Table 3.

Modification of HEWL by Dioxabicyclolactones 13, 14, 46, and 49^a

Entry	Substrate	pH	Unmod. (%)	+1 (%)	+2 (%)	+3 (%)	+4 (%)
1	13	7	9	54	33	4	0
2	13	8	0	14	49	32	5
3	14	7	88	12	0	0	0
4	14	8	43	47	2	0	0
5	46	7	61	35	4	0	0
6	46	8	7	48	38	7	0
7	49	7	13	47	28	12	0
8b	49	8	0	4	19	43	7

^aConditions: 50 µM substrate, 10 µM lysozyme, 50 mM K₂HPO₄ buffer incubated at 22 °C for 20 h. Product distributions were determined from ESI-MS analyses. With 13 and 46, the addition of +180 mu was observed per modification and with 14 and 49, +164 mu was observed.

^bIn addition +5 (7%).