ja077358g_si_002.pdf (555.65 kB)
Peptide−Sugar Ligation Catalyzed by Transpeptidase Sortase: A Facile Approach to Neoglycoconjugate Synthesis
journal contributionposted on 2008-02-20, 00:00 authored by Sharmishtha Samantaray, Uttara Marathe, Sayani Dasgupta, Vinay K. Nandicoori, Rajendra P. Roy
Glycoconjugate synthesis involving sugar and polypeptide remains a formidable challenge. Here we report a novel enzymatic method involving an unprecedented sortase-catalyzed transamidation reaction for site-specific engineering of sugars into native proteins. We show that sugars appended with a 6-aminohexose moiety can be efficiently ligated to peptides and proteins encoded with a LPXTG sortase recognition sequence. This robust reaction provides an elegant and simple approach for generating neoglycoproteins with an amide-linked sugar moiety at the carboxy terminus.