File Download
There are no files associated with this item.
Links for fulltext
(May Require Subscription)
- Publisher Website: 10.1002/(SICI)1521-3765(19980710)4:7<1244::AID-CHEM1244>3.0.CO;2-8
- Scopus: eid_2-s2.0-0031825396
- WOS: WOS:000074987000015
- Find via
Supplementary
- Citations:
- Appears in Collections:
Article: Synthesis of oligosaccharide dendrimers
Title | Synthesis of oligosaccharide dendrimers |
---|---|
Authors | |
Keywords | Carbohydrates Dendrimers Glycosylations Nano-structures Oligosaccharides |
Issue Date | 1998 |
Citation | Chemistry - A European Journal, 1998, v. 4, n. 7, p. 1244-1254 How to Cite? |
Abstract | Two β-D-glucopyranoside-based dendrimers, one incorporating three tetra- and the other three heptasaccharide wedges attached to a central trisfunctionalized nonsaccharide core component, have been synthesized. Branching at designated saccharide units of the tetra- and of the heptasaccharide wedges arises from (1→2)/ (1→3)/(1→6) and from (1→3)/(1→6) intersaccharide linkages, respectively, with the 1,2-trans configuration at all anomeric centers. Both oligosaccharide wedges were constructed by stepwise glycosylation strategies and have reactive primary amino groups at their focal points located at the termini of spacer arms connected to the reducing glucose residues. Amide bond formation between these amino groups and appropriate core components carrying three carboxylic acid functions afforded two dendrimers incorporating a total of 12 and 21 monosaccharide units when the tetra- and the heptasaccharide wedges were employed, respectively. These nanosized highly branched macromolecules possess molecular diameters of 5-6 nm and molecular weights of 6195 and 10008 Daltons for the 12-mer and 21-mer, respectively. The wedges and dendrimers were characterized and the intersaccharide connectivity elucidated by extensive mono- and bidimensional 1H and 13C NMR spectroscopic investigations. In addition, LSIMS and MAL-DI-TOFMS investigations were also performed and revealed molecular ion peaks generally as H, Na, or K adducts for all oligosaccharides. |
Persistent Identifier | http://hdl.handle.net/10722/332426 |
ISSN | 2023 Impact Factor: 3.9 2023 SCImago Journal Rankings: 1.058 |
ISI Accession Number ID |
DC Field | Value | Language |
---|---|---|
dc.contributor.author | Colonna, Barbara | - |
dc.contributor.author | Harding, Valerie D. | - |
dc.contributor.author | Nepogodiev, Sergey A. | - |
dc.contributor.author | Raymo, Françisco M. | - |
dc.contributor.author | Spencer, Neil | - |
dc.contributor.author | Stoddart, J. Fraser | - |
dc.date.accessioned | 2023-10-06T05:11:23Z | - |
dc.date.available | 2023-10-06T05:11:23Z | - |
dc.date.issued | 1998 | - |
dc.identifier.citation | Chemistry - A European Journal, 1998, v. 4, n. 7, p. 1244-1254 | - |
dc.identifier.issn | 0947-6539 | - |
dc.identifier.uri | http://hdl.handle.net/10722/332426 | - |
dc.description.abstract | Two β-D-glucopyranoside-based dendrimers, one incorporating three tetra- and the other three heptasaccharide wedges attached to a central trisfunctionalized nonsaccharide core component, have been synthesized. Branching at designated saccharide units of the tetra- and of the heptasaccharide wedges arises from (1→2)/ (1→3)/(1→6) and from (1→3)/(1→6) intersaccharide linkages, respectively, with the 1,2-trans configuration at all anomeric centers. Both oligosaccharide wedges were constructed by stepwise glycosylation strategies and have reactive primary amino groups at their focal points located at the termini of spacer arms connected to the reducing glucose residues. Amide bond formation between these amino groups and appropriate core components carrying three carboxylic acid functions afforded two dendrimers incorporating a total of 12 and 21 monosaccharide units when the tetra- and the heptasaccharide wedges were employed, respectively. These nanosized highly branched macromolecules possess molecular diameters of 5-6 nm and molecular weights of 6195 and 10008 Daltons for the 12-mer and 21-mer, respectively. The wedges and dendrimers were characterized and the intersaccharide connectivity elucidated by extensive mono- and bidimensional 1H and 13C NMR spectroscopic investigations. In addition, LSIMS and MAL-DI-TOFMS investigations were also performed and revealed molecular ion peaks generally as H, Na, or K adducts for all oligosaccharides. | - |
dc.language | eng | - |
dc.relation.ispartof | Chemistry - A European Journal | - |
dc.subject | Carbohydrates | - |
dc.subject | Dendrimers | - |
dc.subject | Glycosylations | - |
dc.subject | Nano-structures | - |
dc.subject | Oligosaccharides | - |
dc.title | Synthesis of oligosaccharide dendrimers | - |
dc.type | Article | - |
dc.description.nature | link_to_subscribed_fulltext | - |
dc.identifier.doi | 10.1002/(SICI)1521-3765(19980710)4:7<1244::AID-CHEM1244>3.0.CO;2-8 | - |
dc.identifier.scopus | eid_2-s2.0-0031825396 | - |
dc.identifier.volume | 4 | - |
dc.identifier.issue | 7 | - |
dc.identifier.spage | 1244 | - |
dc.identifier.epage | 1254 | - |
dc.identifier.isi | WOS:000074987000015 | - |