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2-amino-9-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-8-methylsulfanyl-3H-purin-6-one

Names

[ CAS No. ]:
2104-66-7

[ Name ]:
2-amino-9-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-8-methylsulfanyl-3H-purin-6-one

[Synonym ]:
8-methylsulfanyl-guanosine
8-Methylmercapto-guanosin
8-Methylthioguanosin
8-methylthioguanosine

Biological Activity

[Description]:

8-(Methylthio)guanosine is a guanosine analogue. Some guanosine analogs have immunostimulatory activity. In some animal models, they also induce type I interferons, producing antiviral effects. Studies have shown that the functional activity of guanosine analogs is dependent on the activation of Toll-like receptor 7 (TLR7)[1].

[Related Catalog]:

Signaling Pathways >> Cell Cycle/DNA Damage >> Nucleoside Antimetabolite/Analog
Research Areas >> Others

[References]

[1]. Lee J, et al. Molecular basis for the immunostimulatory activity of guanine nucleoside analogs: activation of Toll-like receptor 7. Proc Natl Acad Sci U S A. 2003 May 27;100(11):6646-51.  

Chemical & Physical Properties

[ Density]:
2.12g/cm3

[ Boiling Point ]:
757.3ºC at 760 mmHg

[ Molecular Formula ]:
C11H15N5O5S

[ Molecular Weight ]:
329.33

[ Flash Point ]:
411.8ºC

[ Exact Mass ]:
329.07900

[ PSA ]:
184.81000

[ Vapour Pressure ]:
4.18E-24mmHg at 25°C

[ Index of Refraction ]:
1.915

Synthetic Route

Precursor & DownStream