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Product Number Product Name Molecular Formula Cas. No.

BA 0201

5-Methyl-2'-deoxyzebularine CEP

C40H49N4O7P 

125258-62-0 

Description

5-Methyl-2'-deoxyzebularine or m5K, is an intrinsically fluorescent nucleoside that, upon incorporation into oligonucleotides,1,2 allows the characterization of the assembly of RecA-ssDNA complexes that initiate DNA repair responses.2 Further, deletion of the C4 amino group of dC allows dissection of the roles of various hydrogen bonds, and the incorporation of 2-pyrimidinone residues into DNA allows the formation of abasic sites at selected positions after mild acid hydrolysis.3 See also a ribo version, Zebularine CEP (BA 0254).

1. Gildea, B.; McLaughlin, L. W. Nucleic Acids Res. 1989, 17(6), 2261-2281.
2. Singleton, S. F. et al., Organic Lett. 2001, 3, 3919-3922.
3. Iocono, J. A.; Gildea, B.; McLaughlin, L. W.,Tetrahedron Lett. 1990, 31, 175-178.

Notes

A fluorescent nucleoside useful for probing the characterisitcs of DNA repair complexes.

BA 0205

N6-Methyl-2-amino-dA
CEP

C50H68N9O6P 

None Assigned 

Alternate Name(s):

2,6-Diaminopurine 2’-deoxyriboside, N6-methyl CEP

BA 0209

N1-Methyl-dG
CEP

C44H55N8O7P 

1620233-28-4 

Description

For more information, download a Product Information Sheet for BA 0209 here.

BA 0210

Desthiobiotin-TEG CEP

C52H78N5O11P 

None Assigned 

Description

Desthiobiotin allows capture by streptavidin and can be displaced simply by adding biotin.1-3

1. Hirsch, J.D.; Eslamizar, L.; Filanoski, B.J.; Malekzadeh, N.; Haughland, R.P.; Beechem, J. M.; Haughland, R.P. Anal. Biochem. 2002, 308, 343-357.

2. (a) Hofmann, K.; Titus, G.; Montibeller, J.A.; Finn, F.M. Biochemistry, 1982, 21, 978-984. (b) Romovacek, H.; Finn, F.M.; Hofmann, K. Biochemistry, 1983, 22, 904-909. © Finn, F.M.; Titua, G.; Hofmann, K. Biochemistry, 1984, 23, 2554-2558.

3. Regarding association constants and kinetics: (a) Busse, S.; Scheumann, V.; Menges, B.; Mittler, S. Biosensors and Bioelectronics, 2002, 17, 704-710. (b) Yoon, H.C.; Hong, M.-Y.; Kim, H.-S. Langmuir, 2001, 17, 1234-1239.

Notes

Allows affinity capture via the biotin-streptavidin interaction with the ability to recover the material.

BA 0211

Desthiobiotin-TEG CPG

N/A 

N/A 

Description

Desthiobiotin allows capture by streptavidin and can be displaced simply by adding biotin.1-3

1. Hirsch, J.D.; Eslamizar, L.; Filanoski, B.J.; Malekzadeh, N.; Haughland, R.P.; Beechem, J. M.; Haughland, R.P. Anal. Biochem. 2002, 308, 343-357.

2. (a) Hofmann, K.; Titus, G.; Montibeller, J.A.; Finn, F.M. Biochemistry, 1982, 21, 978-984. (b) Romovacek, H.; Finn, F.M.; Hofmann, K. Biochemistry, 1983, 22, 904-909. (c) Finn, F.M.; Titua, G.; Hofmann, K. Biochemistry, 1984, 23, 2554-2558.

3. Regarding association constants and kinetics: (a) Busse, S.; Scheumann, V.; Menges, B.; Mittler, S. Biosensors and Bioelectronics, 2002, 17, 704-710. (b) Yoon, H.C.; Hong, M.-Y.; Kim, H.-S. Langmuir, 2001, 17, 1234-1239.

Notes

Allows affinity capture via the biotin-streptavidin interaction with the ability to recover the material.

