Glycosylation-HongTide Biotechnology

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Glycosylation

Peptide glycosylation is a covalent modification that can potentially improve the physicochemical properties of peptides. Advantages of glycosylated peptides include:

Increased bioavailability;
Increased metabolic stability；
Targeting specific tissues and organs；
Reduction in clearance rates；
Enhanced receptor binding；
Facilitation of active transport across cell membranes (glucose transporters)；
Maintaining the overall physical properties of peptides (precipitation, aggregation, thermal and kinetic denaturation).

Glycosylation at N-terminal α-amide

Glycosylation at N-terminal α-amide of peptide through Schiff base reaction is a widely used way to attach a glycose group to peptide. Take glucose as an example, the reaction process is:

O-linked Glycosylation

O-linked glycosylations are mainly achieved by using glycosylated amino acids(Ser, Thr, Asn) buliding blocks, this method allows us to make the glycosylations at any positons in the peptide sequence we want using SPPS. Here are the glycosylated buliding blocks we usually use in peptide synthesis:

Name

Fmoc-L-Asn（（Ac)3-β-D-GlcNAc)-OH
CAS#: 131287-39-3

Fmoc-L-Ser((Ac)6-ɑ-D-Galβ(1-3)GalNAc)-OH
CAS#: 125760-30-7

Fmoc-L-Ser（（Ac)3-β-D-GlcNAc)-OH
CAS#: 160067-63-0

Fmoc-L-Ser（（Ac）4-β-D-Glc）-OH
CAS#: 337903-65-8

Fmoc-L-Thr((Ac)6-ɑ-D-Galβ(1-3)GalNAc)-OH
CAS#: 125760-33-0

Fmoc-L-Thr（（Ac)3-β-D-GalNAc)-OH
CAS#: 133575-43-6

Fmoc-L-Thr（（Ac）4-β-D-Glc）-OH
CAS#: 130548-92-4

Structure