Universität zu Köln

Bello, Claudia ORCID: 0000-0003-4538-3693, Farbiarz, Karine, Moeller, Jan F., Becker, Christian F. W. and Schwientek, Tilo (2014). A quantitative and site-specific chemoenzymatic glycosylation approach for PEGylated MUC1 peptides. Chem. Sci., 5 (4). S. 1634 - 1642. CAMBRIDGE: ROYAL SOC CHEMISTRY. ISSN 2041-6539

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Abstract

Full control over complex post-translational modifications (PTMs), such as O-glycosylation, is a prerequisite for testing and understanding the biological role of these modifications in protein function. Despite considerable progress over the last years, high throughput and easy-to-use methods for the synthesis of complex glycosylated peptides are still missing. We present here an efficient methodology to produce homogeneous site-specifically O-glycosylated peptides. Sequential chemoenzymatic glycosylation and separation from the reaction components are achieved via the temporary attachment of a monodisperse polyethylene glycol (PEG) polymer to the N-terminus of these peptides. Subsequent proteolytic removal of the PEG moiety allows quantitative recovery of homogeneous O-glycopeptides, suitable as building blocks for glycoprotein synthesis. Here, we demonstrate the preparation of glucuronylated variants of MUC1, a well-known member of the human mucin family. Homogeneously O-glycosylated variants were synthesized and will be used to study the role of O-linked glucuronic acid epitopes within the functional environment of the human MUC1 tandem repeat.

Item Type:	Journal Article
Creators:	Creators Email ORCID ORCID Put Code Bello, Claudia UNSPECIFIED orcid.org/0000-0003-4538-3693 UNSPECIFIED Farbiarz, Karine UNSPECIFIED UNSPECIFIED UNSPECIFIED Moeller, Jan F. UNSPECIFIED UNSPECIFIED UNSPECIFIED Becker, Christian F. W. UNSPECIFIED UNSPECIFIED UNSPECIFIED Schwientek, Tilo UNSPECIFIED UNSPECIFIED UNSPECIFIED
URN:	urn:nbn:de:hbz:38-450662
DOI:	10.1039/c3sc52641k
Journal or Publication Title:	Chem. Sci.
Volume:	5
Number:	4
Page Range:	S. 1634 - 1642
Date:	2014
Publisher:	ROYAL SOC CHEMISTRY
Place of Publication:	CAMBRIDGE
ISSN:	2041-6539
Language:	English
Faculty:	Unspecified
Divisions:	Unspecified
Subjects:	no entry
Uncontrolled Keywords:	Keywords Language CHEMICAL-SYNTHESIS; GLYCOPEPTIDES; DROSOPHILA; PROTEINS; CANCER; MUCINS; GLYCOPROTEINS; PURIFICATION; LIGATION; SEQUENCE Multiple languages Chemistry, Multidisciplinary Multiple languages
URI:	http://kups.ub.uni-koeln.de/id/eprint/45066