Chemistry:2-Fluoroadenine
From HandWiki
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| Names | |
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| IUPAC name
2-Fluoro-7H-purin-6-amine
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| Other names
2-FA
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| Identifiers | |
3D model (JSmol)
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| ChEBI | |
| ChEMBL | |
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PubChem CID
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| Properties | |
| C5H4FN5 | |
| Molar mass | 153.120 g·mol−1 |
| < 0.5 mM[1] | |
| Solubility | >=10 mM in DMSO |
| Hazards | |
| GHS pictograms | 
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| GHS Signal word | Warning |
| H315, H319, H335 | |
| P261, P264, P264+265Script error: No such module "Preview warning".Category:GHS errors, P271, P280, P302+352, P304+340, P305+351+338, P319Script error: No such module "Preview warning".Category:GHS errors, P321, P332+317Script error: No such module "Preview warning".Category:GHS errors, P337+317Script error: No such module "Preview warning".Category:GHS errors, P362+364Script error: No such module "Preview warning".Category:GHS errors, P403+233, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Tracking categories (test):
2-Fluoroadenine (2-FA) is a toxic adenine antimetabolite which can be used in laboratory biological research for counterselection of wildtype bacterial[3] or eukaryotic (i.e. animals,[4] yeast,[5] plants,[6] diatoms,[7] brown algae[8]) APT (adenine phosphoribosyltransferase) genes. Therefore, knockouts or mutants for APT, which are resistant to 2-FA, can be selected.
See also
- 5-Fluoroorotic acid (5-FOA)
References
- ↑ Kayushin, Alexey L.; Tokunova, Julia A.; Fateev, Ilja V.; Arnautova, Alexandra O.; Berzina, Maria Ya.; Paramonov, Alexander S.; Lutonina, Olga I.; Dorofeeva, Elena V. et al. (2021-04-07). "Radical Dehalogenation and Purine Nucleoside Phosphorylase E. coli: How Does an Admixture of 2′,3′-Anhydroinosine Hinder 2-fluoro-cordycepin Synthesis". Biomolecules (MDPI AG) 11 (4): 539. doi:10.3390/biom11040539. ISSN 2218-273X. PMID 33917025.
- ↑ "2-Fluoroadenine" (in en). https://pubchem.ncbi.nlm.nih.gov/compound/12790#section=Safety-and-Hazards.
- ↑ Riley, Lauren A.; Guss, Adam M. (2021-01-25). "Approaches to genetic tool development for rapid domestication of non-model microorganisms". Biotechnology for Biofuels (Springer Science and Business Media LLC) 14 (1): 30. doi:10.1186/s13068-020-01872-z. ISSN 1754-6834. PMID 33494801.
- ↑ Schaff, D A; Jarrett, R A; Dlouhy, S R; Ponniah, S; Stockelman, M; Stambrook, P J; Tischfield, J A (1990). "Mouse transgenes in human cells detect specific base substitutions.". Proceedings of the National Academy of Sciences of the United States of America 87 (21): 8675–8679. doi:10.1073/pnas.87.21.8675. PMID 2236079. Bibcode: 1990PNAS...87.8675S.
- ↑ Sahota, Amrik; Ranjekar, Prabhakar K.; Alfonzo, Juan; Lewin, Alfred S.; Taylor, Milton W. (1987). "Mutants of Saccharomyces cerevisiae deficient in adenine phosphoribosyltransferase". Mutation Research/Fundamental and Molecular Mechanisms of Mutagenesis (Elsevier BV) 180 (1): 81–87. doi:10.1016/0027-5107(87)90069-8. ISSN 0027-5107. PMID 3306356.
- ↑ Schaff, Dennis A. (1994). "The adenine phosphoribosyltransferase (APRT) selectable marker system". Plant Science (Elsevier BV) 101 (1): 3–9. doi:10.1016/0168-9452(94)90159-7. ISSN 0168-9452.
- ↑ Serif, Manuel; Dubois, Gwendoline; Finoux, Anne-Laure; Teste, Marie-Ange; Jallet, Denis; Daboussi, Fayza (2018-09-25). "One-step generation of multiple gene knock-outs in the diatom Phaeodactylum tricornutum by DNA-free genome editing". Nature Communications (Springer Science and Business Media LLC) 9 (1): 3924. doi:10.1038/s41467-018-06378-9. ISSN 2041-1723. PMID 30254261. Bibcode: 2018NatCo...9.3924S.
- ↑ Badis, Yacine; Scornet, Delphine; Harada, Minori; Caillard, Céline; Godfroy, Olivier; Raphalen, Morgane; Gachon, Claire M. M.; Coelho, Susana M. et al. (2021-07-10). "Targeted CRISPR-Cas9-based gene knockouts in the model brown alga Ectocarpus". New Phytologist (Wiley) 231 (5): 2077–2091. doi:10.1111/nph.17525. ISSN 0028-646X. PMID 34076889. https://hal-cnrs.archives-ouvertes.fr/hal-03356727/file/Ectocarpus_CRISPR_paper_25may21.pdf.
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