

 
     
BA 0193 2-Fluoro-dA CEP C49H64FN8O6P  None found    The convertible nucleoside 2-Fluoro-dA CEP allows the formation of N2-alkyl-2-amino-dA residues.     
BA 0194 8-Amino-dG CEP C46H59N10O7P  166092-91-7