Metal ion-promoted cleavage of nucleoside diphosphosugars: a model for reactions of phosphodiester bonds in carbohydrates
| LEADER | caa a22 4500 | ||
|---|---|---|---|
| 001 | 605507562 | ||
| 003 | CHVBK | ||
| 005 | 20210128100632.0 | ||
| 007 | cr unu---uuuuu | ||
| 008 | 210128e20151201xx s 000 0 eng | ||
| 024 | 7 | 0 | |a 10.1007/s00775-015-1308-9 |2 doi |
| 035 | |a (NATIONALLICENCE)springer-10.1007/s00775-015-1308-9 | ||
| 245 | 0 | 0 | |a Metal ion-promoted cleavage of nucleoside diphosphosugars: a model for reactions of phosphodiester bonds in carbohydrates |h [Elektronische Daten] |c [Meisa Dano, Marjukka Elmeranta, David Hodgson, Juho Jaakkola, Heidi Korhonen, Satu Mikkola] |
| 520 | 3 | |a Cleavage of five different nucleoside diphosphosugars has been studied in the presence of Cu2+ and Zn2+ complexes. The results show that metal ion catalysts promote the cleavage via intramolecular transesterification whenever a neighbouring HO group can adopt a cis-orientation with respect to the phosphate. The HO group attacks the phosphate and two monophosphate products are formed. If such a nucleophile is not available, Cu2+ complexes are able to promote a nucleophilic attack of an external nucleophile, e.g. a water molecule or metal ion coordinated HO ligand, on phosphate. With the Zn2+ complex, this was not observed. Graphical Abstract: | |
| 540 | |a SBIC, 2015 | ||
| 690 | 7 | |a Carbohydrates |2 nationallicence | |
| 690 | 7 | |a Phosphodiesters |2 nationallicence | |
| 690 | 7 | |a Cleavage |2 nationallicence | |
| 690 | 7 | |a Mechanisms |2 nationallicence | |
| 690 | 7 | |a Metal ion catalysts |2 nationallicence | |
| 700 | 1 | |a Dano |D Meisa |u Department of Chemistry, University of Turku, Vatselankatu 2, 20014, Turku, Finland |4 aut | |
| 700 | 1 | |a Elmeranta |D Marjukka |u Department of Chemistry, University of Turku, Vatselankatu 2, 20014, Turku, Finland |4 aut | |
| 700 | 1 | |a Hodgson |D David |u Department of Chemistry, University of Durham, Science Labs, South Road, DH1 3LE, Durham, UK |4 aut | |
| 700 | 1 | |a Jaakkola |D Juho |u Department of Chemistry, University of Turku, Vatselankatu 2, 20014, Turku, Finland |4 aut | |
| 700 | 1 | |a Korhonen |D Heidi |u Department of Chemistry, University of Turku, Vatselankatu 2, 20014, Turku, Finland |4 aut | |
| 700 | 1 | |a Mikkola |D Satu |u Department of Chemistry, University of Turku, Vatselankatu 2, 20014, Turku, Finland |4 aut | |
| 773 | 0 | |t JBIC Journal of Biological Inorganic Chemistry |d Springer Berlin Heidelberg |g 20/8(2015-12-01), 1299-1306 |x 0949-8257 |q 20:8<1299 |1 2015 |2 20 |o 775 | |
| 856 | 4 | 0 | |u https://doi.org/10.1007/s00775-015-1308-9 |q text/html |z Onlinezugriff via DOI |
| 898 | |a BK010053 |b XK010053 |c XK010000 | ||
| 900 | 7 | |a Metadata rights reserved |b Springer special CC-BY-NC licence |2 nationallicence | |
| 908 | |D 1 |a research-article |2 jats | ||
| 949 | |B NATIONALLICENCE |F NATIONALLICENCE |b NL-springer | ||
| 950 | |B NATIONALLICENCE |P 856 |E 40 |u https://doi.org/10.1007/s00775-015-1308-9 |q text/html |z Onlinezugriff via DOI | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Dano |D Meisa |u Department of Chemistry, University of Turku, Vatselankatu 2, 20014, Turku, Finland |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Elmeranta |D Marjukka |u Department of Chemistry, University of Turku, Vatselankatu 2, 20014, Turku, Finland |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Hodgson |D David |u Department of Chemistry, University of Durham, Science Labs, South Road, DH1 3LE, Durham, UK |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Jaakkola |D Juho |u Department of Chemistry, University of Turku, Vatselankatu 2, 20014, Turku, Finland |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Korhonen |D Heidi |u Department of Chemistry, University of Turku, Vatselankatu 2, 20014, Turku, Finland |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Mikkola |D Satu |u Department of Chemistry, University of Turku, Vatselankatu 2, 20014, Turku, Finland |4 aut | ||
| 950 | |B NATIONALLICENCE |P 773 |E 0- |t JBIC Journal of Biological Inorganic Chemistry |d Springer Berlin Heidelberg |g 20/8(2015-12-01), 1299-1306 |x 0949-8257 |q 20:8<1299 |1 2015 |2 20 |o 775 | ||