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Product Number Product Name Molecular Formula Cas. No.

BA 0347

5-(Furan-2-yl)-dC CEP

C50H54N5O9P 

1119734-65-4 

Description

Tor and co-workers have reported on the preparation and photophysical characteristics of a number of small, fluorescent isosteric nucleosides that are capable of normal Watson-Crick base paring in unaltered duplexes.1-6 These probes are useful tools for studying nucleic acid sequence, structure, dynamics and recognition. BA 0347 is the phosphoramidite of one such nucleoside.1,2 This probe is a minimally disruptive fluorescent dC analog that can be used in vitro for analysis of oxidative damage caused by reactive oxygen species.6 When incorporated into an oligonucleotide and hybridized, BA 0347 can photophysically distinguish between G, 8-oxoG, or T on the complementary strand. When paired with 8-oxoG, which is the major mutagenic product of oxidative damage, significant emission quenching is observed. When paired with T, the transversion mutation resulting from failure to repair the oxidation, enhanced emission is observed from BA 0347.

For more information, download a Product Information Sheet for BA 0347 here.

1) Greco, N.J.; Tor, Y. J. Am. Chem. Soc. 2005, 127, 10784-10785.

2) Greco, N.J.; Tor, Y. Nature Protocols, 2007, 2, 305-316.

3) Greco, N.J.; Tor, Y. Tetrahedron, 2007, 63, 3515-3527.

4) Sinkeldam, R.W.; Greco, N.J.; Tor, Y. ChemBioChem. 2008, 9, 706-709.

5) Srivastan, S.G.; Tor, Y. Tetrahedron, 2007, 63, 3601-3607.

6) Greco, N.J.; Sinkeldam, R.W.; Tor, Y. Org. Lett. 2009, 11, 1115-1118.

Notes

Small, fluorescent natural base mimic that can be used as an in vitro signal the presence of G, 8-oxoG, or T on a complementary strand in hybridized DNA oligonucleotides.

Alternate Name(s):

N4-Benzoyl-5-(furan-2-yl)-dC CEP

4-Benzoyl-5-(2-furyl)-dC CEP

BA 0348

2'-Fluoro-5'-iodo deoxyuridine CEP

C18H27FIN4O5P 

None Assigned 

BA 0349

5'-Folate-TEG CEP

C44H62F3N10O12P 

1356964-22-1 

Description

THIS PRODUCT HAS BEEN DISCONTINUED.

For incorporation of the folate moiety, please use our Folate TEG Azide (FC 8150) .

BA 0350

5'-Aminooxy-modifier-11 CEP

C38H54N3O8P 

None Assigned 

Description

The use of oxime formation in ligation reactions of oligonucleotides has been widely established in the literature for over a decade.1 As examples, 5’-aminooxy-modifiers have been used in oxime ligation for peptide-oligonucleotide conjugates,2 attachment of nucleosides to solid supports,3 and head to tail cyclization of oligonucleotides.4 The concurrent use of BA 0350 at the 5’-terminus and an indole aldehyde modification elsewhere in an oligonucleotide should permit on-support head to tail cyclization upon cleavage of the N-DMT protecting group. See Formylindole-dTCEP (BA 0301) for an example of an appropriate indole aldehyde.

For more information, download a Product Information Sheet for BA 0350 here.

References

1) For recent reviews see: a) Zatsepin, T.S.; Stetsenko, D.A.; Gait, M.J.; Oretskaya, T.S. Bioconjugate Chem., 2005, 16(3), 471-89. b) Singh, Y.; Edupuganti, O.P.; Villen, M.; Defrancq, E.; Dumy, P. Comptes RendusChim., 2005, 8(5), 789-96.

2) a) Cebon, B.; Lambert, J.N.; Leung, D.; Mackie, K.; McCluskey, K.L.; Nguyen, H.; Tassone, C. Aust J. Chem., 2000, 53, 3333-40. b) Prater, C.E.; Miller, P.S. Bioconjugate Chem., 2003, 14(2), 320-30. c) Prater, C.E.; Miller, P.S. Bioconjugate Chem., 2004, 15(2), 498-507.

3) a) Salo, H.; Virta, P.; Hakala, H.; Prakash, T.P.; Kawasaki, A.M.; Manoharan, M.; Lönnberg, H. Bioconjugate Chem., 1999, 10(5), 815-23. b) Defrancq, E.; Hoang, a.; Vinet, F.; Dumy, P.; Bioorg. Med. Chem. Lett., 2003, 13, 2683-6. c) Bincheva, M.; Scheibler, L.; Lincoln, P.; Vogel, H.; Akerman, B. Langmuir, 1999, 15, 4317-20.

