Reagent and protecting group Summary



IUPAC Name cyanoethyloxy‑N,N‑diisopropylphophoramidite
Protecting group 3'-ribose
Deprotection n/a
Synthesis reagent dry N,N-diisopropylethylamine (3 eq) and 2-cyanoethyl-N,N-diisopropylchlorophophoramidite (1,5 eq)

Can be found in the following building blocks:

1-methyladenosine 15763-06-1
1-methyladenosine (BB2) 15763-06-1
1-methylguanosine 2140-65-0
1-methylguanosine (BB3) 2140-65-0
1-methylinosine 2140-73-0
1-methylpseudouridine 13860-38-3
2'-O-methyladenosine (BB2) 2140-79-6
2'-O-methylinosine 3881-21-8
2'-O-methylpseudouridine 2140-68-3
2'-O-methylpseudouridine (BB2) 2140-68-3
2-methyladenosine 16526-56-0
2-methylthio-N6-isopentenyladenosine 20859-00-1
2-methylthio-N6-methyladenosine 13406-51-4
2-methylthio-N6-threonyl carbamoyladenosine 24719-82-2
2-thio-2'-O-methyluridine 113886-72-9
2-thiouridine 20235-78-3
3-methyluridine 2140-69-4
4-thiouridine 13957-31-8
5,2'-O-dimethyluridine 55486-09-4
5-hydroxycytidine 39638-73-8
5-methoxycarbonylmethyl-2-thiouridine 20299-15-4
5-methoxycarbonylmethyluridine 29428-50-0
5-methylaminomethyl-2-thiouridine 32860-54-1
5-methylaminomethyluridine 72667-55-1
5-methylcytidine (BB2) 2140-61-6
5-methylcytidine (BB3) 2140-61-6
5-methyluridine 1463-10-1
5-methyluridine (BB2) 1463-10-1
5-taurinomethyluridine 497258-53-4
N2,N2-dimethylguanosine (BB2) 2140-67-2
N2,N2-dimethylguanosine (BB3) 2140-67-2
N2-methylguanosine 2140-77-4
N2-methylguanosine (BB3) 2140-77-4
N4-acetyl-2'-O-methylcytidine 113886-71-8
N4-acetylcytidine (BB1) 3768-18-1
N4-acetylcytidine (BB2) 3768-18-1
N4-acetylcytidine (BB4) 3768-18-1
N4-methylcytidine 10578-79-7
N6,N6,2'-O-trimethyladenosine 30891-53-3
N6-acetyladenosine (BB1) 16265-37-5
N6-acetyladenosine (BB2) 16265-37-5
N6-isopentenyladenosine 7724-76-7
N6-isopentenyladenosine (BB2) 7724-76-7
N6-isopentenyladenosine (BB3) 7724-76-7
N6-methyladenosine 1867-73-8
N6-methyladenosine (BB3) 1867-73-8
N6-methyladenosine (BB4) 1867-73-8
N6-threonylcarbamoyladenosine 24719-82-2
N6-threonylcarbamoyladenosine (BB2) 24719-82-2
N6-threonylcarbamoyladenosine (BB3) 24719-82-2
dihydrouridine 5627-05-4
dihydrouridine (BB2) 5627-05-4
inosine 58-63-9
inosine (BB2) 58-63-9
pseudouridine (BB2) 1445-07-4
pseudouridine (BB3) 1445-07-4
wybutosine 55196-46-8


