Synthesis of aromatic C-xylosides by position inversion of glucose
(2006) In Bioorganic & Medicinal Chemistry 14(19). p.6659-6665- Abstract
- Two formally C-xylosylated analogs to 2-naphthyl beta-D-xylopyranoside, which is known to initiate priming of glucosaminoglycan chains, were synthesized by a position inversion of glucose (i.e., position I becomes position 5). The D-C-xyloside showed priming, while the L-C-xyloside did not initiate priming. (c) 2006 Elsevier Ltd. All rights reserved.
Please use this url to cite or link to this publication:
https://lup.lub.lu.se/record/393271
- author
- Malmberg, Jesper
LU
; Mani, Katrin
LU
; Säwén, Elin
LU
; Wiren, Anders
and Ellervik, Ulf
LU
- organization
- publishing date
- 2006
- type
- Contribution to journal
- publication status
- published
- subject
- keywords
- structure-activity relationships, C-glycosides, carbohydrates, xylose
- in
- Bioorganic & Medicinal Chemistry
- volume
- 14
- issue
- 19
- pages
- 6659 - 6665
- publisher
- Elsevier
- external identifiers
-
- wos:000240650500021
- pmid:16782347
- scopus:33747391997
- ISSN
- 0968-0896
- DOI
- 10.1016/j.bmc.2006.05.068
- language
- English
- LU publication?
- yes
- additional info
- The information about affiliations in this record was updated in December 2015. The record was previously connected to the following departments: Organic chemistry (S/LTH) (011001240), Glycobiology (013212006)
- id
- 91c61442-20f5-4f49-9053-b8deb5778094 (old id 393271)
- date added to LUP
- 2016-04-01 11:41:35
- date last changed
- 2025-10-14 10:32:36
@article{91c61442-20f5-4f49-9053-b8deb5778094,
abstract = {{Two formally C-xylosylated analogs to 2-naphthyl beta-D-xylopyranoside, which is known to initiate priming of glucosaminoglycan chains, were synthesized by a position inversion of glucose (i.e., position I becomes position 5). The D-C-xyloside showed priming, while the L-C-xyloside did not initiate priming. (c) 2006 Elsevier Ltd. All rights reserved.}},
author = {{Malmberg, Jesper and Mani, Katrin and Säwén, Elin and Wiren, Anders and Ellervik, Ulf}},
issn = {{0968-0896}},
keywords = {{structure-activity relationships; C-glycosides; carbohydrates; xylose}},
language = {{eng}},
number = {{19}},
pages = {{6659--6665}},
publisher = {{Elsevier}},
series = {{Bioorganic & Medicinal Chemistry}},
title = {{Synthesis of aromatic C-xylosides by position inversion of glucose}},
url = {{http://dx.doi.org/10.1016/j.bmc.2006.05.068}},
doi = {{10.1016/j.bmc.2006.05.068}},
volume = {{14}},
year = {{2006}},
}