4) Edupuganti, O.P.; Defrancq, E.; Dumy, P. J. Org. Chem, 2003, 68, 8708-10.

Notes

For the synthesis of oligonucleotides bearing a 5’-aminooxy group.

Alternate Name(s):

5'-Aminooxy TEG CEP

BA 0351

Thiol-modifier-oxa-6-S-S CPG

N/A 

None Assigned 

Description

We have discovered that DNA synthesis is markedly enhanced by including ether functionality in the alkyl chain of the disulfide. Both superior oligo yield and greater maximum synthesis length are thereby achieved. We now offer Thiol-modifier-oxa-6-S-S CPG (BA 0351) as an alternative for 3'-thiol modification in oligonucleotides.

For more information, download a Product Information Sheet for BA 0351 here, or see our April 2010 Newsletter.

Notes

Superior thiol modifier giving higher yields and longer oligos.

BA 0352

8-Styryl-dG CEP

C51H59N8O7P 

1101864-12-3 

Description

Ogasawara and co-workers have reported the use of 8-substituted dG derivatives that provide reversible duplex regulation via a light induced trans-cis isomerization.1,2 The trans isomer of 8-styryl-2’-deoxyguanosine (8STG) is one such photochromic nucleoside (PCN). When a 12-bp duplex containing 8STG is irradiated for 5 minutes at 370 nm, the double bond isomerizes to the cis geometry with 86% conversion. Subsequent irradiation for 2 minutes at 254 nm returns the double bond to the trans geometry with 94% conversion. Both trans and cis isomers are thermally stable but readily interconvert at room temperature upon irradiation with light of the appropriate wavelength. The Tm value of the duplex containing a trans -PCN is 7.9oC higher than the Tm value of the same duplex containing a cis-PCN. When three 8STG insertions are inserted into a 20-bp duplex, the trans -PCNs permit duplex formation whereas the cis-PCNs cause denaturation of the duplex. This phenomenon is evidenced by changes in the circular dichroism spectra before and after irradiation of the duplex containing trans -PCNs at 370 nm. Conversely, when the single strands containg cis-PCNs are irradiated at 254 nm hybridization occurs as the trans isomer is formed.

Berry & Associates now offers 8-Styryl-dG CEP (BA 0352) for the in automated synthesis of PCN-containing oligonucleotides. For more information, download a Product Information Sheet for BA 0352 here.

Substitution of other aromatic moieties for the phenyl ring provides PCNs that operate at different wavelengths. For example with 8-(2-napthalen-2-yl)vinly-2’-deoxyguanosine (8NVG) the trans to cisconversion occurs with 410 nm irradiation and reverts at 290 nm and with 8-(2-fluoren-2-yl)vinyl-2’-deoxyguanosine (8FVG) ) the trans to cisconversion occurs with 420 nm irradiation and reverts at 310 nm. 8STG, 8NVG, and 8FVG all have the common synthetic precursor 8-vinyl-dG. Thus we now also offer PR 3335. as a versatile synthetic intermediate for the preparation of these and other PCNs.

1. Ogasawara, S.; Saito, I.; Maeda, M. Tetr. Lett., 2008, 49, 2479-82.

2. Ogasawara, S.; Maeda, M. Angew. Chem. Int. Ed., 2008, 47, 8839-42.

Notes

Photochromic nucleoside (PCN) that provides reversible duplex regulation via a light induced trans-cis isomerization.

Alternate Name(s):

8-[(1E)-2-Phenylethenyl]-dG CEP

8STG

BA 0353

5-Ethynyl uridine CEP

C47H61N4O9PSi 

1193451-06-7 

Description

Oligonucleotides with 5-ethynyl residues may 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.1 Palladium catalyzed cross-coupling of ethynyl-dU-bearing oligonucleotidies with 2-iodoanthraquinone provides anthraquinone-bearing nucleic acids useful in electrochemical applications of DNA.2

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

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

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

BA 0354

Fmoc-5'-amino-modifier-5 CEP

C28H38N3O5P 

1306615-52-0 

Description

The (fluorenylmethyloxy)carbonyl (Fmoc) group has been shown to be useful as an amine protecting group on oligonucleotide amino-modifiers.1 It can be removed by standard cleave-deprotect protocols such as ammonium hydroxide. Alternatively, the Fmoc group can be selectively removed before cleavage of the oligonucleotide from the solid support,2 thereby simplifying labeling of the resulting amino group by acylation. After the acylation is complete and excess reagents are washed away, the labeled oligonucleotide is cleaved from the support and further deprotected with ammonium hydroxide.

