Format:
Online-Ressource
ISSN:
1521-3900
Content:
Abstract: Sulfated glycosaminoglycans (GAGs) display various biological effects which are strongly influenced by the degree of sulfation and the position of sulfate groups within the polymer. Hyaluronan, a non‐sulfated GAG, represents a readily accessible educt to synthesize structural analogues of sulfated GAGs mimicking their biological activity. Different strategies were developed and evaluated to synthesize hyaluronan sulfates with a free primary hydroxyl group at C‐6' and sulfated secondary hydroxyl groups. Applying selective desulfation methods of high‐sulfated hyaluronan by means of silylating agents, products regioselectively desulfated at the primary C‐6' but also partly the C‐4' position were obtained. A pathway using benzoyl ester protecting groups to block the primary hydroxyl function of Hya during the sulfation resulted in a high‐sulfated product, functionalized only at the secondary hydroxyl groups.
In:
volume:296
In:
number:1
In:
year:2010
In:
pages:446-452
In:
extent:7
In:
Macromolecular symposia, Weinheim : Wiley-VCH, 1986-, 296, Heft 1 (2010), 446-452 (gesamt 7), 1521-3900
Language:
English
DOI:
10.1002/masy.201051060
URN:
urn:nbn:de:101:1-2023042007364208035055
URL:
https://doi.org/10.1002/masy.201051060
URL:
https://nbn-resolving.org/urn:nbn:de:101:1-2023042007364208035055
URL:
https://d-nb.info/1286710448/34
URL:
https://doi.org/10.1002/masy.201051060