BA 0212

3-Deaza-3-methyl-dA CEP

C56H59N6O8P 

1031750-37-4 

Description

3-Deaza-3-methyl-adenine has been shown to be a stable analog of  N3-methyladenine (3MeA) which is the major cytotoxic lesion formed in DNA by methylating agents. 3-Deaza-3-methyl-dA CEP (BA 0212) can be used to incorporate this important, stable analog into synthetic oligonucleotides.1

3MeA is unstable and is converted to an abasic site which has made rigorous proof of its role in cytotoxicity elusive.The use of 3-deaza-3-methyl-dA in oligonucleotides for replication assays has provided the most direct evidence to date showing that 3MeA is a significant block to two of the main replicases in eukaryotes.1 These studies also showed that the Y-family polymerases are capable of bypassing the modified base in vitro.

Download a product information sheet here.

The nucleoside 3-deaza-3-methyl-2'-deoxyadenosine (CA reg. no. 515815-12-0), which is fixed in the anti conformation, is also known.2 

1. Plosky, B. S.; Frank, E. G.; Berry, D. A.; Vennall, G. P.; McDonald, J. P.; Woodgate, R.  Nucleic Acids Res. 2008, 36, 2152-2162.

2. Irani, R. J.; SantaLucia, J., Jr. Nucleosides, Nucleotides, and Nucleic Acids, 2002, 21, 737-751.

Notes

3-Deaza-3-methyl-dA is a stable analog of  N3-methyladenine (3MeA). 

BA 0224

3-Deaza-dA CEP

C48H53N6O7P 

666257-76-7 

BA 0232

6-Thio-G CEP

C53H71N8O8PSSi 

None Assigned 

BA 0236

2'-Deoxypseudoisocytidine CEP

C42H53N6O7P 

307314-31-4 

Description

The C-nucleoside 2'-deoxypseudoisocytidine is an isostere of dC that offers an additional hydrogen-bond donor at N3. Interest in the incorporation of 2'-deoxypseudoisocytidine and related compounds into oligonucleotides has grown due to their success in improving triplex formation between oligonucleotides and duplex DNA.1-3 The C to GC pyrimidine-purine-pyrimidine binding motif requires acidic conditions in order to protonate N3 of cytosine in the Hoogsteen strand (i.e., C+ to GC). Unfortunately, this interaction is disrupted under the higher pH of physiological conditions. Improvements have been observed using 5-methyl-2'-deoxycytidine in place of dC, although protonation of N3 is still required.4 Kan and co-workers1-3 have examined the use of 2'-deoxypseudoisocytidine and 2'-O-methylpseudoisocytidine as neutral replacements for protonated cytidine. Indeed, oligonucleotides containing these cytidine replacements form improved triplexes under neutral conditions.

We offer 2'-Deoxypseudoisocytidine CEP3 for incorporation of 2'-deoxypseudoisocytidine into oligonucleotides, allowing researchers to explore the alternate hydrogen-bonding motif afforded by this interesting dC surrogate. For those interested in nucleosides, we also offer pseudoisocytidine hydrochloride (PYA 11060) and 2'-deoxypseudoisocytidine (PYA 11005).

Download a Product Information sheet.

(1) Ono, A.; Ts'o, P. O. P.; Kan, L. J. Org. Chem. 1992, 57, 3225-3230.

(2) Ono, A.; Ts'o, P. O. P.; Kan, L. J. Am. Chem. Soc. 1991, 113, 4032-4033.

(3) Chin, T.-M.; Lin, S.-B.; Lee, S.-Y.; Chang, M.-L.; Cheng, A. Y.-Y.; Chang, F.-C.; Pasternack, L.; Huang, D.-H.; Kan, L.-S. Biochemistry 2000, 39, 12457-12464.

(4) Singleton, D. F.; Dervan, P. B. Biochemistry 1992, 31, 10995-11003.

Notes

A C-nucleoside that is isosteric with deoxycytidine and has additional hydrogen-bonding ability.

