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496812

Sigma-Aldrich

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

95%

Sinónimos:

Loxoribine

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About This Item

Fórmula empírica (notación de Hill):
C13H17N5O6
Número de CAS:
121288-39-9
Peso molecular:
339.30
MDL number:
MFCD00867591
UNSPSC Code:
41106305
PubChem Substance ID:
24873084
NACRES:
NA.22

Quality Level

100

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificados de análisis (COA)

Lot/Batch Number
MKBP0595V
MKBN8530V
05902JH
08628ES
06915AC

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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
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
Arwaf S Alharbi et al.
Nucleic acids research, 48(13), 7052-7065 (2020-06-17)
Oligonucleotide-based therapeutics have become a reality, and are set to transform management of many diseases. Nevertheless, the modulatory activities of these molecules on immune responses remain incompletely defined. Here, we show that gene targeting 2'-O-methyl (2'OMe) gapmer antisense oligonucleotides (ASOs)
Yumiko Tsukamoto et al.
Molecular immunology, 46(7), 1278-1288 (2009-01-23)
IL-4 and 8-mercaptoguanosine (8-SGuo) stimulation of CD38-activated B cells induces mu to gamma1 class switch recombination (CSR) at the DNA level leading to a high level of IgG1 production. Although some of signaling events initiated by IL-4 in activated B
Joyce E Yu et al.
The Journal of allergy and clinical immunology, 124(2), 349-356 (2009-07-14)
Common variable immunodeficiency (CVID) is characterized by hypogammaglobulinemia, reduced numbers of peripheral blood isotype-switched memory B cells, and loss of plasma cells. Because Toll-like receptor (TLR) activation of B cells can initiate and potentially sustain normal B cell functions, we
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