A7154
Adenosine, periodate oxidized
≥93%, synthetic, Powder
Synonym(s):
ADOX, Adenosine-2′,3′-dialdehyde
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About This Item
Empirical Formula (Hill Notation):
C10H11N5O4
CAS Number:
Molecular Weight:
265.23
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51
MDL number:
Assay:
≥93%
Biological source:
synthetic (organic)
Form:
powder
Solubility:
0.2 M HCl: 50 mg/mL, clear, colorless to faintly yellow
Storage temp.:
−20°C
Product Name
Adenosine, periodate oxidized, ≥93%
SMILES string
Nc1ncnc2n(cnc12)C(OC(CO)C=O)C=O
InChI key
ILMNSCQOSGKTNZ-UHFFFAOYSA-N
InChI
1S/C10H11N5O4/c11-9-8-10(13-4-12-9)15(5-14-8)7(3-18)19-6(1-16)2-17/h1,3-7,17H,2H2,(H2,11,12,13)
biological source
synthetic (organic)
assay
≥93%
form
powder
solubility
0.2 M HCl: 50 mg/mL, clear, colorless to faintly yellow
storage temp.
−20°C
Quality Level
Application
Adenosine, periodate oxidized has been used:
- as a methylarginine transferase inhibitor in the human embryonic kidney (HEK)-293 T cells
- as a methylase inhibitor in H4 neuroglioma
- as a broad inhibitor of S-adenosylmethionine (AdoMet)-dependent methyltransferases in mouse embryo fibroblast NIH3T3 cells
Biochem/physiol Actions
Adenosine, periodate oxidized (Adox) is a protein arginine methyltransferases (PRMTs) inhibitor. It also inhibits the enzyme S-adenosylhomocysteine hydrolase and induces apoptosis. Its inhibitory effect on histone methyltransferases prevents histone methylation. Adox also elicits intrinsic cytotoxic properties.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type N95 (US)
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Yinghong He et al.
Journal of translational medicine, 11, 14-14 (2013-01-16)
Pharmacologic reactivation of fetal hemoglobin expression is a promising strategy for treatment of sickle cell disease and β-thalassemia. The objective of this study was to investigate the effect of the methyl transferase inhibitor adenosine-2',3'-dialdehyde (Adox) on induction of human fetal
Björn Hultberg
Clinica chimica acta; international journal of clinical chemistry, 356(1-2), 117-124 (2005-05-05)
Many clinical and epidemiological studies show that mild hyperhomocysteinemia is associated with premature vascular disease. Information about the metabolism of homocysteine is therefore essential for an understanding of its role in atherogenesis, thereby enabling a modulation of that risk. In
Regulation of arginine methylation in endothelial cells: role in premature senescence and apoptosis.
Alla Polotskaia et al.
Cell cycle (Georgetown, Tex.), 6(20), 2524-2530 (2007-08-30)
With the recent characterization of enzymes responsible for protein arginine methylation and demonstration that catabolic products of arginine methylation, such as asymmetric dimethylarginine (ADMA), are among the most powerful mechanisms of atherogenesis, developing endothelial dysfunction and cardiovascular complications in a
H S Kim et al.
Experimental & molecular medicine, 32(4), 197-203 (2001-02-24)
3-Deazaadenosine (DZA), one of the potent inhibitors of S-adenosylhomocysteine hydrolase, is known to possess several biological properties including an induction of apoptosis. To evaluate a possibility that DZA may be utilized for the treatment of human leukemia, we studied molecular
Ryan Heit et al.
Journal of cell science, 122(Pt 16), 2957-2968 (2009-07-30)
Trimethylation of lysine 9 on histone H3 (H3K9me3) is known both to be necessary for proper chromosome segregation and to increase in late G2. We investigated the role of late G2 methylation, specifically in mitotic progression, by inhibiting methylation for
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