D5782

2′,3′-Dideoxycytidine

≥98% (HPLC)

• Synonyme(s) : ddC
• Formule empirique (notation de Hill) : C₉H₁₃N₃O₃
• CAS Number: 7481-89-2
• Poids moléculaire : 211.22
• Beilstein: 654956
• Numéro MDL: MFCD00012188
• Code UNSPSC : 41106305
• ID de substance PubChem : 24278377
• Nomenclature NACRES : NA.52

Propriétés

• Source biologique: synthetic (organic)
• Niveau de qualité: 200
• Essai: ≥98% (HPLC)
• Forme: powder
• Couleur: colorless
• Pf: 217-218 °C (lit.)
• Solubilité: water: 50 mg/mL, clear, colorless to faintly yellow
• Température de stockage: −20°C
• Chaîne SMILES: 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
• Clé InChI: WREGKURFCTUGRC-POYBYMJQSA-N

Description

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

Actions biochimiques/physiologiques

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.

Informations sur la sécurité

• Pictogrammes: GHS08
• Mention d'avertissement: Warning
• Mentions de danger: H351
• Conseils de prudence: P281
• Classification des risques: Carc. 2
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges