Description

DNA guanine nucleobases are effectively ethylated by acetaldehyde, the primary oxidative metabolite of ethanol. For a leading reference, please see Vaca, C.E., et. Al., Carcinogenesis, 1995, 16, 2177-2185.

Notes

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