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N2-Ethyl-2′-deoxyguanosine_Molecular_structure_CAS_101803-03-6)
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N2-Ethyl-2′-deoxyguanosine

Catalog No. N3289 Name Sigma Aldrich
CAS Number 101803-03-6 Website http://www.sigmaaldrich.com
M. F. C12H17N5O4 Telephone 1-800-521-8956
M. W. 295.29448 Fax
Purity ≥98% (HPLC) Email
Storage Chembase ID: 154438

SYNONYMS

IUPAC name
2-(ethylamino)-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-1H-purin-6-one
IUPAC Traditional name
2-(ethylamino)-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-purin-6-one
Synonyms
N2-Et-dG

DATABASE IDS

CAS Number 101803-03-6
MDL Number MFCD01631004

PROPERTIES

Empirical Formula (Hill Notation) C12H17N5O4
Purity ≥98% (HPLC)
Apperance white to off-white solid
Solubility H2O: >5 mg/mL
GHS Pictograms GHS06
GHS Pictograms GHS08
GHS Signal Word Danger
GHS Hazard statements H300-H310-H330-H351-H373
European Hazard Symbols Highly toxic Highly toxic (T+)
MSDS Link Download
Personal Protective Equipment Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
GHS Precautionary statements P260-P264-P280-P284-P301 + P310-P302 + P350
RID/ADR UN 2811 6.1/PG 1
Risk Statements 26/27/28-33-40
Safety Statements 36/37/39-45
Storage Temperature 2-8°C
Hazard Class 6.1
UN Number 2811
Packing Group 1
German water hazard class 3

DETAILS

Description (English)
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.
Description (简体中文)
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.

REFERENCES