5-Aminouridine
- Product Name
- 5-Aminouridine
- CAS No.
- 2149-76-0
- Chemical Name
- 5-Aminouridine
- Synonyms
- 5-aminouridine;Uridine, 5-amino-;5-Aminouridine Hcl;5-AminouridineHClsalt;Uridine, 5-amino-(6CI,7CI,8CI,9CI);5-amino-1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione;5-azanyl-1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione;5-amino-1-(3,4-dihydroxy-5-methylol-tetrahydrofuran-2-yl)pyrimidine-2,4-quinone;5-Amino-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione
- CBNumber
- CB5496873
- Molecular Formula
- C9H13N3O6
- Formula Weight
- 259.22
- MOL File
- 2149-76-0.mol
5-Aminouridine Property
- Melting point:
- 214-216 °C
- Density
- 1.712±0.06 g/cm3(Predicted)
- storage temp.
- −20°C
- pka
- 9.31±0.10(Predicted)
- InChI
- InChI=1S/C9H13N3O6/c10-3-1-12(9(17)11-7(3)16)8-6(15)5(14)4(2-13)18-8/h1,4-6,8,13-15H,2,10H2,(H,11,16,17)/t4-,5-,6-,8-/m1/s1
- InChIKey
- YBTWWWIJBCCYNR-UAKXSSHOSA-N
- SMILES
- OC[C@H]1O[C@@H](N2C=C(N)C(=O)NC2=O)[C@H](O)[C@@H]1O
Safety
- WGK Germany
- 3
N-Bromosuccinimide Price
- Product number
- CD70001702
- Product name
- 5-Amino-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione
- Purity
- 95+%
- Packaging
- 250mg
- Price
- $300
- Updated
- 2021/12/16
- Product number
- CM322243
- Product name
- 5-Amino-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione
- Purity
- 95%
- Packaging
- 1g
- Price
- $701
- Updated
- 2021/12/16
- Product number
- CD70001702
- Product name
- 5-Amino-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione
- Purity
- 95+%
- Packaging
- 1g
- Price
- $750
- Updated
- 2021/12/16
5-Aminouridine Chemical Properties,Usage,Production
Description
5-Aminouridine can modify nucleobases and can be incorporated into the target DNA. 5-Aminouridine exhibits a wide range of biological activity and it inhibits the growth of tumors, fungi and viruses.
in vitro
This modified nucleobase, 5-Aminouridine, must exhibit a low enough potential to be oxidized by Os(bpy)33+. These modified nucleobases can be inserted into the target DNA by direct synthesis using modified phosphoramidites
in vivo
5-Aminouridine inhibits the incorporation of carbamyl aspartate into pyrimidines of both RNA and DNA in rat lived and [32P]phosphate into phospholipids and RNA nucleotides of rat liver slices and hepatoma. 5-Aminouridine was found to be incorporated into the RNA of Ehrlich ascites cells, and 5-aminouridine monophosphate was shown to be a strong inhibitor of orotidine 5'-phosphate decarboxylase[1].
References
[1] David A. Smith, Donald W. Visser, P. Roy-Burman. “Studies on 5-aminouridine.” Biochimica et Biophysica Acta (BBA) - Nucleic Acids and Protein Synthesis 119 2 (1966): Pages 221-228.