98796-53-3 Usage
Description
5'-O-(4,4'-Dimethoxytrityl)-N6-benzoyl-2'-deoxyadenosine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite is a chemical compound that serves as a key building block in the synthesis of modified oligonucleotides. It is characterized by its complex structure, which includes a 5'-O-(4,4'-Dimethoxytrityl) group, an N6-benzoyl moiety, a 2'-deoxyadenosine unit, and a 3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite functionality. 5'-O-(4,4'-Dimethoxytrityl)-N6-benzoyl-2'-deoxyadenosine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite plays a crucial role in the development of advanced nucleic acid-based therapeutics and diagnostic tools.
Uses
Used in Pharmaceutical Industry:
5'-O-(4,4'-Dimethoxytrityl)-N6-benzoyl-2'-deoxyadenosine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite is used as a key intermediate in the synthesis of antisense oligonucleotides for the development of novel therapeutic agents. These modified oligonucleotides, containing conformationally constrained methoxyaminomethylene, aminooxymethylene, and aminomethylene bridged nucleoside analogs, exhibit enhanced stability, binding affinity, and biological activity, making them promising candidates for the treatment of various diseases, including genetic disorders, viral infections, and cancer.
Used in Diagnostic Industry:
In the diagnostic field, 5'-O-(4,4'-Dimethoxytrityl)-N6-benzoyl-2'-deoxyadenosine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite is employed in the development of highly sensitive and specific molecular probes for detecting and monitoring various diseases. The incorporation of these modified nucleoside analogs into the probes allows for improved hybridization properties, increased resistance to degradation, and enhanced signal-to-noise ratios, leading to more accurate and reliable diagnostic results.
Used in Research and Development:
5'-O-(4,4'-Dimethoxytrityl)-N6-benzoyl-2'-deoxyadenosine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite is also utilized in academic and industrial research settings for the investigation of novel nucleic acid chemistry, structure-function relationships, and the development of new methodologies for the synthesis and modification of oligonucleotides. 5'-O-(4,4'-Dimethoxytrityl)-N6-benzoyl-2'-deoxyadenosine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite serves as a valuable tool for advancing our understanding of nucleic acid biology and the design of innovative therapeutic and diagnostic agents.
Physical form
Powder or granules
Color
White to off-white
Check Digit Verification of cas no
The CAS Registry Mumber 98796-53-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 9,8,7,9 and 6 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 98796-53:
(7*9)+(6*8)+(5*7)+(4*9)+(3*6)+(2*5)+(1*3)=213
213 % 10 = 3
So 98796-53-3 is a valid CAS Registry Number.
InChI:InChI=1/C21H23NO3.C8H11NO2.C3H6N2O2P/c23-20(25-19-15-22-13-11-16(19)12-14-22)21(24,17-7-3-1-4-8-17)18-9-5-2-6-10-18;9-4-3-6-1-2-7(10)8(11)5-6;1-3(2-4)7-8(5)6/h1-10,16,19,24H,11-15H2;1-2,5,10-11H,3-4,9H2;3H,5H2,1H3/q;;-1
98796-53-3Relevant articles and documents
ON-DEMAND PHOSPHORAMIDITE SYNTHESIS
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Page/Page column 36-38; 48, (2022/01/24)
The invention relates to a method of synthesis of phosphoramidites by immobilization of a phosphitylation agent on a resin activated to create a charged resin, then putting in contact with the charged resin with a suitable substrate. Phosphoramidites are synthesized in a few minutes from the application of the starting materials. Thus, the process makes it possible to create specific phosphoramidites on demand when they are needed in other applications. The substrates to be applied are mainly nucleosides, thus making it possible to create nucleoside phosphoramidites for the subsequent synthesis of oligonucleotides.
Microwave-assisted preparation of nucleoside-phosphoramidites
Meher,Efthymiou,Stoop,Krishnamurthy
supporting information, p. 7463 - 7465 (2014/07/07)
Microwave-assisted phosphitylation of sterically hindered nucleosides is demonstrated to be an efficient method for the preparation of corresponding phosphoramidites (otherwise onerous under standard conditions) and is shown to be general in its applicability. the Partner Organisations 2014.
Selective synthesis of chlorophosphoramidites using ionic liquids
Amigues, Eric J.,Hardacre, Christopher,Keane, Gillian,Migaud, Marie E.,Norman, Sarah E.,Pitner, William R.
experimental part, p. 1391 - 1396 (2010/05/18)
A range of chlorophosphoramidites have been prepared in ionic liquids and compared with material synthesised in molecular solvents. Through the use of ionic liquids as reaction media the moisture sensitivity and impurity issues hampering existing traditio
