Abstract
Recent progress in the development of efficient one-pot three- enzyme chemoenzymatic synthesis and application of functionalized sialosides is described. By taking the advantage of relaxed substrate specificity of several bacterial sialoside biosynthetic enzymes, the method has been used for the prepactive scale synthesis of α2,3- and α2,6-linked sialoside libraries containing naturally and non-naturally occurring sialic acid modifications. Starting from the hexose precursors (ManNAc or mannose) of sialic acids, a library of pNP-tagged sialyl disaccharides with various naturally occurring sialic acid forms, different sialyl linkages, and different penultimate monosaccharides have also been prepared and used in the substrate specificity studies of bacterial sialidases in a 96-well plate-based colorimetric high-throughput screening platform. The combination of efficient chemoenzymatic synthesis and high-throughput screening is a powerful approach to studying proteins that recognizing sialic acid-containing carbohydrates.
| Original language | English (US) |
|---|---|
| Title of host publication | ACS Symposium Series |
| Publisher | American Chemical Society |
| Pages | 96-122 |
| Number of pages | 27 |
| Volume | 990 |
| ISBN (Print) | 9780841274402 |
| DOIs | |
| State | Published - Sep 1 2008 |
Publication series
| Name | ACS Symposium Series |
|---|---|
| Volume | 990 |
| ISSN (Print) | 00976156 |
| ISSN (Electronic) | 19475918 |
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ASJC Scopus subject areas
- Chemistry(all)
- Chemical Engineering(all)
Cite this
Chemoenzymatic synthesis of sialosides and their applications. / Yu, Hai; Chokhawala, Harshal A.; Huang, Shengshu; Chen, Xi.
ACS Symposium Series. Vol. 990 American Chemical Society, 2008. p. 96-122 (ACS Symposium Series; Vol. 990).Research output: Chapter in Book/Report/Conference proceeding › Conference contribution
}
TY - GEN
T1 - Chemoenzymatic synthesis of sialosides and their applications
AU - Yu, Hai
AU - Chokhawala, Harshal A.
AU - Huang, Shengshu
AU - Chen, Xi
PY - 2008/9/1
Y1 - 2008/9/1
N2 - Recent progress in the development of efficient one-pot three- enzyme chemoenzymatic synthesis and application of functionalized sialosides is described. By taking the advantage of relaxed substrate specificity of several bacterial sialoside biosynthetic enzymes, the method has been used for the prepactive scale synthesis of α2,3- and α2,6-linked sialoside libraries containing naturally and non-naturally occurring sialic acid modifications. Starting from the hexose precursors (ManNAc or mannose) of sialic acids, a library of pNP-tagged sialyl disaccharides with various naturally occurring sialic acid forms, different sialyl linkages, and different penultimate monosaccharides have also been prepared and used in the substrate specificity studies of bacterial sialidases in a 96-well plate-based colorimetric high-throughput screening platform. The combination of efficient chemoenzymatic synthesis and high-throughput screening is a powerful approach to studying proteins that recognizing sialic acid-containing carbohydrates.
AB - Recent progress in the development of efficient one-pot three- enzyme chemoenzymatic synthesis and application of functionalized sialosides is described. By taking the advantage of relaxed substrate specificity of several bacterial sialoside biosynthetic enzymes, the method has been used for the prepactive scale synthesis of α2,3- and α2,6-linked sialoside libraries containing naturally and non-naturally occurring sialic acid modifications. Starting from the hexose precursors (ManNAc or mannose) of sialic acids, a library of pNP-tagged sialyl disaccharides with various naturally occurring sialic acid forms, different sialyl linkages, and different penultimate monosaccharides have also been prepared and used in the substrate specificity studies of bacterial sialidases in a 96-well plate-based colorimetric high-throughput screening platform. The combination of efficient chemoenzymatic synthesis and high-throughput screening is a powerful approach to studying proteins that recognizing sialic acid-containing carbohydrates.
UR - http://www.scopus.com/inward/record.url?scp=84905592890&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84905592890&partnerID=8YFLogxK
U2 - 10.1021/bk-2008-0990.ch005
DO - 10.1021/bk-2008-0990.ch005
M3 - Conference contribution
SN - 9780841274402
VL - 990
T3 - ACS Symposium Series
SP - 96
EP - 122
BT - ACS Symposium Series
PB - American Chemical Society
ER -