Studies toward the synthesis of linear triazole linked pseudo oligosaccharides and the use of ferrocene as analytical probe
•Linear triazole based oligosaccharides have been synthesised by CuAAC.•Ethynylferrocene has been used as analytical probe to improve UV/Vis activity.•The smallest oligosaccharides have been isolated and characterised. Three different building blocks have been synthesised and used for the synthesis...
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| Published in: | Carbohydrate research Vol. 425; pp. 28 - 34 |
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| Main Authors: | , , , , |
| Format: | Journal Article |
| Language: | English |
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29-04-2016
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| Abstract | •Linear triazole based oligosaccharides have been synthesised by CuAAC.•Ethynylferrocene has been used as analytical probe to improve UV/Vis activity.•The smallest oligosaccharides have been isolated and characterised.
Three different building blocks have been synthesised and used for the synthesis of linear triazole linked pseudo oligosaccharides with copper(I)-catalysed cycloaddition (CuAAC). Ethynylferrocene has been used as analytical probe to improve the UV/Vis properties and HPLC methods have been used and optimised for the analysis of the pseudo oligosaccharides. The smallest ones have been isolated and characterised by analytical HPLC, NMR, ESI-MS and elemental analysis. |
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| AbstractList | Three different building blocks have been synthesised and used for the synthesis of linear triazole linked pseudo oligosaccharides with copper(I)-catalysed cycloaddition (CuAAC). Ethynylferrocene has been used as analytical probe to improve the UV/Vis properties and HPLC methods have been used and optimised for the analysis of the pseudo oligosaccharides. The smallest ones have been isolated and characterised by analytical HPLC, NMR, ESI-MS and elemental analysis. •Linear triazole based oligosaccharides have been synthesised by CuAAC.•Ethynylferrocene has been used as analytical probe to improve UV/Vis activity.•The smallest oligosaccharides have been isolated and characterised. Three different building blocks have been synthesised and used for the synthesis of linear triazole linked pseudo oligosaccharides with copper(I)-catalysed cycloaddition (CuAAC). Ethynylferrocene has been used as analytical probe to improve the UV/Vis properties and HPLC methods have been used and optimised for the analysis of the pseudo oligosaccharides. The smallest ones have been isolated and characterised by analytical HPLC, NMR, ESI-MS and elemental analysis. |
| Author | Ringwald, Markus Götz, Kathrin H. Schmidt, Magnus S. Koch, Wolfgang Grimm, Tanja |
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| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/27015143$$D View this record in MEDLINE/PubMed |
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| CitedBy_id | crossref_primary_10_1002_chem_201702114 crossref_primary_10_1002_pol_20200147 crossref_primary_10_1111_cbdd_13683 crossref_primary_10_1080_00397911_2016_1245752 crossref_primary_10_1002_aoc_5675 |
| Cites_doi | 10.1016/j.tet.2015.04.085 10.1021/ja027184x 10.1021/jo200076z 10.1002/1521-3773(20020715)41:14<2596::AID-ANIE2596>3.0.CO;2-4 10.1039/c3ob40386f 10.1002/(SICI)1521-3773(19981102)37:20<2754::AID-ANIE2754>3.0.CO;2-3 10.1021/jo100928g 10.1021/jo802536q 10.1039/c0sc00301h 10.1002/chem.201002816 10.1021/jo011148j 10.1002/chem.200901799 10.1039/B608313G 10.1021/bc0502311 10.1021/ja058364k 10.1002/anie.201201023 10.1039/c0cc00034e 10.1002/pat.1280 10.1016/j.carres.2012.07.011 10.1039/C2CS35408J 10.1021/la402826f 10.1002/anie.201303372 10.1002/anie.201202945 10.1021/bc900529g 10.1021/jm060732n 10.1002/qsar.200740075 10.1002/marc.200500686 10.1021/bc9003519 |
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| Keywords | Carbohydrates Click chemistry Glycoconjugates Triazoles, oligosaccharides Ferrocene |
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| Snippet | •Linear triazole based oligosaccharides have been synthesised by CuAAC.•Ethynylferrocene has been used as analytical probe to improve UV/Vis activity.•The... Three different building blocks have been synthesised and used for the synthesis of linear triazole linked pseudo oligosaccharides with copper(I)-catalysed... |
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| SubjectTerms | Carbohydrates Click chemistry Ferrocene Ferrous Compounds - chemistry Glycoconjugates Molecular Conformation Molecular Probes - chemistry Oligosaccharides - analysis Oligosaccharides - chemical synthesis Oligosaccharides - chemistry Triazoles - chemistry Triazoles, oligosaccharides |
| Title | Studies toward the synthesis of linear triazole linked pseudo oligosaccharides and the use of ferrocene as analytical probe |
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