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N2-Ethyl-2′-deoxyguanosine

SIGMA/N3289 - ≥98% (HPLC), solid

Synonym: N2-Et-dG

CAS Number: 101803-03-6
Empirical Formula (Hill Notation): C12H17N5O4
Molecular Weight: 295.29
MDL Number: MFCD01631004
Linear Formula: C12H17N5O4
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-N3289-5MG 5 mg
$162.00
1/EA
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45-N3289-25MG 25 mg
$448.00
1/EA
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assay ≥98% (HPLC)
color white to off-white
form solid
InChI 1S/C12H17N5O4/c1-2-13-12-15-10-9(11(20)16-12)14-5-17(10)8-3-6(19)7(4-18)21-8/h5-8,18-19H,2-4H2,1H3,(H2,13,15,16,20)/t6-,7+,8+/m0/s1
InChI key VOKQFDULHQUWAV-XLPZGREQSA-N
Quality Level 100 
SMILES string CCNC1=Nc2c(ncn2[C@H]3C[C@H](O)[C@@H](CO)O3)C(=O)N1
solubility H2O: >5 mg/mL
storage temp. 2-8°C
General description: N2-Et-dG, an adduct between DNA and the first metabolite of ethanol (acetaldehyde), strongly blocks transcription by RNA polymerases (RNAPs), including mammalian RNAPII and yeast RNAPII, E. coli RNAP, as well as T7 RNAP. All three of the multisubunit RNAPs incorporate a single rNTP residue opposite the N2-Et-dG lesion. The mammalian RNAPII exclusively incorporates cytidine monophosphate (CMP) opposite the N2-Et-dG lesion. The accessory transcription factor TFIIS does not usually act as a lesion bypass factor; instead, it stimulates the polymerase to remove the CMP incorporated opposite the lesion by mammalian RNAPII. N2-Et-dG reduces CTP incorporation by ~1500 fold.
Packaging: 5, 25 mg in glass bottle
Purity ≥98% (HPLC)
Storage Temp. 2-8°C
UNSPSC 12352200

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