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Merck
CN

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
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Product Name

Adenosine, periodate oxidized, ≥93%

biological source

synthetic (organic)

Quality Level

assay

≥93%

form

powder

solubility

0.2 M HCl: 50 mg/mL, clear, colorless to faintly yellow

storage temp.

−20°C

SMILES string

Nc1ncnc2n(cnc12)C(OC(CO)C=O)C=O

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)

InChI key

ILMNSCQOSGKTNZ-UHFFFAOYSA-N

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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Christian Schwerk et al.
Oncogene, 24(47), 7002-7011 (2005-07-12)
We have analysed the importance of proper substrate methylation by S-adenosylmethionine-dependent methyltransferases for cell survival and cell cycle progression. We show that treatment of cells with the methyltransferase inhibitor adenosine dialdehyde (AdOx) causes cell cycle arrest and death in different
Olga Blifernez et al.
The Plant journal : for cell and molecular biology, 65(1), 119-130 (2010-12-24)
Methylation of protein arginines represents an important post-translational modification mechanism, which has so far primarily been characterized in mammalian cells. In this work, we successfully identified and characterized arginine methylation as a crucial type of post-translational modification in the activity
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



Global Trade Item Number

SKUGTIN
A7154-100MG04061833258453
A7154-25MG04061833258460