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- (BA0249), N2-ethyl- (BA0076), and N2-isobutyl-dG (BA0250) phosphoramidites as well as two additional bulkier choices, the N2-neopentyl version (BA0200), and the N2-benzyl version (BA0337). Researchers may find this "steric tool box" useful for probing the steric requirements at N2 of dG in various applications.

Ref:

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