See the Related Products below for additional product offerings that contain the Fmoc protecting group.

For more information on this product and its use, download a Product Information Sheet here.

(1) Nelson, P. S.; Kent, M.; Muthini, S. Nucl. Acids Res. 1992, 20, 6253-6259.

(2) For example, see: (a) Gartner, Z. J.; Kanan, M. W.; Liu, D. R. J. Am. Chem. Soc. 2002, 124, 10304-10306; see Supporting Information, p. 3. (b) Gartner, Z. J.; Tse, B. N.; Grubina, R.; Doyon, J. B.; Snyder, T. M.; Liu, D. R. Science 2004, 305, 1601-1605; see Supporting Online Material, p. 2.

Notes

For 5’- incorporation of an amine that can be deprotected prior to cleaving the oligonucleotide from the solid support.

BA 0355

7-(3-Nitrophenyl)-7-deaza-2'-dA
CEP

C50H57N8O8P 

None Assigned 

Description

Electrochemical detection is a less expensive alternative to common optical methods in DNA biosensors and chips. Hocek and coworkers1 have shown that when aminophenyl (BA 0342) and nitrophenyl (BA 0355) substituted 2’-deoxyribonucleosides are incorporated into oligonucleotides, they exhibit excellent electrochemical label properties. Both types of markers in the same oligonucleotide can be easily detected and differentiated since the aminophenyl tag is irreversibly oxidized, and the nitophenyl tag is irreversibly reduced.

For more information on this product and its use, download a Product Information Sheet here.

References

1. Cahova, H.; Havran, L.; Brazdilova, P.; Pivonkova, H.; Pohl, R.; Fojta, M.; Hocek, M. Angew. Chem. Int. Ed. 2008, 47, 2059-2062.

Notes

Simple organic 2’-deoxyribonucleoside derivatives for use as electroactive DNA markers.

Alternate Name(s):

5-(3-Nitrophenyl)-2'-deoxytubercidin CEP

BA 0356

2'-O-Methyl-pyrrolo C CEP

C43H52N5O8P 

644962-95-8 

Description

Pyrrolo-C (PC) is a fluorescent analog of cytidine.1 It is highly fluorescent, the 2'-deoxy version exhibiting an emission maximum at 473 nm when incorporated into a 19-mer oligodeoxyribonucleotide, where it base-pairs normally with dG. Pyrrolo-C has proven to be useful for monitoring RNA secondary structure formation, where its fluorescence is reversibly quenched upon base-pairing.2 PC has been used to follow the kinetics of formation and dissociation of an RNA/DNA complex and has been used to monitor the thermal denaturation of the central segment of an RNA duplex.2 Most recently, PC has been incorporated into native and minimal hammerhead ribozymes at cleavage site position C17, where it was found to be capable of efficient photocrosslinking to G12, resulting in catalytically active RNA that was useful in structural studies.3

We also offer the 2’-OTBS phosphoramidite of pyrrolo-C (BA 0245) as well as the 2'-deoxyribo version, pyrrolo-dC CEP (BA 0170). These materials are also available from Glen Research (Pyrrolo-C CEP as the 2'-O-TOM version), 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). Thompson and co-workers have studied the photophysical properties of these fluorescent pyrrolopyrimidines.4

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

1. Berry, D.A.; Jung, K.-Y.; Wise, D.S.; Sercel, A.D.; Pearson, W.H.; Mackie, H.; Randolph, J.B.; Somers, R.J., Tetrahedron Lett. 2004, 45 (11), 2457-2461).

2. Tinsley, R.A.; Walter, N.G., RNA, 2006, 12, 522-529.

3. Lambert, D.; Heckman, J. E.; Burke, J. M., Biochemistry, 2006, 45, 7140-7147.

4. Thompson, K. C.; Miyake, N., J. Phys. Chem. B, 2005, 109, 6012-6019.

Notes

Pyrrolo-C (PC) is a fluorescent analog of cytidine.

