58461-29-3

Basic information

• Product Name: 5-hydroxycytidine
• CAS NO: 58461-29-3
• Molecular Weight: 259.219
• Mol File: 58461-29-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 5-hydroxycytidine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-hydroxycytidine(58461-29-3)
• EPA Substance Registry System: 5-hydroxycytidine(58461-29-3)

Safety Data

• Hazardous Substances Data: 58461-29-3(Hazardous Substances Data)

Upstream product

• 532-20-7 α-arabinofuranose 
• 494870-49-4 5-hydroxycytidine-5'-triphosphate 
• 65-46-3 CYTIDINE 
• 3066-86-2 5-bromocytidine 

Downstream Products

• 1353201-47-4 C₃₇H₃₆N₄O₁₀ 
• 1353201-48-5 C₄₀H₄₁N₅O₁₀ 
• 1353201-50-9 C₄₆H₅₅N₅O₁₀Si 
• 1353201-49-6 C₄₆H₅₅N₅O₁₀Si 
• 1353201-51-0 C₅₅H₇₂N₇O₁₁PSi 

Relevant articles and documents

SYNTHESIS AND STRUCTURE OF HIGH POTENCY RNA THERAPEUTICS

This invention provides expressible polynucleotides, which can express a target protein or polypeptide. Synthetic mRNA constructs for producing a protein or polypeptide can contain one or more 5′ UTRs, where a 5′ UTR may be expressed by a gene of a plant. In some embodiments, a 5′ UTR may be expressed by a gene of a member of Arabidopsis genus. The synthetic mRNA constructs can be used as pharmaceutical agents for expressing a target protein or polypeptide in vivo.

Synthesis, base pairing properties and trans-lesion synthesis by reverse transcriptases of oligoribonucleotides containing the oxidatively damaged base 5-hydroxycytidine

The synthesis of a caged RNA phosphoramidite building block containing the oxidatively damaged base 5-hydroxycytidine (5-HOrC) has been accomplished. To determine the effect of this highly mutagenic lesion on complementary base recognition and coding properties, this building block was incorporated into a 12-mer oligoribonucleotide for Tm and CD measurements and a 31-mer template strand for primer extension experiments with HIV-, AMV-and MMLV-reverse transcriptase (RT). In UV-melting experiments, we find an unusual biphasic transition with two distinct Tm's when 5-HOrC is paired against a DNA or RNA complement with the base guanine in opposing position. The higher T m closely matches that of a C-G base pair while the lower is close to that of a C-A mismatch. In single nucleotide extension reactions, we find substantial misincorporation of dAMP and to a lesser extent dTMP, with dAMP almost equaling that of the parent dGMP in the case of HIV-RT. A working hypothesis for the biphasic melting transition does not invoke tautomeric variability of 5-HOrC but rather local structural perturbations of the base pair at low temperature induced by interactions of the 5-HO group with the phosphate backbone. The properties of this RNA damage is discussed in the context of its putative biological function.