5-Aminouridine

Modify Date: 2024-04-04 12:56:14

5-Aminouridine Structure
5-Aminouridine structure
Common Name 5-Aminouridine
CAS Number 2149-76-0 Molecular Weight 259.21600
Density 1.712g/cm3 Boiling Point N/A
Molecular Formula C9H13N3O6 Melting Point N/A
MSDS N/A Flash Point N/A

 Use of 5-Aminouridine


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[1][2][3].

 Names

Name 5-amino-1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
Synonym More Synonyms

 5-Aminouridine Biological Activity

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[1][2][3].
Related Catalog
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[4].
In Vivo 5-Aminouridine inhibits incorporation of carbamylaspartate into pyrimidines of both RNA and DNA in rat lived and [32P]phosphate into phospholipids and RNA nucleotides of rat liver slices and hepatoma[1].
References

[1]. Smith DA, et al. Studies on 5-aminouridine. Biochim Biophys Acta. 1966 May 19;119(2):221-8.

[2]. SARAN, et al. Molecular Orbital Studies on Nucleoside Antibiotics VIII. Conformation of 5-Substituted Uridines. Quantum Biology Symposium 13, 121-131 (1986).

[3]. ROBERTS M, et al. Antimetabolite activity of uridine and cytidine derivatives. J Biol Chem. 1952 Feb;194(2):695-701.

[4]. MR, et al. Detection of attomole quantities [correction of quantitites] of DNA targets on gold microelectrodes by electrocatalytic nucleobase oxidation. Anal Chem. 2003 Dec 1;75(23):6586-92.

 Chemical & Physical Properties

Density 1.712g/cm3
Molecular Formula C9H13N3O6
Molecular Weight 259.21600
Exact Mass 259.08000
PSA 150.80000
Index of Refraction 1.666

 Safety Information

WGK Germany 3
HS Code 2934999090

 Synthetic Route

~80%

5-Aminouridine Structure

5-Aminouridine

CAS#:2149-76-0

Literature: Repkova; Ivanova; Komarova; Meshchaninova; Kuznetsova; Venyaminova Russian Journal of Bioorganic Chemistry, 1999 , vol. 25, # 9 p. 612 - 622

 Precursor & DownStream

Precursor  1

DownStream  0

 Customs

HS Code 2934999090
Summary 2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Synonyms

5-amino-uridine
Uridine,5-amino
5-Aminouridin