Synthesis of glycopolypeptides by the ring opening polymerization of O-glycosylated-α-amino acid N-carboxyanhydride (NCA)

TY - JOUR

T1 - Synthesis of glycopolypeptides by the ring opening polymerization of O-glycosylated-α-amino acid N-carboxyanhydride (NCA)

AU - Pati, Debasis

AU - Shaikh, Ashif Y.

AU - Hotha, Srinivas

AU - Gupta, Sayam Sen

PY - 2011/4/1

Y1 - 2011/4/1

N2 - The novel synthesis of O-glycosylated lysine-NCA from a stable glycosyl donor and a commercially available protected amino acid in very high yield is reported. These O-glycosylated lysine-NCA monomers underwent ring opening polymerization using simple primary amine initiators to form well defined, high molecular weight homoglycopolypeptides and diblock co-glycopolypeptides. The synthesis of azide labelled end functionalized glycopolypeptides and amphiphilic diblock copolypeptides is also reported. This methodology represents an easy and practical route to the synthesis of O-glycosylated polypeptides with 100% glycosylation.

AB - The novel synthesis of O-glycosylated lysine-NCA from a stable glycosyl donor and a commercially available protected amino acid in very high yield is reported. These O-glycosylated lysine-NCA monomers underwent ring opening polymerization using simple primary amine initiators to form well defined, high molecular weight homoglycopolypeptides and diblock co-glycopolypeptides. The synthesis of azide labelled end functionalized glycopolypeptides and amphiphilic diblock copolypeptides is also reported. This methodology represents an easy and practical route to the synthesis of O-glycosylated polypeptides with 100% glycosylation.

UR - http://www.scopus.com/inward/record.url?scp=79952742893&partnerID=8YFLogxK

U2 - 10.1039/c0py00412j

DO - 10.1039/c0py00412j

M3 - Journal article

AN - SCOPUS:79952742893

SN - 1759-9954

VL - 2

SP - 805

EP - 811

JO - Polymer Chemistry

JF - Polymer Chemistry

IS - 4

ER -