500005-28-7Relevant articles and documents
Synthesis and irradiation of vitamin-B12-derived complexes incorporating peripheral G·C base pairs
Sun, Fang-Ping,Darbre, Tamis
, p. 3002 - 3018 (2007/10/03)
The vitamin-B12 derivative 11, incorporating a peripheral N4-acetylcytosine moiety, was alkylated under reductive conditions with 2-(iodomethyl)-2-methylmonothiomalonate 8 bearing the complementary guanine moiety. The reaction yielded a mixture of vitamin-B12-derived complexes with variations in the cytosine moiety: products 16-18 with a cytosine, a N4-acetylated cytosine, and a N4-acetylated reduced cytosine moiety were formed (see Scheme 5). The complexes were photolyzed in CHCl3/MeCN to yield the dimethylmalonate derivative 22 (Scheme 6) but not the rearranged succinate, in contrast to the results obtained earlier with complexes incorporating the A · T base pair (see Scheme 1).