BA 0357

Tocopherol-TEG CEP

C68H103N2O10P 

None Assigend 

Description

In the search for effective in vivo carriers for therapeutic applications of siRNAs, Nishina, Unno and coworkers utilized alpha-tocopherol (vitamin E) as a carrier molecule.1 They hypothesized that a molecule that had its own transport pathway, was essential for target tissue cells, yet was not synthesized within the cells would be an ideal in vivo carrier conjugate. Their results indicate that alpha -tocopherol is a safe and effective carrier for delivery of siRNA into the liver. Following their lead, we have modified alpha -tocopherol with the mixed polarity TEG linker, and produced the corresponding phosphoramidite (BA 0357) which is useful for modification of oligonucleotides either internally or at the 5’-terminus.

Download a Product Information sheet for BA 0357 here.

For post-synthetic tocopherol labeling please see our Tocopherol -TEG azide FC 8160.

References

1. Nishina, K.; Unno, T.; Uno, Y.; Kuboodera, T.; Kanouchi, T.; Mizusawa, H.; Yokota, T. Molecular Therapy 2008, 16, 724–740.

Notes

Lipophilic carrier tag for internal or 5'-terminus installation in oligonucleotides.

Alternate Name(s):

a-Tocopherol -TEG CEP

BA 0358

2',3'-Di-O-acetyl-U-5'-
CEP

C22H33N4O9P 

208655-84-9 

Description

For more information, download a Product Information Sheet for BA 0358 here.

Notes

BA 0358 is for oligo synthesis in the reverse direction.

BA 0363

5-Carboethoxy dC CEP

C49H56N5O10P 

None Assigned 

BA 0364

5-Octadiynyl-TMS-dU CEP

C50H63N4O8PSi 

None Assigned 

Description

For a complete listing of our reagents for click chemistry, please see our Click-matesTM Collection page.

This compound is sold under license from baseclick GmbH, and the purchase of these products for use in applications relating to copper catalyzed azide-alkyne cycloaddition chemistry (“Click Chemistry”) includes a limited, nontransferable license to intellectual property owned by TSRI to use this product solely for internal non-commercial research activities and specifically excludes clinical, therapeutic, or diagnostic use in humans or animals. Information regarding a license for commercial use in Click Chemistry may be obtained directly from The Scripps Research Institute, 10550 N. Torrey Pines Rd., La Jolla, CA 92037, or by contacting 858-784-8140 or click@scripps.edu.

Notes

Another useful diyne from our Click-matesTM collection.

Alternate Name(s):

C8-TMS-dU CEP

BA 0365

5-Octadiynyl-TMS-dC CEP

C57H68N5O8PSi 

1021301-02-9 

Description

For a complete listing of our reagents for click chemistry, please see our Click-matesTM Collection page.

This compound is sold under license from baseclick GmbH, and the purchase of these products for use in applications relating to copper catalyzed azide-alkyne cycloaddition chemistry (“Click Chemistry”) includes a limited, nontransferable license to intellectual property owned by TSRI to use this product solely for internal non-commercial research activities and specifically excludes clinical, therapeutic, or diagnostic use in humans or animals. Information regarding a license for commercial use in Click Chemistry may be obtained directly from The Scripps Research Institute, 10550 N. Torrey Pines Rd., La Jolla, CA 92037, or by contacting 858-784-8140 or click@scripps.edu.

Notes

Another useful diyne from our Click-matesTM collection.

Alternate Name(s):

C8-TMS-dC CEP

BA 0366

5-Octadiynyl-dC CEP

C54H60N5O8P 

1021300-97-9 

Description

For a complete listing of our reagents for click chemistry, please see our Click-matesTM Collection page.

This compound is sold under license from baseclick GmbH, and the purchase of these products for use in applications relating to copper catalyzed azide-alkyne cycloaddition chemistry (“Click Chemistry”) includes a limited, nontransferable license to intellectual property owned by TSRI to use this product solely for internal non-commercial research activities and specifically excludes clinical, therapeutic, or diagnostic use in humans or animals. Information regarding a license for commercial use in Click Chemistry may be obtained directly from The Scripps Research Institute, 10550 N. Torrey Pines Rd., La Jolla, CA 92037, or by contacting 858-784-8140 or click@scripps.edu.

Notes

Another useful diyne from our Click-matesTM collection.

