Chemistry:Isocytosine
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Short description: Chemical compound that is an isomer of cytosine
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| Names | |
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| Preferred IUPAC name
2-Amino-3H-pyrimidin-4-one | |
| Other names
2-Aminouracil
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| Identifiers | |
3D model (JSmol)
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PubChem CID
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| Properties | |
| C4H5N3O | |
| Molar mass | 111.104 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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| Infobox references | |
Tracking categories (test):
Isocytosine or 2-aminouracil is a pyrimidine base that is an isomer of cytosine. It is used in combination with isoguanine in studies of unnatural nucleic acid analogues of the normal base pairs in DNA.[1] In particular, it is used as a nucleobase of hachimoji RNA.[2]
It can be synthesized from guanidine and malic acid.[3]
It is also used in physical chemical studies involving metal complex binding, hydrogen bonding, and tautomerism and proton transfer effects in nucleobases.[4]
References
- ↑ "Isocytosine". Molecule of the Week. American Chemical Society. http://portal.acs.org/portal/acs/corg/content?_nfpb=true&_pageLabel=PP_ARTICLEMAIN&node_id=841&content_id=CNBP_025023&use_sec=true&sec_url_var=region1&__uuid=46c9dd8e-b812-4a8d-9f18-18cb11f7a887. Retrieved November 1, 2012.
- ↑ Hoshika, Shuichi (22 February 2019). "Hachimoji DNA and RNA: A genetic system with eight building blocks". Science 363 (6429): 884-887. doi:10.1126/science.aat0971. PMID 30792304.
- ↑ William T. Caldwell , Harry B. Kime (1940). "A New Synthesis of Isocytosine". J. Am. Chem. Soc. 62 (9): 2365–2365. doi:10.1021/ja01866a028.
- ↑ "Isocytosine". Sigma-Aldrich. http://www.sigmaaldrich.com/catalog/product/sigma/i2127?lang=en. Retrieved November 1, 2012.
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