Synthesis of γ-labeled nucleoside 5'-triphosphates using click chemistry.
نویسندگان
چکیده
Real-time enzymatic studies are gaining importance as their chemical and technical instrumentation improves. Here we report the efficient synthesis of γ-alkyne modified triphosphate amidates that are converted into a variety of γ-fluorophore labeled triphosphates by Cu(I) catalyzed alkyne/azide click reactions. The synthesized triphosphates are incorporated into DNA by DNA polymerases.
منابع مشابه
The synthesis of 2′-methylseleno adenosine and guanosine 5′-triphosphates
Modified nucleoside triphosphates (NTPs) represent powerful building blocks to generate nucleic acids with novel properties by enzymatic synthesis. We have recently demonstrated the access to 2'-SeCH(3)-uridine and 2'-SeCH(3)-cytidine derivatized RNAs for applications in RNA crystallography, using the corresponding nucleoside triphosphates and distinct mutants of T7 RNA polymerase. In the prese...
متن کاملEnzymatic synthesis of nucleoside diphosphates and triphosphates.
It has been recognized from recent studies that nucleoside triphosphates, other than ATP,’ function in biologic systems as phosphorylating agents (1) and in coenzyme synthesis (2) in a manner analogous to that of ATP. The discovery of the natural occurrence of a variety of purine and pyrimidine nucleoside diand triphosphates (3-5) and the likelihood that new biologic functions for these nucleot...
متن کاملComparative utilization of pseudouridine triphosphate and uridine triphosphate by ribonucleic acid polymerase.
The relatively large amounts of pseudouridine in that fraction of the ribonucleic acid concerned with the transfer of activated amino acids to ribosomes for peptide bond formation (l-4) suggests that this unusual base may play an essential role in this reaction, and that a specific mechanism exists for its incorporation into interribonucleotide linkage. To obtain information on the nature of th...
متن کاملConvenient synthesis of nucleoside 5'-triphosphates for RNA transcription.
By generating a selective phosphitylating reagent in situ, nucleoside 5'-triphosphates can be conveniently synthesized in one pot. This novel strategy without nucleoside protection has been developed to largely simplify synthesis of the nucleoside triphosphates. This demonstrated principle can be applied to the 5'-triphosphate synthesis of both native and modified nucleosides.
متن کاملInhibition of ribonucleic acid polymerase by 5-hydroxyuridine 5'-triphosphate.
5-Hydroxyuridine triphosphate was synthesized and its effectiveness as substrate for deoxyribonucleic acid-dependent ribonucleic acid polymerase was determined. The analogue was incorporated into RNA to a very low extent as compared to naturally occurring nucleoside triphosphates, and it replaced uridine triphosphate to a much greater extent than any of the other nucleoside triphosphates. The a...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
عنوان ژورنال:
- Chemical communications
دوره 50 15 شماره
صفحات -
تاریخ انتشار 2014