NDLI: Convenient synthesis of nucleoside 5′-(α-P-thio)triphosphates and phosphorothioate nucleic acids (DNA and RNA)

Please wait, while we are loading the content...

Science in China Series B: Chemistry : Volume 60

Science in China Series B: Chemistry : Volume 59

Science in China Series B: Chemistry : Volume 58

Science in China Series B: Chemistry : Volume 57

Science in China Series B: Chemistry : Volume 56

Science in China Series B: Chemistry : Volume 55

Science in China Series B: Chemistry : Volume 55, Issue 12, December 2012

Science in China Series B: Chemistry : Volume 55, Issue 11, November 2012

Science in China Series B: Chemistry : Volume 55, Issue 10, October 2012

Science in China Series B: Chemistry : Volume 55, Issue 9, September 2012

Science in China Series B: Chemistry : Volume 55, Issue 8, August 2012

Science in China Series B: Chemistry : Volume 55, Issue 7, July 2012

Science in China Series B: Chemistry : Volume 55, Issue 6, June 2012

Science in China Series B: Chemistry : Volume 55, Issue 5, May 2012

Science in China Series B: Chemistry : Volume 55, Issue 4, April 2012

Science in China Series B: Chemistry : Volume 55, Issue 3, March 2012

Science in China Series B: Chemistry : Volume 55, Issue 2, February 2012

Science in China Series B: Chemistry : Volume 55, Issue 1, January 2012

Preface : The seventh Sino-US Chemistry Professors Conference: Bridging international research communities in chemistry

Toward molecular models of proton pumping: Challenges, methods and relevant applications

Discovery and application of 6π-azaelectrocyclization to natural product synthesis and synthetic biology

Total synthesis of the aminopropyl functionalized ganglioside GM$_{1}$

InCl$_{3}$-mediated intramolecular Friedel-Crafts-type cyclization and its application to construct the [6-7-5-6] tetracyclic scaffold of liphagal

A new facile approach to N-alkylpyrroles from direct redox reaction of 4-hydroxy-l-proline with aldehydes

Iron-mediated cross dehydrogenative coupling (CDC) of terminal alkynes with benzylic ethers and alkanes

POCl$_{3}$-mediated H-bonding-directed one-pot synthesis of macrocyclic pentamers, strained hexamers and highly strained heptamers

Chemical synthesis of a cyclotide via intramolecular cyclization of peptide O-esters

Synthesis, physicochemical and biological properties of oligonucleotides incorporated with amino-isonucleosides

Convenient synthesis of nucleoside 5′-(α-P-thio)triphosphates and phosphorothioate nucleic acids (DNA and RNA)

In vivo investigation of the role of SfmO2 in saframycin A biosynthesis by structural characterization of the analogue saframycin O

Characterization of 1,4-dihydroxy-2-naphthoyl-coenzyme A synthase (MenB) in phylloquinone biosynthesis of Synechocystis sp. PCC 6803

Protein photocrosslinking reveals dimer of dimers formation on MarR protein in Escherichia coli

Exploring the binding mechanism of thioflavin-T to the β-amyloid peptide by blind docking method

Preparation of true solutions of monomeric amyloidogenic protein/peptide: A critical prerequisite for aggregation kinetic study

Tuning the optical properties of BODIPY dye through Cu(I) catalyzed azide-alkyne cycloaddition (CuAAC) reaction

Synthesis, structure and bonding of the hypoelectronic cluster compound Sr$_{3}$Tl$_{5}$

Cocrystallization of N-donor type compounds with 5-sulfosalicylic acid: The effect of hydrogen-bonding supramolecular architectures

Cobalt catalysts supported on silica nanotubes for Fischer-Tropsch synthesis

Electrochemical behavior of hemoglobin in neutral surfactants with different poly(ethylene oxide) unit lengths adsorbed on an electrode

Theoretical study of spin-orbit coupling and intersystem crossing in the two-state reaction between Nb(NH$_{2}$)$_{3}$ and N$_{2}$O

Molecular dynamics simulations of the mechanisms of thermal conduction in methane hydrates

The change in thickness of the solidified liquid layer rather than the immobilized mass determines the frequency response of a quartz crystal microbalance

Adsorption of Eu(III) on titanate nanotubes studied by a combination of batch and EXAFS technique

From China to the world: Science China Chemistry celebrates the International Year of Chemistry

Science in China Series B: Chemistry : Volume 54

Science in China Series B: Chemistry : Volume 53

Science in China Series B: Chemistry : Volume 52

Science in China Series B: Chemistry : Volume 51

Science in China Series B: Chemistry : Volume 50

Science in China Series B: Chemistry : Volume 49

Science in China Series B: Chemistry : Volume 48

Science in China Series B: Chemistry : Volume 47

Science in China Series B: Chemistry : Volume 46

Science in China Series B: Chemistry : Volume 45

Science in China Series B: Chemistry : Volume 44

Science in China Series B: Chemistry : Volume 43

Science in China Series B: Chemistry : Volume 42

Science in China Series B: Chemistry : Volume 41

Science in China Series B: Chemistry : Volume 40

Convenient synthesis of nucleoside 5′-(α-P-thio)triphosphates and phosphorothioate nucleic acids (DNA and RNA)

