496812
7-Allyl-7,8-dihydro-8-oxoguanosine
95%
Synonym(s):
Loxoribine
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About This Item
Empirical Formula (Hill Notation):
C13H17N5O6
CAS Number:
Molecular Weight:
339.30
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
95%
optical activity
[α]21/D −32°, c = 1 in H2O
mp
227-230 °C (lit.)
SMILES string
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
InChI key
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.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Marjorie Robbins et al.
Molecular therapy : the journal of the American Society of Gene Therapy, 15(9), 1663-1669 (2007-06-21)
RNA molecules such as single-stranded RNA (ssRNA) and small interfering RNA (siRNA) duplexes induce Toll-like receptor (TLR)-mediated immune stimulation after intracellular delivery. We have previously shown that selective incorporation of 2'-O-methyl (2'OMe) residues into siRNA abrogates cytokine production without reduction
Yusuke Murakami et al.
Scientific reports, 7, 44042-44042 (2017-03-08)
Toll-like Receptor 9 (TLR9) is an innate immune receptor recognizing microbial DNA. TLR9 is also activated by self-derived DNA, such as mitochondrial DNA, in a variety of inflammatory diseases. We show here that TLR9 activation in vivo is controlled by
Haiqi He et al.
Veterinary immunology and immunopathology, 123(3-4), 177-185 (2008-02-29)
The toll-like receptors (TLRs) recognize microbial pathogens and pathogen-associated molecular patterns and trigger inflammatory immune responses to control the infection. Here, we examined functional innate immune responses to Salmonella enteritidis (SE, live or formalin-killed) and various TLR agonists including lipoteichoic
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
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
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