2536-99-4

Basic information

• Product Name: cytidylyl-(3'->5')-cytidine
• Synonyms: 5'-O-(3'-Cytidylyl)cytidine
• CAS NO: 2536-99-4
• Molecular Formula: C₁₈H₂₅N₆O₁₂P
• Molecular Weight: 548.3979
• EINECS: 219-802-9
• Mol File: 2536-99-4.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: cytidylyl-(3'->5')-cytidine(CAS DataBase Reference)
• NIST Chemistry Reference: cytidylyl-(3'->5')-cytidine(2536-99-4)
• EPA Substance Registry System: cytidylyl-(3'->5')-cytidine(2536-99-4)

Safety Data

• Hazardous Substances Data: 2536-99-4(Hazardous Substances Data)

Usage

General Description

Cytidylyl-(3'->5')-cytidine is a chemical compound that consists of two cytidine molecules linked together by a phosphate group. It is an important intermediate in the process of RNA synthesis, particularly in the generation of the nucleotide cytidine triphosphate (CTP), which is essential for the production of RNA. Cytidylyl-(3'->5')-cytidine is also involved in the regulation of RNA stability and degradation. Additionally, it plays a role in the modification of RNA through the addition of specific functional groups, which can affect the function and stability of the RNA molecule. Overall, this compound is crucial for the production and modification of RNA and is involved in various biological processes related to RNA metabolism.

Upstream product

• 633-90-9 cytidine 2',3'-cyclic monophosphate 
• 65-46-3 CYTIDINE 
• 69673-09-2 cytidine-5'-phosphoro-(2-aminoimidazole) 
• 6554-17-2 N,O^3',O^5'-tribenzoylcytidine 
• 80186-00-1 triethylammonium salt of N⁴-benzoyl-2'-O-(4-methoxytetrahydropyran-4-yl)-5'-O-(methoxytrityl)cytidine 3'-(2-chlorophenyl phosphate) 
• 77451-35-5 N⁴-benzoyl-2'-O-(4-methoxytetrahydropyran-4-yl)cytidine 
• 80185-90-6 2',3'-O-(α-methoxybenzylidene)cytidine 
• 80186-08-9 C₇₀H₇₂ClN₆O₁₉P 
• 31505-92-7 N⁴-benzoyl-2'-O-tetrahydropyranylcytidine 
• 69359-38-2 5'-O-(dimethoxytrityl)-2'-O-(tetrahydropyranyl)-N⁴-benzoylcytidine 
• 71933-67-0 dmtbzCtp(qcl)bzCt 
• 74231-44-0 C₅₁H₅₃ClN₇O₁₆P 

Downstream Products

• 84-52-6 cytidine 3'-monophosphate 
• 85-94-9 cytidine-2'-monophosphate 
• 65-46-3 CYTIDINE 
• 633-90-9 cytidine 2',3'-cyclic monophosphate 

Relevant articles and documents

SITE-SPECIFIC MODIFICATION OF THE PYRIMIDINE RESIDUE DURING THE DEPROTECTION OF THE FULLY-PROTECTED DIURIDYLIC ACID.

A study of four different O-4 and N-3 protected uridine derivatives, 4 to 7, for their stabilities under different conditions versus their abilities to undergo nucleophilic substitution reaction at C-4 by an appropriate oxygen or a nitrogen nucleophile has established a general strategy for the site-specific modification of a particular pyrimidine residue in a model fully protected diuridylic acid to give either UpC, CpC or UpU, depending upon the deprotection condition.

Synthesis of 2'(3')-O-Aminoacyl Triribonucleoside Diphosphates Using the Triester Method

Specific syntheses of 2'(3')-O-aminoacyl triribonucleoside diphosphates, C-C-A-Phe (16e), C-C-A-Ala (16f), and C-C-A-Gly (16g), which are the terminal sequences of corresponding aa-tRNAs and potential substrates for ribosomal peptidyltransferase, are described.The compounds 16e-g were synthesized by employing phosphotriester methods with a benzoyl group for protection of heterocyclic amino groups, a 2-chlorophenyl group for internucleotide phosphate protection, a monomethoxytrityl group for blocking of the 5'-hydroxy function, a 4-methoxytetrahydropyranyl group forprotection of 2'-hydroxy functions, and an N-benzyloxycarbonyl group for blocking of the α-amino acid.Protected dinucleotide block C-Cp (11b) was synthesized via the triester method and was condensed by using mesitylenesulfonyl tetrazolide with nucleoside components 9b and 10b, which have aminoacyl residues incorporated in the molecule, to yield protected aminoacyl trinucleotides 13a and 14 in 60-70percent yields.The fully protected aminoacyl trinucleotides 13a and 13b were also obtained from the protected C-C-A derivative 12 (with a free 3'-OH group on the 3'-terminus) by the aminoacylation reaction with corresponding N-benzyloxycarbonyl amino acids and mesitylenesulfonyl tetrazolide in 50-70percent yields.The protected derivatives 13a,b and 14 were deblocked to form C-C-A(Z-Phe) (16b), C-C-A(Z-Ala) (16c), and C-C-A(Z-Gly) (16d) in 15-40percent yields by reactions with N2H4, F-, and H+ (for 16b,c) or NH4OH and H+ (for 16d).The final products 16e-g were prepared by hydrogenolysis (Pd/BaSO4) of 16b-d in practically quantitative yields.The syntheses of all components (3a,c,4,9a,b, and 10b) for the triester approach to aminoacyl trinucleotides are also described.