Alternate Name(s):

C8-Alkyne-dC CEP

BA 0367

Masked 5-formyl-dC CEP

C47H58N5O12P 

364613-34-3 

Description

2’-Deoxycytidine methylation is an important and well studied modification of DNA. The cytosine methylation alters DNA structure without impacting base pairing. This modification affects binding of transcription factors and subsequent gene express and is, therefore, an important epigenetic marker. For the human p53 gene, the predominant mutation is a C to T transition, and Matsuda and co-workers have reported findings that indicate this transition can be caused by the formation of 5-formyl-2’-deoxycytidine.1 Based on their findings, we have introduced BA 0367 into our product line and a useful tool for further studies.

For more information, download a Product Information Sheet for BA 0367 here.

For additional 5hmC tools, please consult the Related Products list below.

(1) Karino, N.; Ueno, Y.; Matsuda, A. Nucleic Acids Research. 2001, 29 (12), 2456-2463.

Notes

Useful for investigating the role of cytidine methylation in control of gene expression.

Alternate Name(s):

4-N-Acetyl-5-(1,2-diacetoxyethyl)-3'-O-[(diisopropylamino)(2-cyanoethoxy)phosphino]-5'-(4,4'-dimethoxytrityl)-2'-deoxycytidine

BA 0369

5-Octadiynyl-TIPS-dU CEP

C56H75N4O8PSi 

None Assigned 

Description

For a complete listing of our reagents for click chemistry, please see our Click-matesTM Collection page.

This compound is sold under license from baseclick GmbH, and the purchase of these products for use in applications relating to copper catalyzed azide-alkyne cycloaddition chemistry (“Click Chemistry”) includes a limited, nontransferable license to intellectual property owned by TSRI to use this product solely for internal non-commercial research activities and specifically excludes clinical, therapeutic, or diagnostic use in humans or animals. Information regarding a license for commercial use in Click Chemistry may be obtained directly from The Scripps Research Institute, 10550 N. Torrey Pines Rd., La Jolla, CA 92037, or by contacting 858-784-8140 or click@scripps.edu.

Notes

Another useful diyne from our Click-matesTM collection.

Alternate Name(s):

C8-TIPS-dU CEP

BA 0370

7-Deaza-7-methyl-2'-dG CEP

C45H56N7O7P 

None Assigned 

Description

For more information, download a Product Information Sheet for BA 0370 here.

Reference

1) Seela, F.; Chen, Y. Helvetica Chimica Acta 1997, 80, 1073-1086.

Notes

BA 0370 is a useful tool for investigations of duplex stabilization as a result of substituents on the purine scaffold.

BA 0371

5-Hydroxymethyl-dC cyclic
carbamate CEP

C41H48N5O9P 

1257247-42-9 

Description

2’-Deocycytodine methylation is an important and well studied modification of DNA. The cytosine methylation alters DNA structure without impacting base pairing. This modification affects binding of transcription factors and subsequent gene express and is, therefore, an important epigenetic marker.

For more information, download a Product Information Sheet for BA 0371 here.

For additional 5hmC tools, please consult the Related Products list below.

Notes

Useful for investigating the role of hydroxymethyl cytidine in control of gene expression.

Alternate Name(s):

5HOMedC cyclic carbamate CEP

BA 0372

5'-Click-easy® BCN CEP
I

C20H33N2O2P 

1393524-83-8 

Description

The click cycloaddition reaction is a remarkably efficient and reliable process for bioconjugation even in the presence of the diverse array of functional groups found in DNA and the variety of scientifically intriguing ligation partners. Our 5’-Click-easyTM BCN CEP (BA 0372)1 can be used to prepare oligonucleotides for subsequent clean and efficient copper-free click cycloaddition. In our hands, the bicyclo[6.1.0]nonyne (BCN)2 is a superior scaffold for the strain-promoted alkyne-azide cycloaddition.3

For more information, download a Product Information Sheet for BA 0372 here.

Please see our Click-matesTM Collection for a selection of click-able azides for use with this remarkable click alkyne.

References

1) Patent pending.

2) Dommerholt, J.; Schmidt, S.; Temming, R.; Hendricks, L.J.A.; Rutjes, F.P.J.T.; van Hest, J.C.M.; Lefeber, D.J.; Friedl, P.; van Delft. F.L. . Angew. Chem. Int. Ed. 2010, 49, 9422-9425.

3) Debets, M.F.; van Berkel, S.S.; Dommerholt, J.; Dirks, A.J.; Rutjes, F.P.J.T.; van Delft, F.L. Accounts of Chem. Res. 2011, 44, 805-815.

Notes

BA 0372 is for the installation of a strained cyclooctyne (BCN) into an oligonucleotide for subsequent copper-free click elaboration.

