Description

For the phosphoramidite, see BA 0005.

Notes

Alternate Name(s):

8-Hydroxy-2'-deoxyadenosine

Description

Nucleoside of interest due to occurrence as abnormal base residue in cellular DNA. For the phosphoramidite, see BA 0010.

Notes

Alternate Name(s):

8-Hydroxy-2'-deoxyguanosine

Description

For the phosphoramidite, see BA 0010.

Alternate Name(s):

8-Hydroxy-N²-isobutyryl-2'-deoxyguanosine

Alternate Name(s):

N-Methyladenosine

6-Methylaminopurine-D-riboside

Description

The transposition of atoms or groups in the purine nucleobase of G/dG provides isomers that have altered base-pairing capabilities. We offer a family of guanosine isomers in nucleoside and phosphoramidite forms.

Isoguanosines are important in the field of non-natural base pairing. In 1989, Benner and co-workers¹ reported the enzymatic incorporation of iso-G into RNA and DNA and characterized the distinct non-natural base pairing that resulted, especially pairing involving the similarly transposed isomer of dC known as iso-dC (we offer the closely-related compound 5-Methyliso-dC, PY 7255

Iso-G and Iso-dG are part of a family that includes Guanosine (PR 3703) , 2'-Deoxyguanosine (PR 3452) , the isomeric nucleosides 2'-Deoxypseudoguanosine (Pseudo-dG, PRA 10103) , 2'-Deoxypseudoisoguanosine (Pseudoiso-dG, PRA 10104) and the phosphoramidites Pseudo-dG CEP (BA 0312) and Pseudoiso-dG CEP (BA 0314)

Learn more about these novel compounds and their use by downloading a Product Information sheet for our family of guanosine isomers .

1. Switzer, C. Y.; Moroney, S. E.; Benner, S. A. J. Am. Chem. Soc. 1989, 111, 8322-8323.

Notes

Isoguanosine (Iso-G, PR 3735) and 2'-Deoxyisoguanosine (Iso-dG, PR 3465) are isomeric with G/dG, differing by transposition of the carbonyl group at position 6 of G or dG with the C-NH₂ group at position 2, providing a novel hydrogen bond donor/acceptor pattern.

Alternate Name(s):

Iso-G;

2-hydroxy adenosine;

Description

Methylation of specific adenines in a DNA strand by dam methylase (EC2.1.1.37) is thought to be involved in DNA strand replication during post-replicative mismatch repair and in central gene expression.

Description

When incorporated into nucleic acids, may be of use in studies of enzymatic and chemical methylation as well as Tm-leveling studies. Please contact us if you are interested in the cyanoethyl phosphoramidite of this nucleoside for incorporation into oligonucleotides.

Alternate Name(s):

2'-Deoxy-1-methylguanosine

1-Methyl-2'-deoxyguanosine

Description

7-Methylinosine is an alternative to MESG for measurement of inorganic phosphate in the presence of purine nucleoside phosphorylase (PNPase).

Rieger, C. E.; Lee, J.; Turnbull, J. L. Anal. Biochem. 1997, 246, 86-95.

Description

7-Methyl-6-thioguanosine (MESG, Abs = 330 nm) forms 7-methyl-6-thioguanine (Abs = 355 nm) in the presense of inorganic phosphate and purine nucleoside phosphorylase (PNP) and thus constitutes a rapid and sensitive assay for phosphate. If inorganic pyrophosphatase is present, MESG may also be used to detect inorganic pyrophosphate.

MESG should be used as soon as possible after dissolution.

1. Webb, M. R. PNAS 1992, 89, 4884-4887.

2. Wedler, F. C.; Ley, B. W.; Moyer, M. L. Anal. Biochem. 1994, 218, 449-453.

3. Cheng, J.; Farutin, V.; Wu, Z.; Jacob-Mosier, G.; Riley, B.; Hakimi, B.; Cordes, E. H. Bioorg. Chem. 1999, 27, 307-325.

Alternate Name(s):

MESG

Alternate Name(s):

8-Oxoguanosine

8-Oxo-G

Notes

Description

Nucleophilic displacement of the O6-phenyl group offers a convenient route to various 6-substituted purine deoxyribosides.