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Guanosine, 2'-deoxy-5'-O-[(1,1-dimethylethyl)dimethylsilyl]is a modified form of guanosine, a nucleoside present in RNA. This chemical compound features a 2'-deoxy-5'-O-[(1,1-dimethylethyl)dimethylsilyl] group, which serves as a protecting group in organic synthesis. The incorporation of this group is intended to potentially enhance the stability and reactivity of guanosine in various chemical and biochemical contexts. Additionally, it may influence the compound's solubility, membrane permeability, and other physicochemical properties, thereby expanding its utility in research and industrial applications.

51549-33-8

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51549-33-8 Usage

Uses

Used in Chemical Synthesis:
Guanosine, 2'-deoxy-5'-O-[(1,1-dimethylethyl)dimethylsilyl]is used as a protecting group in chemical synthesis for [application reason] to enhance the stability and reactivity of guanosine in specific reactions.
Used in Biochemical Research:
In biochemical research, Guanosine, 2'-deoxy-5'-O-[(1,1-dimethylethyl)dimethylsilyl]is used as a modified nucleoside for [application reason] to study its effects on RNA structure, function, and interactions with other biomolecules.
Used in Pharmaceutical Development:
Guanosine, 2'-deoxy-5'-O-[(1,1-dimethylethyl)dimethylsilyl]is utilized in pharmaceutical development as a potential therapeutic agent for [application reason] to explore its effects on diseases related to RNA dysregulation or as a precursor in the synthesis of novel drugs.
Used in Analytical Chemistry:
In analytical chemistry, Guanosine, 2'-deoxy-5'-O-[(1,1-dimethylethyl)dimethylsilyl]is used as a reference compound for [application reason] to calibrate instruments or develop methods for the analysis of nucleosides and nucleic acids.
Used in Material Science:
Guanosine, 2'-deoxy-5'-O-[(1,1-dimethylethyl)dimethylsilyl]may be used in material science as a component of nanomaterials or coatings for [application reason] to leverage its unique physicochemical properties, such as solubility and membrane permeability, in the design of advanced materials with specific functionalities.

Check Digit Verification of cas no

The CAS Registry Mumber 51549-33-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,1,5,4 and 9 respectively; the second part has 2 digits, 3 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 51549-33:
(7*5)+(6*1)+(5*5)+(4*4)+(3*9)+(2*3)+(1*3)=118
118 % 10 = 8
So 51549-33-8 is a valid CAS Registry Number.

51549-33-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-amino-9-[(2R,4S,5R)-5-[[tert-butyl(dimethyl)silyl]oxymethyl]-4-hydroxyoxolan-2-yl]-3H-purin-6-one

1.2 Other means of identification

Product number -
Other names -

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:51549-33-8 SDS

51549-33-8Relevant academic research and scientific papers

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

Iurlo, Matteo,Mengozzi, Luca,Rapino, Stefania,Marcaccio, Massimo,Perone, Rosaria C.,Masiero, Stefano,Cozzi, Piergiorgio,Paolucci, Francesco

, p. 4986 - 4993 (2014)

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)

MODIFIED NUCLEOTIDES FOR SYNTHESIS OF NUCLEIC ACIDS, A KIT CONTAINING SUCH NUCLEOTIDES AND THEIR USE FOR THE PRODUCTION OF SYNTHETIC NUCLEIC ACID SEQUENCES OR GENES

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Paragraph 0111, (2020/08/05)

A modified nucleotide, intended for the synthesis of long chain nucleic acids by enzymatic processes, comprising a “natural” nitrogenous base or a natural nitrogenous base analogue, a ribose or deoxyribose carbohydrate, and at least one phosphate group, characterized in that said nucleotide comprises at least one R group, termed the modifier group, carried by said nitrogenous base or analogue and/or by the oxygen in position 3′ of the ribose or deoxyribose molecule, making it possible to block the polymerization of said nucleotide and/or to allow the interaction of said nucleotide with another molecule, such as a protein, during the nucleic acid synthesis, R comprising at least one functional terminal group.

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

Garah, Mohamed El,Perone, Rosaria C.,Bonilla, Alejandro Santana,Haar, Sébastien,Campitiello, Marilena,Gutierrez, Rafael,Cuniberti, Gianaurelio,Masiero, Stefano,Ciesielski, Artur,Samorì, Paolo

supporting information, p. 11677 - 11680 (2015/07/15)

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 of DNA interstrand cross-links using a photocaged nucleobase

Hentschel, Sarah,Alzeer, Jawad,Angelov, Todor,Sch?rer, Orlando D.,Luedtke, Nathan W.

supporting information; experimental part, p. 3466 - 3469 (2012/06/16)

The missing linking: BCNU is a chemotherapy drug that generates an ethylene bridge between N1 of deoxyguanosine and N3 of deoxycytidine. No synthesis of a DNA containing this moiety has been reported until now. A new strategy uses a photocaged nucleobase that, when released, generates a highly reactive intermediate which cross-links the opposing DNA strand in a manner analogous to BCNU (see scheme, NBOC=ortho- nitrobenzyloxycarbonyl). Copyright

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

Zeidler, Joanna,Golankiewicz, Bozenna

, p. 1077 - 1095 (2007/10/03)

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.

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