Alternate Name(s):

2-((-1R,8S,9r)-bicyclo[6.1.0]non-4-yn-9yl)ethyl(2-cyanoethyl)diisopropyl phosphoramidite

BA 0373

5'-Click-easy® BCN CEP
II

C24H40N3O5P 

1352811-59-6 

Description

The click cycloaddition reaction is a remarkably efficient and reliable process for bioconjugation even in the presence of the diverse array of functional groups found in DNA and the variety of scientifically intriguing ligation partners. Our 5’-Click-easyTM BCN CEP (BA 0373)1 can be used to prepare oligonucleotides for subsequent clean and efficient copper-free click cycloaddition. In our hands, the bicyclo[6.1.0]nonyne (BCN)2 is a superior scaffold for the strain-promoted alkyne-azide cycloaddition.3

For more information, download a Product Information Sheet for BA 0373 here.

Please see our Click-matesTM Collection for a selection of click-able azides for use with this remarkable click alkyne.

References

1) Patent pending.

2) Dommerholt, J.; Schmidt, S.; Temming, R.; Hendricks, L.J.A.; Rutjes, F.P.J.T.; van Hest, J.C.M.; Lefeber, D.J.; Friedl, P.; van Delft. F.L. . Angew. Chem. Int. Ed. 2010, 49, 9422-9425.

3) Debets, M.F.; van Berkel, S.S.; Dommerholt, J.; Dirks, A.J.; Rutjes, F.P.J.T.; van Delft, F.L. Accounts of Chem. Res. 2011, 44, 805-815.

Notes

BA 0373 is for the installation of a strained cyclooctyne (BCN) into an oligonucleotide for subsequent copper-free click elaboration.

Alternate Name(s):

(1R,8S,9s)-bicyclo[6.1.0]non-4-yn-9-ylmethyl(2-(2-(((2-cyanoethoxy)(diisopropylamino)phosphino)oxy)ethoxy)ethyl)carbamate

BA 0374

Aminooxy-modifier CEP

C47H58N3O11P 

None Assigned 

Description

The use of oxime formation in ligation reactions of oligonucleotides has been widely established in the literature for over a decade.1 As examples, 5’-aminooxy-modifiers have been used in oxime ligation for peptide-oligonucleotide conjugates,2 attachment of nucleosides to solid supports,3 and head to tail cyclization of oligonucleotides.4

For more information, download a Product Information Sheet for BA 0374 here.

References

1) For recent reviews see: a) Zatsepin, T.S.; Stetsenko, D.A.; Gait, M.J.; Oretskaya, T.S. Bioconjugate Chem., 2005, 16(3), 471-89. b) Singh, Y.; Edupuganti, O.P.; Villen, M.; Defrancq, E.; Dumy, P. Comptes RendusChim., 2005, 8(5), 789-96.

2) a) Cebon, B.; Lambert, J.N.; Leung, D.; Mackie, K.; McCluskey, K.L.; Nguyen, H.; Tassone, C. Aust J. Chem., 2000, 53, 3333-40. b) Prater, C.E.; Miller, P.S. Bioconjugate Chem., 2003, 14(2), 320-30. c) Prater, C.E.; Miller, P.S. Bioconjugate Chem., 2004, 15(2), 498-507.

3) a) Salo, H.; Virta, P.; Hakala, H.; Prakash, T.P.; Kawasaki, A.M.; Manoharan, M.; Lönnberg, H. Bioconjugate Chem., 1999, 10(5), 815-23. b) Defrancq, E.; Hoang, a.; Vinet, F.; Dumy, P.; Bioorg. Med. Chem. Lett., 2003, 13, 2683-6. c) Bincheva, M.; Scheibler, L.; Lincoln, P.; Vogel, H.; Akerman, B. Langmuir, 1999, 15, 4317-20.

4) Edupuganti, O.P.; Defrancq, E.; Dumy, P. J. Org. Chem, 2003, 68, 8708-10.

Notes

For the synthesis of oligonucleotides bearing an aminooxy moiety.

BA 0375

5-Chloro-dC CEP

C41H49ClN5O8P 

1356140-67-4 

BA 0376

5-Iodo-dU CEP

C39H46IN4O8P 

178925-48-9 

BA 0377

5'-Tetrachlorofluorescein CEP

C46H54Cl4N3O10P 

877049-90-6 

Alternate Name(s):

TET CEP



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