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3-Deazaadenosine

SIGMA/D8296

Synonym: 4-Amino-1-(β-D-ribofuranosyl)-1H-imidazo(4,5)-pyridine

CAS Number: 6736-58-9
Empirical Formula (Hill Notation): C11H14N4O4
Molecular Weight: 266.25
MDL Number: MFCD00153951
Linear Formula: C11H14N4O4
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-D8296-5MG 5 mg
 $351.00
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45-D8296-10MG 10 mg
 $631.00
1/EA		 Add To Favorites

 

form powder
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
Quality Level 200 
SMILES string Nc1nccc2n(cnc12)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O
storage temp. 2-8°C
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.
Biochem/physiol Actions: Possesses antiviral activity inhibitor of leukocyte adhesion to TNF-treated endothelial cells.
Packaging: 5, 10 mg in glass bottle
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Storage Temp. 2-8°C
UNSPSC 51111800

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