D8296
3-Deazaadenosine
Synonym(s):
4-Amino-1-(β-D-ribofuranosyl)-1H-imidazo(4,5)-pyridine
Sign In to View Organizational & Contract Pricing.
Select a Size
Change View
About This Item
Empirical Formula (Hill Notation):
C11H14N4O4
CAS Number:
Molecular Weight:
266.25
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
51111800
MDL number:
Form:
powder
Quality level:
form
powder
Quality Level
storage temp.
2-8°C
SMILES string
Nc1nccc2n(cnc12)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O
InChI
1S/C11H14N4O4/c12-10-7-5(1-2-13-10)15(4-14-7)11-9(18)8(17)6(3-16)19-11/h1-2,4,6,8-9,11,16-18H,3H2,(H2,12,13)/t6-,8-,9-,11-/m1/s1
InChI key
DBZQFUNLCALWDY-PNHWDRBUSA-N
Gene Information
rat ... Adora1(29290), Adora2a(25369), Adora3(25370)
Application
3-Deazaadenosine has been used as a methylation inhibitor:
- to study the effect of m6A modification on suppressor of cytokine signaling 2 (SOCS2) expression in colon cancer cells
- to study its effects on the expression of influenza A virus (IAV) proteins in human lung epithelial cell line
- to evaluate its effects on the replication of SV40 virus in BSC40 cells
Biochem/physiol Actions
3-Deazaadenosine (DZA), an analog of adenosine, acts as a blocker of S-adenosylhomocysteine (SAH)-hydrolase, a regulator of cellular methyltransferase activity. It has been observed in inhibiting some of the factors involved in atherosclerosis and restenosis. DZA inhibits lymphocyte-mediated tumor cell lysis, macrophage phagocytosis, microfilament disorganization, monocyte, and neutrophil chemotaxis. It also inhibits histamine release by basophils, superoxide anion generation, and macrophage lysosomal secretion. DZA possesses anti-inflammatory, anti-human immunodeficiency virus (HIV) properties and inhibitory effects of cytokine expression that include interleukin-1β (IL-1β), tumor necrosis factor-α (TNF-α), and nuclear factor-κB (NF-κB) transcription activity.
Possesses antiviral activity inhibitor of leukocyte adhesion to TNF-treated endothelial cells.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
新产品
This item has
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Articles
Bioactive small molecules for immune system signaling target identification/validation and antibiotics, antivirals, and antifungals offered.
Y J Cha et al.
Experimental & molecular medicine, 33(4), 284-292 (2002-01-25)
3-Deazaadenosine (DZA), a cellular methylation blocker was reported to induce the caspase-3-like activities-dependent apoptosis in U-937 cells. In this study, we analyzed the activation pathway of the caspase cascade involved in the DZA-induced apoptosis using specific inhibitors of caspases. In
Lydia A Afman et al.
Brain research. Developmental brain research, 158(1-2), 59-65 (2005-07-06)
Periconceptional folic acid supplementation can reduce the occurrence of neural tube defects. A low folate status will result in reduced remethylation of homocysteine (Hcy) to methionine and, subsequently, in a rise of Hcy levels. Indeed, elevated Hcy concentrations have been
Ruediger C Braun-Dullaeus et al.
Shock (Augusta, Ga.), 19(3), 245-251 (2003-03-13)
Severe sepsis is accompanied by a profound depression of myocardial contractility. Leukocyte adhesion with subsequent local excess nitric oxide and reactive oxygen species production play major roles for this deleterious effect. We hypothesized that 3-deazaadenosine (c3Ado), an adenosine analogue with
Global Trade Item Number
| SKU | GTIN |
|---|---|
| D8296-10MG | 04061832631950 |
| D8296-5MG | 04061832631967 |