93134-41-9

Basic information

• Product Name: Guanosine, 2'-deoxy-N-(2-methyl-1-oxopropyl)-, 3'-(4-oxopentanoate)
• Synonyms: N-isobutyryl-3'-O-levulinyl-2'-deoxyguanosine;3'-O-Levulinyl--N2-isobutyryl-2'-deoxyguanosine;4-Oxo-pentanoic acid (2R,3S,5R)-2-hydroxymethyl-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester;5'-OH-dGi-Bu-3'-O-Lev;3'-O-Levulinyl-N2-isobutyryl-2'-deoxyguanosine
• CAS NO: 93134-41-9
• Molecular Formula: C19H25N5O7
• Molecular Weight: 435.43100
• Mol File: 93134-41-9.mol
• Article Data: 10

Chemical Properties

• Density: 1.56±0.1 g/cm3(Predicted)
• CAS DataBase Reference: Guanosine, 2'-deoxy-N-(2-methyl-1-oxopropyl)-, 3'-(4-oxopentanoate)(CAS DataBase Reference)
• NIST Chemistry Reference: Guanosine, 2'-deoxy-N-(2-methyl-1-oxopropyl)-, 3'-(4-oxopentanoate)(93134-41-9)
• EPA Substance Registry System: Guanosine, 2'-deoxy-N-(2-methyl-1-oxopropyl)-, 3'-(4-oxopentanoate)(93134-41-9)

Safety Data

• Hazardous Substances Data: 93134-41-9(Hazardous Substances Data)

Usage

Description

Guanosine, 2'-deoxy-N-(2-methyl-1-oxopropyl)-, 3'-(4-oxopentanoate) is a protected nucleotide derivative or building block that plays a crucial role in the synthesis of nucleic acids and has potential applications in various fields.

Uses

Used in Pharmaceutical Industry:
Guanosine, 2'-deoxy-N-(2-methyl-1-oxopropyl)-, 3'-(4-oxopentanoate) is used as a protected nucleotide derivative for the synthesis of nucleic acids and development of new drugs targeting various diseases.
Used in Research and Development:
Guanosine, 2'-deoxy-N-(2-methyl-1-oxopropyl)-, 3'-(4-oxopentanoate) is used as a building block in the development of new chemical entities and the study of nucleic acid structure and function.
Used in Diagnostics:
Guanosine, 2'-deoxy-N-(2-methyl-1-oxopropyl)-, 3'-(4-oxopentanoate) can be used as a component in the development of diagnostic tools for detecting and monitoring diseases at the molecular level.
Used in Biochemical Applications:
Guanosine, 2'-deoxy-N-(2-methyl-1-oxopropyl)-, 3'-(4-oxopentanoate) can be used in various biochemical applications, such as the study of enzyme mechanisms, the development of new biochemical assays, and the investigation of nucleic acid interactions with proteins and other molecules.

Upstream product

• 440327-43-5 N-isobutyryl-3',5'-di-O-levulinyl-2'-deoxyguanosine 
• 591-12-8 5-methyl-2-furanone 
• 68892-42-2 N-isobutyryl-2'-deoxyguanosine 
• 123-76-2 levulinic acid 
• 68892-41-1 5'-O-dimethoxytrityl-N-isobutyryldeoxyguanosine 
• 647834-80-8 O-levulinyl acetonoxime 
• 86710-51-2 4-Oxo-pentanoic acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester 

Downstream Products

• 93134-56-6 C₅₀H₅₇N₁₀O₁₄P 
• 93134-47-5 C₅₁H₅₈N₇O₁₆P 
• 93134-57-7 C₄₆H₅₂N₇O₁₄P 
• 93134-55-5 C₅₂H₅₅N₈O₁₄P 
• 93134-54-4 Phosphoric acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester (2R,3S,5R)-3-hydroxy-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-2-ylmethyl ester methyl ester 
• 195826-30-3 4-Oxo-pentanoic acid (2R,3S,5R)-2-[diisopropylamino-(4-nitro-phenoxy)-phosphanyloxymethyl]-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester 
• 656249-32-0 C₅₇H₆₄N₁₁O₁₅P 
• 656249-33-1 C₅₇H₆₄N₁₁O₁₅PS 
• 656249-24-0 C₅₃H₅₉N₈O₁₅PS 
• 656249-30-8 5'-O-DMTr-dC^Bzps_CNEdG^i-Bu-3'-O-Lev 
• 152998-05-5 N-benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-cytidine 3'-(2-cyanoethylphosphonate) 
• 160107-22-2 N₂-isobutyryl-3'-O-(2-cyanoethyl)-phosphonate-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyguanosine 
• 224186-78-1 C₅₃H₅₉N₈O₁₅P 

Relevant articles and documents

Enzymatic parallel kinetic resolution of mixtures of d / l 2′-deoxy and ribonucleosides: An approach for the isolation of β- L -nucleosides

We have developed a lipase-catalyzed parallel kinetic resolution of mixtures of β-d/l-nucleosides. The opposite selectivity during acylation exhibited by Pseudomonas cepacia lipase (PSL-C) with β-d- and β-l-nucleosides furnished acylated compounds that have different R f values. As a consequence, isolation of both products was achieved by simple column chromatography. Computer modeling of the transition-state analogues during acylation of β-d- and β-l-2′-deoxycytidine with PSL-C was carried out to explain the high selectivity. PSL-C favored the 3′-O-levulination of the β-d enantiomer, whereas the 5′-OH group was acylated in 2′-deoxy-β-l-cytidine. In both cases, the cytosine base was placed in the alternate hydrophobic pocket of PSLs substrate-binding site, where it can form extra hydrogen bonds (in addition to the five essential catalytically relevant hydrogen bonds) that stabilize these intermediates catalyzing the selective acylation of β-d/l-nucleosides.

Novel enzymatic synthesis of levulinyl protected nucleosides useful for solution phase synthesis of oligonucleotides

An efficient synthesis of 3′- and 5′-O-levulinyl-2′- deoxy- and 2′-O-alkylribonucleosides has been developed from appropriate nucleosides by enzyme-catalyzed regioselective acylation in organic solvents. Several lipases were screened in combination with a

Synthesis of oligonucleotides

Synthetic processes are provided for the solution phase synthesis of oligonucleotides, especially phosphorothioate oligonucleotides, and intermediate compounds useful in the processes. Intermediates having structure (I) are prepared in accordance with preferred embodiments.