110522-75-3

Usage

Uses

Used in Biochemical Research:
IBU-DEOXYCYTIDINE is used as a research compound for its structural resemblance to naturally occurring nucleosides, facilitating studies in DNA replication, repair, and transcription processes.

InChI:InChI=1/C13H19N3O5/c1-7(2)12(19)14-10-3-4-16(13(20)15-10)11-5-8(18)9(6-17)21-11/h3-4,7-9,11,17-18H,5-6H2,1-2H3,(H,14,15,19,20)

Upstream product

• 97-72-3 2-Methylpropionic anhydride 
• 951-77-9 2'-Deoxycytidine 
• 110522-80-0 Isobutyric acid (2R,3S,5R)-5-(4-isobutyrylamino-2-oxo-2H-pyrimidin-1-yl)-2-isobutyryloxymethyl-tetrahydro-furan-3-yl ester 

Downstream Products

• 951-77-9 2'-Deoxycytidine 
• 100898-62-2 N-(1-((2R,4S,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)isobutyramide 
• 110522-84-4 N⁴-isobutyryl-2'-deoxycytidine-3'-diisopropylaminocyanoethyl phosphoramidite 
• 22882-02-6 4-methylamino-1-(β-D-2-deoxyribofuranosyl)pyrimidin-2(1H)-one 
• 110808-24-7 Phosphoric acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(4-isobutyrylamino-2-oxo-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-chloro-phenyl ester; compound with triethyl-amine 

Relevant academic research and scientific papers

Ultrafast cleavage and deprotection of oligonucleotides synthesis and use of C(Ac) derivatives

We have investigated the use of alkylamines as fast cleavage and deprotection reagents for the solid phase synthesis of oligonucleotides and found methylamine/ammonium hydroxide (or methylamine) as an efficient reagent. The transamination side product formed with the commonly used dC(b2) has been eliminated by the use of dC(Ac) phosphoramidite. This system has successfully been used in the synthesis of oligonucleotides and oligonucleoside phosphorothioates. DMT dC(Ac) hydrogen phosphonate and DMT ribo C(Ac)-2'-OMe phosphoramidite also have been prepared and used in the synthesis of oligonucleotides.

FAST OLIGONUCLEOTIDE DEPROTECTION. PHOSPHORAMIDITE CHEMISTRY FOR DNA SYNTHESIS

A new set of base protecting groups for cyanoethylphosphoramidite nucleosides has been developed which decreases the post-synthesis time requirements.The traditional purine amide protecting groups, which require 8 - 16 hours at 55 deg C for deprotection in ammonia, have been replaced with the dimethylformamidine group.Oligonucleotides made with the new reagents require only 1 hour at 55 deg C or 8 hours at room temperature for complete deprotection.Dialkylformamidine phosphoramidites exhibit enhanced resistance to depurination compared to the traditional, or even the phenoxyacetyl, phosphoramidites.

FACILE REMOVAL OF NEW BASE PROTECTING GROUPS USEFUL IN OLIGONUCLEOTIDE SYNTHESIS

New base protecting groups are proposed in place of benzoyl and isobutyryl groups.They are phenoxy acetyl for adenine and guanine and isobutyryl for cytosine.They are cleaved in aqueous ammonia in a shorter time at lower temperature.These easily removable groups are useful in the synthesis of modified oligonucleotides, containing fragile bases.