Search: onr:"swepub:oai:DiVA.org:su-76150" >
Chemoenzymatic Synt...
Chemoenzymatic Synthesis of O-Mannosylpeptides in Solution and on Solid Phase
-
Sardzik, Robert (author)
-
Green, Anthony P. (author)
-
Laurent, Nicolas (author)
-
show more...
-
Both, Peter (author)
-
- Fontana, Carolina (author)
- Stockholms universitet,Institutionen för organisk kemi
-
Voglmeir, Josef (author)
-
Weissenborn, Martin J. (author)
-
Haddoub, Rose (author)
-
Grassi, Paola (author)
-
Haslam, Stuart M. (author)
-
- Widmalm, Göran (author)
- Stockholms universitet,Institutionen för organisk kemi
-
Flitsch, Sabine L. (author)
-
show less...
-
(creator_code:org_t)
- 2012-03-01
- 2012
- English.
-
In: Journal of the American Chemical Society. - : American Chemical Society (ACS). - 0002-7863 .- 1520-5126. ; 134:10, s. 4521-4524
- Related links:
-
https://urn.kb.se/re...
-
show more...
-
https://doi.org/10.1...
-
show less...
Abstract
Subject headings
Close
- O-Mannosyl glycans are known to play an important role in regulating the function of alpha-dystroglycan (alpha-DG), as defective glycosylation is associated with various phenotypes of congenital muscular dystrophy. Despite the well-established biological significance of these glycans, questions regarding their precise molecular function remain unanswered. Further biological investigation will require synthetic methods for the generation of pure samples of homogeneous glycopeptides with diverse sequences. Here we describe the first total syntheses of glycopeptides containing the tetrasaccharide NeuNAc alpha 2-3Gal beta 1-4GlcNAc beta 1-2Man alpha, which is reported to be the most abundant O-mannosyl glycan on alpha-DG. Our approach is based on biomimetic stepwise assembly from the reducing end and also gives access to the naturally occurring mono-, di-, and trisaccharide substructures. In addition to the total synthesis, we have developed a one-pot enzymatic cascade leading to the rapid synthesis of the target tetrasaccharide. Finally, solid-phase synthesis of the desired glycopeptides directly on a gold microarray platform is described.
Subject headings
- NATURVETENSKAP -- Biologi -- Biokemi och molekylärbiologi (hsv//swe)
- NATURAL SCIENCES -- Biological Sciences -- Biochemistry and Molecular Biology (hsv//eng)
Publication and Content Type
- ref (subject category)
- art (subject category)
Find in a library
To the university's database
- By the author/editor
-
Sardzik, Robert
-
Green, Anthony P ...
-
Laurent, Nicolas
-
Both, Peter
-
Fontana, Carolin ...
-
Voglmeir, Josef
-
show more...
-
Weissenborn, Mar ...
-
Haddoub, Rose
-
Grassi, Paola
-
Haslam, Stuart M ...
-
Widmalm, Göran
-
Flitsch, Sabine ...
-
show less...
- About the subject
-
- NATURAL SCIENCES
-
NATURAL SCIENCES
-
and Biological Scien ...
-
and Biochemistry and ...
- Articles in the publication
-
Journal of the A ...
- By the university
-
Stockholm University