D5782
2′,3′-Dideoxycytidine
≥98% (HPLC)
Sinónimos:
ddC
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About This Item
Fórmula empírica (notación de Hill):
C9H13N3O3
Número de CAS:
Peso molecular:
211.22
Beilstein/REAXYS Number:
654956
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.52
Productos recomendados
biological source
synthetic (organic)
assay
≥98% (HPLC)
form
powder
color
colorless
mp
217-218 °C (lit.)
solubility
water: 50 mg/mL, clear, colorless to faintly yellow
storage temp.
−20°C
SMILES string
NC1=NC(=O)N(C=C1)[C@H]2CC[C@@H](CO)O2
InChI
1S/C9H13N3O3/c10-7-3-4-12(9(14)11-7)8-2-1-6(5-13)15-8/h3-4,6,8,13H,1-2,5H2,(H2,10,11,14)/t6-,8+/m0/s1
InChI key
WREGKURFCTUGRC-POYBYMJQSA-N
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Application
2′,3′-Dideoxycytidine is used:
- as a DNA chain-terminating nucleotide for DNA sequencing methods based on the Sanger chain-termination method
- as a nucleoside reverse transcriptase inhibitor (NRTI) to study its effects on the development of mechanical allodynia in aging mice
- as a mitochondrial DNA (mtDNA) replication inhibitor to inhibit the activation of cGAS-STING pathway and study its effects on signaling protein-stimulator of interferon genes (STING), cyclic GMP-AMP synthase (cGAS), and phospho-interferon regulator factor 3 (p-IRF3) expression in mouse hippocampal and microglial cells
- as an NRTI inhibitor to study its effects on the drug induced-mitochondrial toxicity in Caenorhabditis elegans
Biochem/physiol Actions
2′,3′-Dideoxycytidine (ddC), is an ionic compound and a nucleoside analog. It acts as a nucleoside reverse transcriptase inhibitor and exhibits therapeutic effects against human immunodeficiency virus (HIV) infection. 2′,3′-Dideoxycytidine possesses anti-adenovirus activity and inhibits the adenovirus polymerase.
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