Cargando…
Cyanamide as a prebiotic phosphate activating agent – catalysis by simple 2-oxoacid salts
Cyanamide is a prebiotically plausible compound that has previously been invoked as a phosphate activating agent. However, its reactions with phosphate monoesters are very slow and tend to be low yielding. We now report a fast and efficient phosphate activation reaction using cyanamide in the presen...
Autores principales: | , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Royal Society of Chemistry
2017
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5708344/ https://www.ncbi.nlm.nih.gov/pubmed/29043309 http://dx.doi.org/10.1039/c7cc07517k |
_version_ | 1783282630217695232 |
---|---|
author | Tsanakopoulou, Maria Sutherland, John D. |
author_facet | Tsanakopoulou, Maria Sutherland, John D. |
author_sort | Tsanakopoulou, Maria |
collection | PubMed |
description | Cyanamide is a prebiotically plausible compound that has previously been invoked as a phosphate activating agent. However, its reactions with phosphate monoesters are very slow and tend to be low yielding. We now report a fast and efficient phosphate activation reaction using cyanamide in the presence of glyoxylate or pyruvate. These simple 2-oxoacid salts are shown to function as catalysts and in an optimised system, adenosine-3′-phosphate was converted to adenosine-2′,3′-cyclic phosphate in 95% yield. |
format | Online Article Text |
id | pubmed-5708344 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2017 |
publisher | Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-57083442018-01-05 Cyanamide as a prebiotic phosphate activating agent – catalysis by simple 2-oxoacid salts Tsanakopoulou, Maria Sutherland, John D. Chem Commun (Camb) Chemistry Cyanamide is a prebiotically plausible compound that has previously been invoked as a phosphate activating agent. However, its reactions with phosphate monoesters are very slow and tend to be low yielding. We now report a fast and efficient phosphate activation reaction using cyanamide in the presence of glyoxylate or pyruvate. These simple 2-oxoacid salts are shown to function as catalysts and in an optimised system, adenosine-3′-phosphate was converted to adenosine-2′,3′-cyclic phosphate in 95% yield. Royal Society of Chemistry 2017-11-11 2017-10-18 /pmc/articles/PMC5708344/ /pubmed/29043309 http://dx.doi.org/10.1039/c7cc07517k Text en This journal is © The Royal Society of Chemistry 2017 https://creativecommons.org/licenses/by/3.0/This article is freely available. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (CC BY 3.0) |
spellingShingle | Chemistry Tsanakopoulou, Maria Sutherland, John D. Cyanamide as a prebiotic phosphate activating agent – catalysis by simple 2-oxoacid salts |
title | Cyanamide as a prebiotic phosphate activating agent – catalysis by simple 2-oxoacid salts
|
title_full | Cyanamide as a prebiotic phosphate activating agent – catalysis by simple 2-oxoacid salts
|
title_fullStr | Cyanamide as a prebiotic phosphate activating agent – catalysis by simple 2-oxoacid salts
|
title_full_unstemmed | Cyanamide as a prebiotic phosphate activating agent – catalysis by simple 2-oxoacid salts
|
title_short | Cyanamide as a prebiotic phosphate activating agent – catalysis by simple 2-oxoacid salts
|
title_sort | cyanamide as a prebiotic phosphate activating agent – catalysis by simple 2-oxoacid salts |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5708344/ https://www.ncbi.nlm.nih.gov/pubmed/29043309 http://dx.doi.org/10.1039/c7cc07517k |
work_keys_str_mv | AT tsanakopouloumaria cyanamideasaprebioticphosphateactivatingagentcatalysisbysimple2oxoacidsalts AT sutherlandjohnd cyanamideasaprebioticphosphateactivatingagentcatalysisbysimple2oxoacidsalts |