Alternate Name(s):

3'-O-[(Diisopropylamino)(2-cyanoethoxy)phosphino]-5'-O-(4,4'-dimethoxytrityl)-N2-(dimethylaminomethylidene)-2'-deoxypseudoisocytidine

Ψ-iso-dC CEP, pidC CEP

BA 0237

5,6-Dihydro-5-aza-dC CEP

C41H54N7O7P 

None Assigned 

BA 0238

dF CEP

C42H48N5O8P 

162585-09-3 

Description

Fluorescent cytidine analog. Download a brief overview here.

The ribo version fluoresces at 385 nm (Bergstrom, D. E.; Inoue, H.; Reddy, P. A. J. Org. Chem., 1982, 47, 2174-2178; Bergstrom, D., et. al. Synlett, 1992, 179-188).

When incorporated into oligonucleotides, dF pairs with dG, resulting in a higher melting temperature (Inoue, H.; Imura, A.; Ohtsuka, E. Nucleic Acids Res., 1985, 13, 7119-7128). In triple helices, dF pairs well with dA (Staubli, A. B.; Dervan, P. B. Nucleic Acids Res. 1994, 22, 2637-2642). We offer the phosphoramidite version, which has been used for oligonucleotide synthesis (Durland, R. H.; Rao, T. S.; Jayaraman, K.; Revankar, G. R. Bioconjugate Chem., 1995, 6, 278-282), where it is known as "P", and serves as a fluorescent replacement of T in targeting AT base pairs during triplex formation.

We also offer the corresponding nucleoside (PYA 11100).

Notes

Fluorescent cytidine analog.

Alternate Name(s):

3-[3-O-[(Diisopropylamino)(2-cyanoethoxy)phosphino]-5-O-(4,4'-dimethoxytrityl)-2-deoxy-β-D-erythro-pentofuranosyl]pyrido[2,3-d]pyrimidine-2,7(8H)-dione

BA 0239

8-Aza-7-deaza-dA CEP

C43H53N8O6P 

None Assigned 

Description

Oligonucleotides containing 8-aza-7-deaza-dA residues exhibit higher Tm's due to stronger base stacking interactions.1

Use: Employ acetonitrile diluent at the concentration recommended by the synthesizer manufacturer. Use standard coupling protocols; extended coupling is not required. Cleavage from the solid support and nucleobase deprotection with concentrated ammonium hydroxide may be carried out using standard protocols.

(1) Seela, F.; Kaiser, K. Helv. Chim. Acta 1988, 71, 1813-1823.

Notes

The 8-aza-7-deazaadenine nucleobase is isosteric with adenine but offers a different pi-electron distribution and thus an altered dipole moment.

Alternate Name(s):

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

PPA CEP

BA 0242

8-Aza-7-deaza-dG CEP

C43H53N8O7P 

500891-26-9 

Description

For studies on alternating d(G-C)3 and d(C-G)3 hexanucleotides containing 8-aza-7-deaza-2'-deoxyguanosine or 7-deaza-dG CEP (see BA 0008) in place of dG, see: Seela, F.; Driller, H. Nucleic Acids Res. 1989, 17(3), 901-910.

Download a Product Information sheet here.

Notes

An isosteric analog of dG.

Alternate Name(s):

8-Aza-7-deaza-3'-O-[(diisopropylamino)(2-cyanoethoxy)phosphino]-5'-O-(4,4'-dimethoxytrityl)-N2-(dimethylaminomethylidine)-2'-deoxyguanosine

PPG CEP

BA 0245

2'-O-TBS-Pyrrolo-C CEP

C48H64N5O8PSi 

None Assigned 

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'-O-Methyl phosphoramidite of Pyrrolo-C (BA 0356) as well as the 2'-deoxyribo version, Pyrrolo-dC CEP (BA 0170). BA 0245 and BA 0170 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

2'-O-TBS-Pyrrolo-C CEP should behave in oligonucleotide synthesis in a manner similar to the other modified 2'-O-TBS nucleoside CEPs, but this has not yet been proven.

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.