Content Provider	Springer Nature Link
Author	Caton Williams, Julianne Fiaz, Bilal Hoxhaj, Rudiona Smith, Matthew Huang, Zhen
Copyright Year	2011
Abstract	Modified deoxy- and ribo-nucleoside triphosphates are chemically synthesized in multiple steps due to the protection and deprotection of the nucleoside functionalities. To conveniently synthesize the S-modified triphosphates for enzymatically preparing phosphorothioate DNAs and RNAs (PS-DNA and PS-RNA) as potential therapeutics, herein we report a one-pot strategy to synthesize the deoxy- and ribo-nucleoside 5′-(α-P-thio)triphosphates (dNTPαS and NTPαS) without protecting any nucleoside functionalities. This facile synthesis is achieved by treating the nucleosides with a mild phosphitylating reagent, reacting selectively with the 5′-hydroxyl group of each unprotected nucleoside, followed by sulfurization and hydrolysis to afford the crude dNTPαS and NTPαS analogs (mixtures of S $_{ p }$ and R $_{ p }$ diastereomers). We also demonstrated that after just simple precipitation (without HPLC and ion-exchange purification), the quality of the synthesized dNTPαS and NTPαS analogs is excellent for direct DNA polymerization and RNA transcription, respectively. Since Klenow DNA polymerase and T7 RNA polymerase accept the S $_{ p }$ diastereomers of dNTPαS and NTPαS analogs, respectively, while the R $_{ p }$ diastereomers are neither substrates nor inhibitors, the diastereomerically-pure PS-DNAs and PS-RNAs can be conveniently synthesized enzymatically.
Starting Page	80
Ending Page	89
Page Count	10
File Format	PDF
ISSN	16747291
Journal	Science in China Series B: Chemistry
Volume Number	55
Issue Number	1
e-ISSN	18691870
Language	English
Publisher	SP Science China Press
Publisher Date	2011-11-28
Publisher Place	Heidelberg
Access Restriction	One Nation One Subscription (ONOS)
Subject Keyword	sulfur modification S-derivatized nucleic acid nucleoside triphosphates nucleoside phosphorothioates phosphorothioate DNA and RNA diastereomers DNA and RNA polymerases Chemistry/Food Science
Content Type	Text
Resource Type	Article
Subject	Chemistry

Sl.	Authority	Responsibilities	Communication Details
1	Ministry of Education (GoI), Department of Higher Education	Sanctioning Authority	https://www.education.gov.in/ict-initiatives
2	Indian Institute of Technology Kharagpur	Host Institute of the Project: The host institute of the project is responsible for providing infrastructure support and hosting the project	https://www.iitkgp.ac.in
3	National Digital Library of India Office, Indian Institute of Technology Kharagpur	The administrative and infrastructural headquarters of the project	Dr. B. Sutradhar bsutra@ndl.gov.in
4	Project PI / Joint PI	Principal Investigator and Joint Principal Investigators of the project	Dr. B. Sutradhar bsutra@ndl.gov.in Prof. Saswat Chakrabarti will be added soon
5	Website/Portal (Helpdesk)	Queries regarding NDLI and its services	support@ndl.gov.in
6	Contents and Copyright Issues	Queries related to content curation and copyright issues	content@ndl.gov.in
7	National Digital Library of India Club (NDLI Club)	Queries related to NDLI Club formation, support, user awareness program, seminar/symposium, collaboration, social media, promotion, and outreach	clubsupport@ndl.gov.in
8	Digital Preservation Centre (DPC)	Assistance with digitizing and archiving copyright-free printed books	dpc@ndl.gov.in
9	IDR Setup or Support	Queries related to establishment and support of Institutional Digital Repository (IDR) and IDR workshops	idr@ndl.gov.in

Convenient synthesis of nucleoside 5′-(α-P-thio)triphosphates and phosphorothioate nucleic acids (DNA and RNA)

Nucleoside Triphosphates — Building Blocks for the Modification of Nucleic Acids

Use of a Novel 5′‐Regioselective Phosphitylating Reagent for One‐Pot Synthesis of Nucleoside 5′‐Triphosphates from Unprotected Nucleosides

Enzymatic synthesis of vancomycin-modified DNA

Review nucleoside triphosphates — building blocks for the modification of nucleic acids (2012).

Synthesis and Substrate Properties of Modified Nucleoside 5"-Triphosphates Mimicking dATP in the Reactions of DNA Synthesis Catalyzed by DNA Polymerases

Synthesis of the Tellurium‐Derivatized Phosphoramidites and Their Incorporation into DNA Oligonucleotides

Synthesis and optical behaviors of 6-seleno-deoxyguanosine

New modified nucleoside 5′-triphosphates: synthesis, properties towards DNA polymerases, stability in blood serum and antiviral activity

Convenient synthesis of nucleoside 5′-(α-P-thio)triphosphates and phosphorothioate nucleic acids (DNA and RNA)

Similar Documents

Convenient synthesis of nucleoside 5′-(α-P-thio)triphosphates and phosphorothioate nucleic acids (DNA and RNA)

Nucleoside Triphosphates — Building Blocks for the Modification of Nucleic Acids

Use of a Novel 5′‐Regioselective Phosphitylating Reagent for One‐Pot Synthesis of Nucleoside 5′‐Triphosphates from Unprotected Nucleosides

Enzymatic synthesis of vancomycin-modified DNA

Review nucleoside triphosphates — building blocks for the modification of nucleic acids (2012).

Synthesis and Substrate Properties of Modified Nucleoside 5"-Triphosphates Mimicking dATP in the Reactions of DNA Synthesis Catalyzed by DNA Polymerases

Synthesis of the Tellurium‐Derivatized Phosphoramidites and Their Incorporation into DNA Oligonucleotides

Synthesis and optical behaviors of 6-seleno-deoxyguanosine

New modified nucleoside 5′-triphosphates: synthesis, properties towards DNA polymerases, stability in blood serum and antiviral activity

Convenient synthesis of nucleoside 5′-(α-P-thio)triphosphates and phosphorothioate nucleic acids (DNA and RNA)