Table 1.
Peptides and primary sequences | Abbreviations |
---|---|
10 Ac-C(SStBu)-RRWWRRWRR-NH2 | (R6/W3)S-StBu |
11 Ac-C-RRWWRRWRR-NH2 | (R6/W3)-SH |
12 Ac-C(SStBu)-RRW-Pra-RRWRR-NH2 | (R6/W2)-Pra-S-StBu |
13 Ac-C(SStBu)-RRW-Pra-RR-Pra-RR-NH2 | (R6/W1)-Pra2-S-StBu |
14 Ac-C(SStBu)-RR-Pra-Pra-RR-Pra-RR-NH2 | (R6/W0)-Pra3-S-StBu |
15 Ac-C(SStBu)-RRW-[Pra-Gal(OAc)]-RRWRR-NH2 (from click reaction of 12 with 2) | (R6/W2)-[Pra-Gal(OAc)]S-StBu |
16 Ac-C-RRW-[Pra(Gal-OH)]-RRWRR-NH2 (from de-O-acylation/reduction of 15) | (R6/W2)-[Pra-Gal(OH)]-SH |
17 Ac-C(SStBu)-RRW-[Pra-Gal(OAc)]-RR-[Pra-Gal(OAc)]-RR-NHa2 (from click reaction of 13 with 2) | (R6/W1)-[Pra-Gal(OAc)]2S-StBu |
18 Ac-C(SStBu)-RR-[Pra-Gal(OAc)]2-RR-[Pra-Gal(OAc)]-RR-NH2 (from click reaction of 14 with 2) | (R6/W0)-[Pra-Gal(OAc)]3S-StBu |
19 Ac-C-RR-[Pra(Gal-OH)]2-RR-[Pra-Gal(OH)]-RR-NH2 (from de-O-acylation/reduction of 18) | (R6/W0)-[Pra-Gal(OH)]3-SH |
20 Ac-C(SStBu)-RRW-[Pra-Gal(CH2)3(OAc)]-RRWRR-NH2 (from click reaction of 12 with 5) | (R6/W2)- [Pra-Gal(CH2)3(OAc)]S-StBu |
21 Ac-C(SStBu)-RRW-[Pra-Gal(CH2)3(OBz)]-RRWRR-NH2 (from click reaction of 12 with 4) | (R6/W2)-[Pra-Gal(CH2)3(OBz)]S-StBu |
22 Ac-C(SStBu)-RRW-[Pra-Gal(CH2)3(OH)]-RRWRR-NHa2 (from click reaction of 12 with 6) | (R6/W2)-[Pra-Gal(CH2)3(OH)]S-StBu |
23 Ac-C-RRW-[Pra-Gal(CH2)3(OH)]-RRWRR-NH2 (from reduction of 22) | (R6/W2)-[Pra-Gal(CH2)3(OH)]-SH |
24 Ac-C-RRW-[Pra-Gal(CH2)3(OAc)]-RRWRR-NH2 (from reduction of 20) | (R6/W2)-[Pra-Gal(CH2)3(OAc)]-SH |
Pra propargylglycine, Pra-Gal(OH) β-d-galactopyranoside triazole, Pra-Gal(OAc) 2,3,4,6-tetra-acetyl-Pra-Gal(OH), Pra-Gal(CH2)3(OH) 3-(β-d-galactopyranosyloxy)propyl triazole, Pra-Gal(CH2)3(OAc) 2,3,4,6-tetra-O-acetyl-Pra-Gal(CH2)3(OH), Pra-Gal(CH2)3(OBz) 2,3,4,6-tetra-O-benzyl-Pra-Gal(CH2)3(OH)
aFig. 1