Table 2. Reactions of diazo acetamides (DAAs) with oligonucleotides.

Entry	Substrate	Diazo compound	Time (min)	Conv. (%)
1	d(TGT)		15	78 b
2	d(TGT)		15	78 b
3	d(ATGC)		150	62 b
4	d(ATGC) c		30	74 b
5	d(ATGC)		150	61 b
6	d(TTTTGTTTT)		30	92 b
7	d(TTTTGTTTT)		30	81 b
8	d(AACAGTCATATCCTTA)		180	48
9	d(AACAGTCATATCCTTA)		180	40
10	d(ATGC) c		150	66 b

^aComplete conditions: 5 mM substrate, 1 mM CuSO₄, 5 mM ascorbate, 50 mM diazo compound, 100 mM MES pH 6, DMSO 20% (v/v), H₂O, 25 °C.

^bG-alkylation was assigned on the basis of tandem MS fragmentation ions.

^cSame conditions as a but with 20% (v/v) dioxane instead of DMSO.