2-Ethynyl Adenosine


CAS No. : 99044-57-2

2-Ethynyl Adenosine,99044-57-2
Product Details
For research use only. Not Intended for Therapeutic Use!
Cat No:I012887
Synonyms:2-Ethynyl-Ade; (2R,3R,4S,5R)-2-(6-Amino-2-ethynylpurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
Molecular Formula:C12H13N5O4
Molecular Weight:291.267
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Appearance:Solid
Purity:95%(HPLC)
Cat No:I012887
Cas No:99044-57-2
Product-Name:2-Ethynyl Adenosine
IUPAC Name:(2R,3R,4S,5R)-2-(6-amino-2-ethynylpurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
InChI:InChI=1S/C12H13N5O4/c1-2-6-15-10(13)7-11(16-6)17(4-14-7)12-9(20)8(19)5(3-18)21-12/h1,4-5,8-9,12,18-20H,3H2,(H2,13,15,16)/t5-,8-,9-,12-/m1/s1
InChIKey:ILZDIASZHUIPSA-JJNLEZRASA-N
SMILES:C#CC1=NC2=C(C(=N1)N)N=CN2C3C(C(C(O3)CO)O)O
2-Ethynyl-labeled adenosine (2-EA) can be used to measure de novo mRNA poly(A) tail synthesis in proliferating cells. 2-EA is cell permeable and incorporates into nascent mRNA transcripts both transcriptionally by RNA polymerase I,II and III and posttranscriptionally by poly(A) polymerase instead of their natural analolg adenosine.
 
The resulting ethynyl-functionalized RNA can subsequently be detected via Cu(I)-catalyzed click chemistry that offers the choice to introduce a Biotin group (via Azides of Biotin) for subsequent purification tasks or a fluorescent group (via Azides of fluorescent dyes) for subsequent microscopic imaging.
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