Title Authors Journal Details PubMed Id DOI
Site-directed cleavage of RNA. Shibahara S, Mukai S, Nishihara T, Inoue H, Ohtsuka E, Morisawa H Nucleic Acids Res [details] 2438655 -
Solid phase synthesis of the 5'-half of the initiator t-RNA from B. subtilis. Chaix C, Duplaa AM, Molko D, Teoule R Nucleic Acids Res [details] 2508060 -
Chemical synthesis of a biologically active natural tRNA with its minor bases. Gasparutto D, Livache T, Bazin H, Duplaa AM, Guy A, Khorlin A, Molko D, Roget A, Teoule R Nucleic Acids Res [details] 1383941 -
New and convenient protection system for pseudouridine, highly suitable for solid-phase oligoribonucleotide synthesis Uwe Pieles , Barbro Beijer , Kerstin Bohmann , Susan Weston , Samantha O'Loughlin , Viviane Adam and Brian S. Sproat J. Chem. Soc. [details] - 10.1039/P19940003423
Site-selected introduction of modified purine and pyrimidine ribonucleosides into RNA by automated phosphoramidite chemistry. Agris PF, Malkiewicz A, Kraszewski A et al. Biochimie [details] 7599270 10.1016/0300-9084(96)88115-6
Synthesis and Incorporation of 2′-O-Methyl-Pseudouridine into Oligonucleotides Bruce S. Rossa, Guillermo Vasqueza, Sheri Manalilia, Elena Lesnika, Richard Griffeya Nucleosides and Nucleotides [details] - 10.1080/07328319708006226
Synthesis and studies on the effect of 2-thiouridine and 4-thiouridine on sugar conformation and RNA duplex stability. Kumar RK, Davis DR Nucleic Acids Res [details] 9092639 10.1093/nar/25.6.1272
Synthesis of the Anticodon Hairpin tRNAfMet Containing N-{[9-(β-D-Ribofuranosyl)-9H-purin-6-yl]carbamoyl}-L-threonine (=N6-{{[(1S,2R)-1-Carboxy-2-hydroxypropyl]amino}carbonyl}adenosine, t6A) Boudou, V., Langridge, J., Van Aerschot, A., Hendrix, C., Millar, A., Weiss, P. and Herdewijn, P. Helvetica Chimica Acta [details] - 10.1002/(SICI)1522-2675(20000119)83:1<152::AID-HLC
An Improved Synthesis of Inosine 3′-Phosphoramidite Jasenka Matulic-Adamic, Leonid Beigelman SYNTHETIC COMMUNICATIONS [details] - 10.1080/00397910008086956
Synthesis and Characterization of the Native Anticodon Domain of E. coli tRNALys:  Simultaneous Incorporation of Modified Nucleosides mnm5s2U, t6A, and Pseudouridine Using Phosphoramidite Chemistry Mallikarjun Sundaram, Pamela F. Crain, and Darrell R. Davis J. Org. Chem. [details] 10970299 10.1021/jo000338b
Chemical incorporation of 1‑methyladenosine into oligonucleotides Mikhailov SN, Rozenski J, Efimtseva EV et al. Nucl. Acids Res. [details] 11861902 10.1093/nar/30.5.1124
Synthesis of the tRNALys,3 Anticodon Stem-Loop Domain Containing the Hypermodified ms2t6A Nucleoside Bajji AC, Davis DR. J. Org. Chem [details] 12126427 10.1021/jo025826t
The synthesis of 2'-O-[(Triisopropylsilyl)oxy] methyl (TOM) phosphoramidites of methylated ribonucleosides (m1G, m2G, m22G, m1I, m3U, m4C, m6A, m62A) for use in automated RNA solid-phase synthesis HÖBARTNER Claudia ; KREUTZ Christoph ; FLECKER Elke ; OTTENSCHLÄGER Elke ; PILS Werner ; GRUBMAYR Karl ; MICURA Ronald ; Monatshefte fuer Chemie [details] - -
The synthesis of oligoribonucleotides containing N6-alkyladenosines and 2-methylthio-N6-alkyladenosines via post-synthetic modification of precursor oligomers. Kierzek E, Kierzek R Nucleic Acids Res [details] 12888506 -
Introduction of hypermodified nucleotides in RNA. Davis DR, Bajji AC Methods Mol Biol [details] 15333904 -
Synthesis of 2′-O-[(Triisopropylsilyl)oxy]methyl (= tom)-Protected Ribonucleoside Phosphoramidites Containing Various Nucleobase Analogues Porcher S, Pitsch S. HELVETICA CHIMICA ACTA [details] - 10.1002/hlca.200590209
Chemical synthesis of RNA including 5-taurinomethyluridine 1. Toshihiko Ogata and 2. Takeshi Wada Nucleic Acids Symposium [details] - 10.1093/nass/nrl005

Last modification of this entry: 2012-06-01 11:01:53.935891
Edited by a user: mark
Edited content: Changed papers.