452-06-2 Usage
Description
2-Aminopurine, also known as 2-AP, is an organic compound and a derivative of the purine family. It is characterized by a purine core with an amino substituent at the 2-position. This white to light yellow crystal powder has unique chemical properties that make it a versatile molecule for various applications in different fields.
Uses
Used in Biochemistry and Molecular Biology:
2-Aminopurine is used as a probe for studying structural dynamics and charge transfer in DNA. Its incorporation into DNA allows researchers to monitor and analyze the behavior of DNA molecules under different conditions, providing valuable insights into the molecular mechanisms of genetic processes.
Used in Pharmaceutical Research:
In the field of pharmaceutical research, 2-Aminopurine is used as an inhibitor of eukaryotic initiation factor-2α (eIF2α)-phosphorylation in osteoarthritis (OA) chondrocytes. This application helps in understanding the role of eIF2α in the development and progression of osteoarthritis, potentially leading to the development of novel therapeutic strategies for the treatment of this condition.
Biochem/physiol Actions
2-Aminopurine (2AP) is an analog of guanosine and adenosine, which can base pair with cytosine and thymine. It is used as a fluorescent probe in nucleic acid structure and dynamics. 2-Aminopurine (2-AP) inhibits double-stranded RNA-dependent protein kinase, protein kinase R (PKR).
Safety Profile
Mutation data reported. Whenheated to decomposition it emits toxic fumes of NOx.
Check Digit Verification of cas no
The CAS Registry Mumber 452-06-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 4,5 and 2 respectively; the second part has 2 digits, 0 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 452-06:
(5*4)+(4*5)+(3*2)+(2*0)+(1*6)=52
52 % 10 = 2
So 452-06-2 is a valid CAS Registry Number.
InChI:InChI=1/C5H5N5/c6-5-7-1-3-4(10-5)9-2-8-3/h1-3H,(H2,6,8,9,10)
452-06-2Relevant articles and documents
Structure of amipurimycin, a nucleoside antibiotic having a novel branched sugar moiety
Goto,Toya,Ohgi,Kondo
, p. 1271 - 1274 (1982)
-
Synthesis and degradation of nucleic acid components by formamide and iron sulfur minerals
Saladino, Raffaele,Neri, Veronica,Crestini, Claudia,Costanzo, Giovanna,Graciotti, Michele,Di Mauro, Ernesto
experimental part, p. 15512 - 15518 (2009/03/12)
We describe the one-pot synthesis of a large panel of nucleic bases and related compounds from formamide in the presence of iron sulfur and iron-copper sulfur minerals as catalysts. The major products observed are purine, 1H-pyrimidinone, isocytosine, adenine, 2-aminopurine, carbodiimide, urea, and oxalic acid. Isocytosine and 2-aminopurine may recognize natural nucleobases by Watson-Crick and reverse Watson-Crick interactions, thus suggesting novel scenarios for the origin of primordial nucleic acids. Since the major problem in the origin of informational polymers is the instability of their precursors, we also investigate the effects of iron sulfur and iron-copper sulfur minerals on the stability of ribooligonucleotides in formamide and in water. All of the iron sulfur and iron-copper sulfur minerals stimulated degradation of RNA. The relevance of these findings with respect to the origin of informational polymers is discussed.
4'-substituted nucleosides
-
, (2008/06/13)
Nucleosides compounds of Formula I: STR1 wherein B is a purine or a pyrimidine; X and X' are H; Y is H; Y' is OH, F or H; or Y' and X' together makes a bond; Z is STR2 where n is zero, one, two or three; or Y' and Z together form a cyclic phosphate ester; Z' is --CN, --CH3, CH2 N3 or --CH2 J, where J is a halogen atom; or Z' and Y' together are --CH2 O--; and pharmaceutically acceptable esters, ethers, amides, N-acyl moieties and salts thereof.