Alternate Name(s):

PC

BA 0247

Amino-modifier-C6-U CEP

C56H76F3N6O11PSi 

None Assigned 

Description

Use standard RNA protocols for coupling. Download a Product Information sheet here.

Alternate Name(s):

2'-O-(tert-Butyldimethylsilyl)-3'-O-[(diisopropylamino)(2-cyanoethoxy)phosphino]-5-[E-2-[N-[6-(trifluoroacetamido)hexyl]carboxamido]vinyl]-5'-O-(4,4'-dimethoxytrityl)uridine

BA 0248

rSpacer CEP

C41H59N2O7PSi 

159299-31-7 

Description

For additional information, download a Product Information sheet here.

BA 0249

N2-Methyl-dG
CEP

C41H50N7O7P 

808132-80-1 

Description

Guanine bases in DNA are susceptible to N-alkylation by various carcinogens, leading to miscoding and mutagenicity. Choi and Guengerich have prepared a series of N2-alkyl-2'-deoxyguanosine phosphoramidites where the alkyl group ranges in size from methyl to anthracenylmethyl for studies on the effect of the size of these groups on the catalytic efficiency and fidelity of various DNA polymerases.1 We offer the N2-methyl- (BA 0249), N2-ethyl- (BA 0076), and N2-isobutyl-dG (BA 0250) phosphoramidites1 as well as two additional bulkier choices, the N2-neopentyl version (BA 0200), and the N2-benzyl version (BA 0337) . Researchers may find this "steric tool box" useful for probing the steric requirements at N2 of dG in various applications.

Use: Add 1 part of anhydrous dichloromethane to dissolve the phosphoramidite, followed by 2 parts of anhydrous acetonitrile. Couple as recommended by instrument manufacturer. See Product Information.

(1) Choi, J.-Y.; Guengerich, F. P. J. Biol. Chem. 2004, 279 , 19217-19229.

Notes

Smallest member of the "steric tool box" for probing the steric requirements at N2 of dG in various applications.

Alternate Name(s):

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

BA 0250

N2-Isobutyl-dG
CEP

C44H56N7O7P 

808132-82-3 

Description

Guanine bases in DNA are susceptible to N-alkylation by various carcinogens, leading to miscoding and mutagenicity. Choi and Guengerich have prepared a series of N2-alkyl-2'-deoxyguanosine phosphoramidites where the alkyl group ranges in size from methyl to anthracenylmethyl for studies on the effect of the size of these groups on the catalytic efficiency and fidelity of various DNA polymerases.1 We offer the N2-methyl- (BA 0249), N2-ethyl- (BA 0076), and N2-isobutyl-dG (BA 0250) phosphoramidites1 as well as two additional bulkier choices, the N2-neopentyl version (BA 0200), and the N2-benzyl version (BA 0337) . Researchers may find this "steric tool box" useful for probing the steric requirements at N2 of dG in various applications.

Use: Add 1 part of anhydrous dichloromethane to dissolve the phosphoramidite, followed by 4.5 parts of anhydrous acetonitrile. Couple as recommended by instrument manufacturer. See Product Information.

(1) Choi, J.-Y.; Guengerich, F. P. J. Biol. Chem. 2004, 279 , 19217-19229.

Notes

Useful for probing the steric requirements at N2 of dG in various applications.

BA 0253

Fluorescein II CEP

C67H76N3O14P 

1027512-13-5 

Description

For the installation of fluorescein internally or at the 5'-terminus of an oligonucleotide, the phosphoramidite "6-FAM" (5'-Fluorescein CEP, BA 0054), which does not bear a DMT group, is a popular choice. However, the lack of a trityl group precludes multiple additions or assaying the coupling step. We therefore offer Fluorescein II CEP ("6-FAM II", BA 0253), which features the same tether length as 6-FAM, but includes a DMT group.1 Use normally, but with a 15 minute coupling. For the highest yields, prepare the oligo DMT-on and remove the trityl group after cleavage and deprotection. The DMT may also be used to facilitate cartridge purification with on-column detritylation, e.g. with Fluoro-Pak columns.

