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496812

Sigma-Aldrich

7-Allyl-7,8-dihydro-8-oxoguanosine

95%

Synonyme(s) :

Loxoribine

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About This Item

Formule empirique (notation de Hill):
C13H17N5O6
Numéro CAS:
121288-39-9
Poids moléculaire :
339.30
Numéro MDL:
MFCD00867591
Code UNSPSC :
41106305
ID de substance PubChem :
24873084
Nomenclature NACRES :
NA.22

Pureté

95%

Activité optique

[α]21/D −32°, c = 1 in H2O

Pf

227-230 °C (lit.)

Chaîne SMILES 

NC1=NC2=C(N(CC=C)C(=O)N2[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)C(=O)N1

InChI

1S/C13H17N5O6/c1-2-3-17-6-9(15-12(14)16-10(6)22)18(13(17)23)11-8(21)7(20)5(4-19)24-11/h2,5,7-8,11,19-21H,1,3-4H2,(H3,14,15,16,22)/t5-,7-,8-,11-/m1/s1

Clé InChI

VDCRFBBZFHHYGT-IOSLPCCCSA-N

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Application

Loxoribine is a selective toll-like receptor 7 (TLR7) agonist that activates immune cells and increases cytokine production.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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Marion Jurk et al.
European journal of immunology, 36(7), 1815-1826 (2006-06-20)
Toll-like receptors (TLR) 7 and 8 are closely related members of the TLR family of pathogen-associated molecular pattern recognition receptors and have an important function in activation of innate immune responses upon viral infection. TLR7 can be activated selectively by
Kristie A Jenkins et al.
Developmental and comparative immunology, 33(5), 660-667 (2008-12-23)
Although Toll-like receptors (TLRs) have been well characterised in mammals, less work has been carried out in non-mammalian species, such as chickens. In this study the response of chicken cells to the TLR9 subfamily of ligands was characterised in vitro
Mouldy Sioud et al.
European journal of immunology, 37(10), 2834-2846 (2007-09-14)
We recently reported that human bone marrow hematopoietic CD34(+) progenitors express functional Toll-like receptors (TLR) and can differentiate into myeloid cells just by stimulation with resiquimod (R848), a specific agonist for TLR7/8. However, the mechanisms by which R848 induces cell
C L Swaggerty et al.
Poultry science, 91(4), 1038-1042 (2012-03-09)
Young poultry exhibit a transient colonization by some food-borne pathogens, including Salmonella, during the first week of life that stems from immature innate and acquired defense mechanisms. Consequently, modulation of the hosts' natural immune response is emerging as an important
Saradiya Chatterjee et al.
Cancer research, 74(18), 5008-5018 (2014-07-31)
Toll-like receptors (TLR) recognize pathogen molecules and danger-associated signals that stimulate inflammatory processes. TLRs have been studied mainly in antigen-presenting cells, where they exert important immune regulatory functions, but they are also expressed by epithelial tumor cells, where they have
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