97 ± 8 10b 3 90 95 3 101 ± 9 10c 4 100 98 1 100 ± 10 10d 5 96 91 4 11 3b 3 >100 68 53 103 12 4 78 96 3c 9 13 3d 5 83 4 74 58 14 3e 6 98 1 99 96 97 ± 15 3f 8 72 69 3 102 ± 16 11b 3 95 89 4 101 ± 17 11c 4 100 97 3 104 ± 18 11d 5 100 93 4 19 4b 3 >100 96 98 96 20 4c 4 89 88 11 21 5 52 3 61 61 4d 95 ± 22 4e 6 100 89 1 96 ± 23 4f 8 86 90 1 101 ± 24 3 100 97 12b 3 97 ± 25 12c 4 100 100 4 105 ± 26 12d 5 99 100 9 Interestingly, the lowest residual activities occur for Boc molecules with the saturated (4d, entry 21) and unsaturated (3d, entry 13) 16-membered cycles, and their open precursor (2d, entry 4). Some activities on PBP2a are also observed for other compounds of the Boc family (entries 2, 3, 11, 15). By opposite, none of the V side-chain molecules has a significant activity on the R39 DD-peptidase, nor on PBP2a and PBP5f. Only the saturated 16-membered cycle of the Boc family (4d) has a high activity on the R39 DD-peptidase. In order to understand this phenomenon, more elaborate reactivity models of the active site have been built. Building of the models
8 10b 3 97 ± 3 90 95 9 10c 4 101 ± 1 100 98 10 10d 5 100 ± 4 96 91 11 3b 3 >100 68 53 12 3c 4 103 9 78 96 13 3d 5 83 4 74 58 14 3e 6 98 1 99 96 15 3f 8 97 ± 3 72 69 16 11b 3 102 ± 4 95 89 17 11c 4 101 ± 3 100 97 18 11d 5 104 ± 4 100 93 19 4b 3 >100 96 98 20 4c 4 96 11 89 88 21 4d 5 52 3 61 61 22 4e 6 95 ± 1 100 89 23 4f 8 96 ± 1 86 90 24 12b 3 101 ± 3 100 97 25 12c 4 97 ± 4 100 100 26 12d 5 105 ± 9 99 100 Interestingly, the lowest residual activities occur for Boc molecules with the saturated (4d, entry 21) and unsaturated (3d, entry 13) 16-membered cycles, and their open precursor (2d, entry 4). Some activities on PBP2a are also observed for other compounds of the Boc family (entries 2, 3, 11, 15). By opposite, none of the V side-chain molecules has a significant activity on the R39 DD-peptidase, nor on PBP2a and PBP5f. Only the saturated 16-membered cycle of the Boc family (4d) has a high activity on the R39 DD-peptidase. In order to understand this phenomenon, more elaborate reactivity models of the active site have been built. Building of the models
chem_asian_j_23_8_2011.docx