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A click approach to unprotected glycodendrimers

Fernandez-Megia, Eduardo ; Correa, Juan ; Rodríguez-Meizoso, Irene LU and Riguera, Ricardo (2006) In Macromolecules 39(6). p.2113-2120
Abstract

Click chemistry in combination with ultrafiltration has allowed the quick, efficient, and reliable multivalent conjugation of unprotected alkyne-derived carbohydrates to three generations of azido-terminated gallic acid-triethylene glycol dendrimers under aqueous conditions. The reported procedure allows the atom economical incorporation of up to 27 unprotected fucose, mannose, and lactose residues, in reproducible high yields (up to 92%), requiring only catalytic amounts of Cu. The completion of the conjugation process was clearly established in all cases by both 1H NMR and MALDI-TOF MS.

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author
; ; and
publishing date
type
Contribution to journal
publication status
published
in
Macromolecules
volume
39
issue
6
pages
8 pages
publisher
The American Chemical Society (ACS)
external identifiers
  • scopus:33645814833
ISSN
0024-9297
DOI
10.1021/ma052448w
language
English
LU publication?
no
id
1ad86531-8b41-423e-8e96-d10fe9f8bc30
date added to LUP
2017-04-10 10:43:59
date last changed
2022-04-01 07:57:36
@article{1ad86531-8b41-423e-8e96-d10fe9f8bc30,
  abstract     = {{<p>Click chemistry in combination with ultrafiltration has allowed the quick, efficient, and reliable multivalent conjugation of unprotected alkyne-derived carbohydrates to three generations of azido-terminated gallic acid-triethylene glycol dendrimers under aqueous conditions. The reported procedure allows the atom economical incorporation of up to 27 unprotected fucose, mannose, and lactose residues, in reproducible high yields (up to 92%), requiring only catalytic amounts of Cu. The completion of the conjugation process was clearly established in all cases by both <sup>1</sup>H NMR and MALDI-TOF MS.</p>}},
  author       = {{Fernandez-Megia, Eduardo and Correa, Juan and Rodríguez-Meizoso, Irene and Riguera, Ricardo}},
  issn         = {{0024-9297}},
  language     = {{eng}},
  month        = {{03}},
  number       = {{6}},
  pages        = {{2113--2120}},
  publisher    = {{The American Chemical Society (ACS)}},
  series       = {{Macromolecules}},
  title        = {{A click approach to unprotected glycodendrimers}},
  url          = {{http://dx.doi.org/10.1021/ma052448w}},
  doi          = {{10.1021/ma052448w}},
  volume       = {{39}},
  year         = {{2006}},
}