We also offer Fluorescein III CEP ("6-FAM III", BA 0334) with a DMT on a 1,3-diol framework.

Download Product Information for BA 0253 here.

1. 5'-Fluorescein II CEP incorporates 6-carboxyfluorescein. The 5-carboxyfluorescein isomer of this product (CA Reg. No. 144676-14-2) is also known. See: Theisen, P.; McCollum, C.; Upadhya, K.; Jacobson, K.; Vu, H.; Andrus, A. Tetrahedron Lett. 1992, 33, 5033-5036.

Notes

For the installation of fluorescein at the 5'-terminus of an oligonucleotide while allowing multiple additions or assaying the coupling step.

Alternate Name(s):

6-FAM II

BA 0254

Zebularine CEP

C45H61N4O8PSi 

155831-90-6 

Description

Deletion of the C4 amino group of cytidine allows dissection of the roles of various hydrogen bonds. Zebularine is also fluorescent. Download Product Information Sheet. For a related 2'-deoxy version, see 5-Methyl-2'-deoxyzebularine CEP (BA 0201).

Notes

Zebularine is a des-methyl analog of cytidine useful for probing the hydrogen-bonding characterisitcs in oligonucleotides.

Alternate Name(s):

4HC CEP

2'-O-t-Butyldimethylsilyl-3'-O-[(diisopropylamino)(2-cyanoethoxy)phosphino]-5'-O-(4,4'-dimethoxytrityl)-2(1H)-pyrimidinone-1-β-D-riboside

BA 0260

3'-Thio-dI CEP

C40H47N6O6PS 

1334533-56-0 

Description

For more information on the use of this product in oligonucleotide synthesis, download a Product Information Sheet here.

BA 0261

8-Allyloxy-dG CEP

C46H57N8O8P 

133783-15-0 

Description

Download a Product Information sheet for BA 0261 here.

Alternate Name(s):

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

BA 0262

5'-Amino-modifier-C12-DMT CEP

C42H62N3O4P 

1027512-19-1 

Description

The installation of an amino-modifier at the 5'-terminus of an oligonucleotide provides, via amide bond formation, a handle for the attachment of a variety of chemical species. If purification of the amine-modified oligonucleotide is desired, it is common to employ an MMT group on the amine. The lipophilicity of the MMT group aids in reversed-phase purification techniques and may also be useful for assaying the coupling yield. For applications where acid sensitivity is an issue, we offer 5'-Amino-modifier-C12-DMT CEP, which uses the more acid-labile DMT protecting group. Amine-modified oligonucleotides have been synthesized using closely related DMT-bearing amino-modifier phosphoramidites.1,2 Coupling: Use standard protocols; extended coupling times are not required.

(1) Sinha, N. D.; Cook, R. M. Nucleic Acids Res.1988, 16, 2659-2669.
(2) Guar, R. K. Nucleosides & Nucleotides1991, 10, 895-909.

Notes

An amino-modifier with an acid-labile DMT protecting group.

Alternate Name(s):

O-[(Diisopropylamino)(2-cyanoethoxy)phosphino]-12-(4,4'-dimethoxytrityl)aminododecan-1-ol

BA 0263

O4-Chlorophenyl-U
CEP

C51H64ClN4O9PSi 

220382-28-5 

Description

After incorporation of this unit into an oligoribonucleotide by standard phosphoramidite chemistry, treatment with ammonia, methylamine, or higher alkylamines, including those bearing tethered functional groups, leads to displacement of 4-chlorophenol with resultant installation of a 4-amino group, i.e., producing the desired N4-alkyl-C residues. Download a Product Information Sheet.

Allerson, C. R.; Chen, S. L.; Verdine, G. L. J. Am. Chem. Soc. 1997, 119, 7423-7433.

Notes

The convertible nucleoside O4-Chlorophenyl-U CEP allows the formation of N4-alkyl-C residues in RNA for structural studies.

