N 6 , N 6 -dimethyladenine
Structural formula | |||||||||||||||||||
---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
General | |||||||||||||||||||
Surname | N 6 , N 6 -dimethyladenine | ||||||||||||||||||
other names |
|
||||||||||||||||||
Molecular formula | C 7 H 9 N 5 | ||||||||||||||||||
Brief description |
white crystals |
||||||||||||||||||
External identifiers / databases | |||||||||||||||||||
|
|||||||||||||||||||
properties | |||||||||||||||||||
Molar mass | 163.18 g mol −1 | ||||||||||||||||||
Physical state |
firmly |
||||||||||||||||||
Melting point |
259-262 ° C |
||||||||||||||||||
solubility |
soluble in water |
||||||||||||||||||
safety instructions | |||||||||||||||||||
|
|||||||||||||||||||
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . |
N 6 , N 6 -Dimethyladenine ( 6-dimethylaminopurine ) is a heterocyclic organic compound with a purine backbone. It is a derivative of the nucleobase adenine , which isdoubly methylated at the amino group . It occurs as a component of the nucleoside N 6 , N 6 -dimethyladenosine (m 6 2 G) in the rRNA . It is also a hydrolysis product of puromycin .
Further dimethylated nucleobases are N 2 , N 2 -dimethylguanine and N 4 , N 4 -dimethylcytosine .
literature
- Andreas BJ Parusel, Wolfgang Rettig, Krystyna Rotkiewicz: "Spectroscopic and Theoretical Studies of 6-N, N-Dimethyladenine", J. Phys. Chem. A , 2002 , 106 (10), pp. 2293-2299 ( doi : 10.1021 / jp012632t ).
Individual evidence
- ↑ a b c B. R. Baker, Joseph P. Joseph, Robert E. Schaub: “Puromycin. Synthetic studies. I. Synthesis of 6-dimethylaminopurine, a hydrolytic fragment ", Journal of Organic Chemistry , 1954 , 19 , pp. 631-637 ( doi : 10.1021 / jo01369a024 ).
- ↑ a b c Data sheet 6- (Dimethylamino) purine from Sigma-Aldrich , accessed on May 1, 2014 ( PDF ).
- ↑ Patrick A. Limbach, Pamela F. Crain, James A. McCloskey: "Summary: the modified nucleosides of RNA", Nucleic Acids Research , 1994 , 22 (12), pp. 2183-2196 ( doi : 10.1093 / nar / 22.12 .2183 , PMC 523672 (free full text), PMID 7518580 ).
Web links
- Entry for 6-dimethylaminopurine in the Human Metabolome Database (HMDB) , accessed January 10, 2014.