Copper-free huisgen 1,3-dipolar cycloaddition to 3-benzotriazolo-3-deoxy-β-D-galactopyranoside : Cyclization of a galactopyranoside azide and benzyne
(2010) In Trends in Carbohydrate Research 2(2). p.1-4- Abstract
- Methyl 2-O-acetyl-3-benzotriazolo-4,6-O-benzylidene-3-deoxy- β -D-galactopyranoside was assembled by reacting benzyne, from 2-trimethylsilyl-trifluoromethansulfonylbenzene, and a secondary galactopyranoside azide in a copper-free Huisgen 1,3-dipolar cycloaddition. Following deprotection, the resulting benzotriazoles were evaluated as galectin inhibitors resulting in a 2-4 fold increase in affinity against galectin-1, -2 and -4 N-terminus compared to the parent methyl galactoside.
Please use this url to cite or link to this publication:
https://lup.lub.lu.se/record/1698123
- author
- Öberg, Christopher T. LU ; Leffler, Hakon LU and Nilsson, Ulf J. LU
- organization
- publishing date
- 2010
- type
- Contribution to journal
- publication status
- published
- subject
- keywords
- Azide, Benzotriazole, Benzyne, Galactoside, Galectin, Huisgen
- in
- Trends in Carbohydrate Research
- volume
- 2
- issue
- 2
- pages
- 4 pages
- publisher
- Association of Carbohydrate Chemists and Technologists
- external identifiers
-
- scopus:84861436010
- ISSN
- 0975-0304
- 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: Division of Microbiology, Immunology and Glycobiology - MIG (013025200), Organic chemistry (S/LTH) (011001240)
- id
- 19b7ab7a-ec2a-4b83-80c5-b9a6e53ceb8f (old id 1698123)
- alternative location
- http://www.trendscarbo.com/view_paper_all.php?id=829877055
- date added to LUP
- 2016-04-04 09:45:45
- date last changed
- 2023-05-15 07:43:05
@article{19b7ab7a-ec2a-4b83-80c5-b9a6e53ceb8f, abstract = {{Methyl 2-O-acetyl-3-benzotriazolo-4,6-O-benzylidene-3-deoxy- β -D-galactopyranoside was assembled by reacting benzyne, from 2-trimethylsilyl-trifluoromethansulfonylbenzene, and a secondary galactopyranoside azide in a copper-free Huisgen 1,3-dipolar cycloaddition. Following deprotection, the resulting benzotriazoles were evaluated as galectin inhibitors resulting in a 2-4 fold increase in affinity against galectin-1, -2 and -4 N-terminus compared to the parent methyl galactoside.}}, author = {{Öberg, Christopher T. and Leffler, Hakon and Nilsson, Ulf J.}}, issn = {{0975-0304}}, keywords = {{Azide; Benzotriazole; Benzyne; Galactoside; Galectin; Huisgen}}, language = {{eng}}, number = {{2}}, pages = {{1--4}}, publisher = {{Association of Carbohydrate Chemists and Technologists}}, series = {{Trends in Carbohydrate Research}}, title = {{Copper-free huisgen 1,3-dipolar cycloaddition to 3-benzotriazolo-3-deoxy-β-D-galactopyranoside : Cyclization of a galactopyranoside azide and benzyne}}, url = {{http://www.trendscarbo.com/view_paper_all.php?id=829877055}}, volume = {{2}}, year = {{2010}}, }