Alternate Name(s):

2'-O-(tert-Butyldimethylsilyl)-O4-(4-chlorophenyl)-3'-O-[(diisopropylamino)(2-cyanoethoxy)phosphino]-5'-O-(4,4'-dimethoxytrityl)uridine

Convertible C CEP or ClφU CEP

BA 0264

Pyridin-2-one riboside CEP

C46H62N3O8PSi 

179915-57-2 

Description

Beigelman and co-workers have carried out structure-activity studies on hammerhead ribozymes by substituting modified pyrimidines at various positions, where profound effects on ribozyme catalytic activity have been observed.1 Pyridin-2-one Riboside CEP2 was found to be useful in these studies, providing alterations in syn/anti nucleobase orientation, ribose puckering, and stacking ability due to dipole changes.1-4 For more information, download a Product Information Sheet.

(1) Beigelman, L.; Matulic-Adamic, J.; Karpeisky, A.; Haeberli, P.; Sweedler, D. Methods in Enzymology2000, 317, 39-65.
(2) Matulic-Adamic, J.; Gonzalez, C.; Usman, N.; Beigelman, L. Bioorg. Med. Chem. Lett.1996, 6, 373-378.
(3) Baidya, N.; Ammons, G. E.; Matulic-Adamic, J.; Karpeisky, A. M.; Beigelman, L.; Uhlenbeck, O. C. RNA1997, 3, 1135-1142.
(4) Burgin, A. B., Jr.; Gonzalez, C.; Matulic-Adamic, J.; Karpeisky, A. M.; Usman, N.; McSwiggen, J. A.; Beigelman, L. Biochemistry1996, 35, 14090-14097.

Notes

Modified pyrimidine used for probing ribozyme catalytic activity.

Alternate Name(s):

1-[2'-O-t-Butyldimethylsilyl-3'-O-[(diisopropylamino)(2-cyanoethoxy)phosphino]-5'-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]-2(1H)-pyridinone

BA 0265

Nebularine CEP

C46H61N6O7PSi 

151132-95-5 

Description

Nebularine (purine riboside) lacks exocyclic functional groups and offers an altered hydrogen bonding scheme while retaining base stacking ability.1-4 It can be viewed as an adenosine analog with the hydrogen bond donor deleted. Sequential replacement of conserved adenosine residues in hammerhead ribozymes by nebularine residues2b,3 suggested the presence of interstrand non-Watson-Crick hydrogen bonding.2b Depending on the position of the nebularine residue, cleavage rates were either unchanged or diminished.2b,3 Incorporation of nebularine into a GNRA tetraloop has also been useful for studying this type of RNA structural feature.4 Nebularine has been installed into RNA using two different phosphoramidites, one with 2'-O-THP protection1 and one with 2'-O-TBDMS protection.2-4 We offer the latter, Nebularine CEP (BA 0265, download Product Information) as well as the 2-deoxy version, 2'-Deoxynebularine CEP (BA 0016).

(1) SantaLucia, J., Jr.; Kierzek, R.; Turner, D. H. J. Am. Chem. Soc. 1991, 113, 4313-4322.
(2) (a) Slim, G.; Pritchard, C.; Biala, E.; Asseline, U.; Gait, M. J. Nucleic Acids Symp. Ser. 1991, 24, 55-58. (b) Slim, G.; Gait, M. J. Biochem. Biophys. Res. Commun. 1991, 183, 605-609.
(3) Fu, D.-J.; Rajur, S.; McLaughlin, L. W. Biochemistry 1993, 32, 10629-10673.
(4) Wörner, K.; Strube, T.; Engels, J. W. Helv. Chim. Acta 1999, 82, 2094-2104.

Notes

Nebularine (purine riboside) is an adenosine analog with the hydrogen bond donor deleted. This nucleobase scaffold offers an altered hydrogen bonding scheme while retaining base stacking ability.

Alternate Name(s):

9-[2-O-t-Butyldimethylsilyl-3-O-[(diisopropylamino)(2-cyanoethoxy)phosphino]-5-O-(4,4'-dimethoxytrityl)-beta-D-ribofuranosyl]-9H-purine

Purine Riboside CEP, or P CEP



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