51549-33-8

Basic information

• Product Name: Guanosine, 2'-deoxy-5'-O-[(1,1-dimethylethyl)dimethylsilyl]-
• CAS NO: 51549-33-8
• Molecular Formula: C16H27N5O4Si
• Molecular Weight: 381.507
• Mol File: 51549-33-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Guanosine, 2'-deoxy-5'-O-[(1,1-dimethylethyl)dimethylsilyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Guanosine, 2'-deoxy-5'-O-[(1,1-dimethylethyl)dimethylsilyl]-(51549-33-8)
• EPA Substance Registry System: Guanosine, 2'-deoxy-5'-O-[(1,1-dimethylethyl)dimethylsilyl]-(51549-33-8)

Safety Data

• Hazardous Substances Data: 51549-33-8(Hazardous Substances Data)

Usage

General Description

Guanosine, 2'-deoxy-5'-O-[(1,1-dimethylethyl)dimethylsilyl]- is a chemical compound that is a modified form of guanosine, a nucleoside found in RNA. This modified guanosine molecule contains a 2'-deoxy-5'-O-[(1,1-dimethylethyl)dimethylsilyl] group, which is a protecting group commonly used in organic synthesis. This modification may be used to enhance the stability or alter the reactivity of guanosine in certain chemical reactions or biochemical studies. The presence of this group may also affect the compound's solubility, membrane permeability, and other physicochemical properties, making it useful in various research and industrial applications.

Upstream product

• 961-07-9 2'-Deoxyguanosine 
• 18162-48-6 tert-butyldimethylsilyl chloride 

Downstream Products

• 1376827-51-8 N⁽²⁾-(2-nitrobenzylcarbonyl)-O⁽⁶⁾-(2-chloroethyl)-5''-O-dimethoxytrityl-3'-O-(2-cyanoethyl-N,N-diisopropylphosphoramidite)-2'-deoxyguanosine 
• 1376827-54-1 N⁽²⁾-(2-nitrobenzylcarbonyl)-O⁽⁶⁾-(2-chloroethyl)-5'-O-dimethoxytrityl-2'-deoxyguanosine 
• 1376827-50-7 N⁽²⁾-(2-nitrobenzylcarbonyl)-O⁽⁶⁾-(2-chloroethyl)-2'-deoxyguanosine 
• 1376827-49-4 N⁽²⁾-(2-nitrobenzylcarbonyl)-O⁽⁶⁾-(2-chloroethyl)-5'-O-tert-butyldimethylsilyl-3'-O-triethylsilyl-2'-deoxyguanosine 
• 1376827-48-3 N⁽²⁾-(2-nitrobenzylcarbonyl)-O⁽⁶⁾-(2-hydroxyethyl)-5'-O-tert-butyldimethylsilyl-3'-O-triethylsilyl-2'-deoxyguanosine 
• 1376827-53-0 N⁽²⁾-(2-nitrobenzylcarbonyl)-O⁽⁶⁾-(2,4,6-triisopropylphenylsulfonyl)-5'-O-tert-butyldimethylsilyl-3'-O-triethylsilyl-2'-deoxyguanosine 
• 1376827-47-2 N⁽²⁾-(2-nitrobenzylcarbonyl)-5'-O-tert-butyldimethylsilyl-3'-O-triethylsilyl-2'-deoxyguanosine 
• 6220-62-8 2'-deoxyguanosine-3'-monophosphate 
• 85326-06-3 2',3'-dideoxyguanosine 
• 89539-19-5 Bis(o-chlorophenyl) 5'-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine 3'-phosphate 

Relevant articles and documents

New approaches toward ferrocene-guanine conjugates: Synthesis and electrochemical behavior

Different substituted ferrocene-guanine conjugates were prepared, and their electrochemical behavior was investigated. A new approach for the introduction of ferrocene in guanine's 9-position through a quite effective SN1-type reaction was disclosed. The electrochemical behavior of the various derivatives can be used as standard for the quantification and analysis of DNA strands. (Figure Presented)

Guanosine-based hydrogen-bonded 2D scaffolds: Metal-free formation of G-quartet and G-ribbon architectures at the solid/liquid interface

We report on the synthesis and self-assembly of three novel lipophilic guanosine derivatives exposing a ferrocene moiety in the C(5′) position of the sugar unit. Their self-association in solution, and at the solid/liquid interface, can be tuned by varying the size and nature of the C(8)-substituent, leading to the generation of either G-ribbons, lamellar G-dimer based arrays or the G4 cation-free architectures.

Synthesis and 1H and 13C NMR spectral characteristics of 8-bromo-2′,3′-dideoxyguanosine and 8-bromo-2′,3′-dideoxyinosine

Reaction of 2′,3′-dideoxyguanosine 1a as 5′-O-tert-butyldimethylsilyl derivative 1b and 2′,3′-dideoxyinosine 2a with bromine in acetate buffer conducted in heterogeneous medium afforded 8-bromo-2′,3′-dideoxyguanosine 3a (44% after deprotection) and 8-bromo-2′,3′-dideoxyinosine 4a (12%) respectively. The change of conformational preferences anti → syn on 8-bromo substitution of 2′,3′-dideoxynucleosides is reflected in the 1H and 13C NMR spectra by characteristic shifts of H-2′, H-3′, C-2′ and C-3′ signals.