ChemicalBook--->CAS DataBase List--->206552-86-5

206552-86-5

206552-86-5 Structure

206552-86-5 Structure
IdentificationBack Directory
[Name]

2'-O-Propygylguanosine
[CAS]

206552-86-5
[Synonyms]

2'-O-Propygylguanosine
2’-O-(2-Propyn-1-yl)guanosine
Guanosine, 2'-O-2-propyn-1-yl-
[Molecular Formula]

C13H15N5O5
[MDL Number]

MFCD28976131
[MOL File]

206552-86-5.mol
[Molecular Weight]

321.29
Chemical PropertiesBack Directory
[density ]

1.76±0.1 g/cm3(Predicted)
[pka]

9?+-.0.20(Predicted)
[InChI]

InChI=1S/C13H15N5O5/c1-2-3-22-9-8(20)6(4-19)23-12(9)18-5-15-7-10(18)16-13(14)17-11(7)21/h1,5-6,8-9,12,19-20H,3-4H2,(H3,14,16,17,21)/t6-,8-,9-,12-/m1/s1
[InChIKey]

VBIXIAQUDWOPDT-WOUKDFQISA-N
[SMILES]

OC[C@H]1O[C@@H](N2C3=C(C(NC(=N3)N)=O)N=C2)[C@H](OCC#C)[C@@H]1O
Hazard InformationBack Directory
[Description]

2′-O-2-Propyn-1-ylguanosine (2'-O-Propygylguanosine) 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). 2′-O-2-Propyn-1-ylguanosine is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.
[Uses]

2′-O-2-Propyn-1-ylguanosine 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]. 2′-O-2-Propyn-1-ylguanosine is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.
[Solubility in organics]

10 mM in DMSO
[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. DOI:10.1073/pnas.0631696100
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