CAS 52278-77-0

5-Hydroxy-2′-deoxycytidine

Description:

5-Hydroxy-2′-deoxycytidine, also known as 5-hydroxy-dC, is a modified nucleoside that is a derivative of deoxycytidine. It features a hydroxyl group at the 5-position of the pyrimidine ring, which distinguishes it from its parent compound. This modification can influence its biological activity and stability, making it of interest in various fields, including molecular biology and pharmacology. The compound is often studied in the context of DNA damage and repair, as it can arise from oxidative stress and may play a role in mutagenesis. Its presence in DNA can affect the structure and function of nucleic acids, potentially leading to altered gene expression or cellular responses. 5-Hydroxy-2′-deoxycytidine is typically analyzed using techniques such as high-performance liquid chromatography (HPLC) and mass spectrometry for its quantification and characterization. Understanding its properties and behavior is crucial for elucidating its role in biological systems and its potential implications in health and disease.

Formula: C₉H₁₃N₃O₅

InChI: InChI=1/C9H13N3O5/c10-8-5(15)2-12(9(16)11-8)7-1-4(14)6(3-13)17-7/h2,4,6-7,13-15H,1,3H2,(H2,10,11,16)/t4-,6+,7+/m0/s1

InChI key: InChIKey=CKZJTNZSBMVFSU-UBKIQSJTSA-N

SMILES: O=C1N([C@@H]2O[C@H](CO)[C@@H](O)C2)C=C(O)C(N)=N1

Synonyms:

• 5-Hydroxy-2′-deoxycytidine
• Cytidine, 2'-Deoxy-5-Hydroxy-
• 2'-Deoxy-5-hydroxycytidine
• 2′-Deoxy-5-hydroxycytidine
• 97: PN: US20050130918 PAGE: 60 claimed sequence

2''-Deoxy-5-hydroxycytidine

CAS: 52278-77-0

Formula: C₉H₁₃N₃O₅

Purity: ≥ 95.0%

Color and Shape: White to off-white powder

Molecular weight: 243.22

Ref: 7W-GN2705

5-Hydroxy-2’-deoxycytidine

Controlled Product

CAS: 52278-77-0

Applications 5-Hydroxy-2’-deoxycytidine have been used as a substrate for uracil DNA N-glycosylase and has been used to study the oxidation of DNA due to exposure to reactive oxygen species.
References Ganguly, M., et al.: Biochem., 51, 2018 (2012); Foresta, M., et al.: Free. Rad. Biol. Med., 48, 681 (2010); Daviet, S., et al.: DNA Repair., 6, 8 (2007);

Formula: C₉H₁₃N₃O₅

Color and Shape: Neat

Molecular weight: 243.217

Ref: TR-H946650

2'-Deoxy-5-hydroxycytidine

CAS: 52278-77-0

2'-Deoxy-5-hydroxycytidine is a nucleoside analog that is used to treat human immunodeficiency virus (HIV). It inhibits the synthesis of HIV by inhibiting the enzyme reverse transcriptase. This drug binds to DNA duplexes, and has been shown to be reactive with damaged DNA. The compound has been shown to inhibit viral replication in a model system, and also inhibits the polymerase chain reaction. 2'-Deoxy-5-hydroxycytidine may also have thermodynamic properties that are related to its potential for reactivity with oxidative DNA.
2'-Deoxy-5-hydroxycytidine is an analog of cytidine. It can be synthesized using solid phase synthesis on a resin support.

Formula: C₉H₁₃N₃O₅

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 243.22 g/mol

Ref: 3D-ND02927

5-Hydroxy-2’-deoxycytidine-13C,15N2

Controlled Product

CAS: 52278-77-0

Applications 5-Hydroxy-2’-deoxycytidine-13C,15N2 is the Isotope labelled analogue of 5-Hydroxy-2’-deoxycytidine (H946650), a substrate for uracil DNA N-glycosylase and has been used to study the oxidation of DNA due to exposure to reactive oxygen species.
References Ganguly, M., et al.: Biochem., 51, 2018 (2012); Foresta, M., et al.: Free. Rad. Biol. Med., 48, 681 (2010); Daviet, S., et al.: DNA Repair., 6, 8 (2007);

Formula: C₈₁₃CH₁₃N₁₅N₂O₅

Color and Shape: Neat

Molecular weight: 246.2

Ref: TR-H946652