Related Experiment Video
Updated: Feb 19, 2026
13:19
Chemical Triphosphorylation of Oligonucleotides
Published on: June 2, 2022
4.2K
Synthesis of nucleoside phosphosulfates
Joanna Kowalska1, Agnieszka Osowniak, Joanna Zuberek
1Division of Biophysics, Institute of Experimental Physics, Faculty of Physics, University of Warsaw, Warsaw, Poland.
Bioorganic & Medicinal Chemistry Letters
|May 11, 2012
Summary
This study presents an efficient chemical synthesis for nucleoside 5'-phosphosulfates (NPS), crucial for sulfur metabolism. The method yields 70-90% of vital compounds like adenosine 5'-phosphosulfate (APS) and PAPS.
Area of Science:
- Biochemistry
- Organic Chemistry
- Molecular Biology
Background:
- Nucleoside 5 -phosphosulfates (NPS) are essential intermediates in sulfur assimilation and metabolism across all living organisms.
- Efficient synthesis of NPS, such as adenosine 5 -phosphosulfate (APS) and 3 -phosphoadenosine 5 -phosphosulfate (PAPS), is critical for biological and biochemical research.
Purpose of the Study:
- To develop an efficient and scalable chemical procedure for synthesizing various nucleoside 5 -phosphosulfates (NPS).
- To provide a reliable method for obtaining key intermediates involved in sulfur metabolism.
Main Methods:
- Chemical synthesis of NPS using nucleoside 5 -phosphorimidazolides and sulfate bis(tributylammonium) salt.
- Purification and characterization of synthesized NPS, including APS and PAPS precursors.
Main Results:
- Achieved high yields (70-90%) for various NPS using the described chemical synthesis.
- Successfully synthesized key intermediates like adenosine 5 -phosphosulfate (APS) and the 2 ',3 '-cyclic precursor of 3 '-phosphoadenosine 5 '-phosphosulfate (PAPS).
Conclusions:
- The developed procedure is efficient and scalable for NPS production.
- This method facilitates the study of sulfur metabolism by providing access to essential NPS compounds.
More Related Videos
Related Concept Videos
01:28Biosynthesis of Nucleic Acids
1.3K
Nucleic acid biosynthesis is a fundamental biochemical process that produces the purine and pyrimidine nucleotides essential for DNA and RNA synthesis. This pathway maintains a balanced nucleotide pool, preventing imbalances that could jeopardize genetic integrity and cellular function. Given the crucial role of nucleotides, their synthesis is tightly regulated to ensure proper cellular homeostasis.Purine BiosynthesisThe biosynthesis of purine nucleotides begins with ribose-5-phosphate, a...
1.3K
01:26Biosynthesis of Polysaccharides
733
Polysaccharides such as glycogen and starch are synthesized from nucleoside diphosphate sugars, primarily uridine diphosphate glucose (UDPG) and adenosine diphosphate glucose (ADPG). These activated glucose donors act as key intermediates in carbohydrate metabolism and biosynthesis. UDPG primarily involves glycogen synthesis in animals and many bacteria, while ADPG plays a fundamental role in starch synthesis in plants and certain bacteria.UDPG is formed when glucose-1-phosphate reacts with...
733
02:26Preparation and Reactions of Sulfides
5.9K
Sulfides are the sulfur analog of ethers, just as thiols are the sulfur analog of alcohol. Like ethers, sulfides also consist of two hydrocarbon groups bonded to the central sulfur atom. Depending upon the type of groups present, sulfides can be symmetrical or asymmetrical. Symmetrical sulfides can be prepared via an SN2 reaction between 2 equivalents of an alkyl halide and one equivalent of sodium sulfide.
5.9K
01:01Phosphodiester Linkages
112.0K
Overview
Phosphodiester bond forms when a phosphoric acid molecule (H3PO4) links with two hydroxyl groups (–OH) of two other molecules, forming two ester bonds. Two water molecules are released in this process. The phosphodiester bond is commonly found in nucleic acids (DNA and RNA) and plays a critical role in their structure and function.
Phosphodiester Bonds Link Nucleotides Together
DNA and RNA are polynucleotides or long chains of nucleotides that are linked together. A nucleotide is...
Phosphodiester bond forms when a phosphoric acid molecule (H3PO4) links with two hydroxyl groups (–OH) of two other molecules, forming two ester bonds. Two water molecules are released in this process. The phosphodiester bond is commonly found in nucleic acids (DNA and RNA) and plays a critical role in their structure and function.
Phosphodiester Bonds Link Nucleotides Together
DNA and RNA are polynucleotides or long chains of nucleotides that are linked together. A nucleotide is...
112.0K
01:19Phase II Reactions: Sulfation and Conjugation with α-Amino Acids
1.1K
Sulfation and α-amino acid conjugation are two critical biotransformation reactions in drug metabolism. Sulfation, a phase II biotransformation reaction, involves adding a polar sulfate group to a drug, enhancing its water solubility and promoting excretion. This process can either co-occur with or occur independently of glucuronidation. Nonmicrosomal sulfotransferase enzymes catalyze the process. The reaction involves 3'-phosphoadenosine-5'-phosphosulfate or PAPS coenzyme...
1.1K
01:28Preparation of 1° Amines: Gabriel Synthesis
4.7K
Direct alkylation is not a suitable method for synthesizing amines because it produces polyalkylated products. Gabriel synthesis is the most preferred method to exclusively make primary amines. The method uses phthalimide, which contains a protected form of nitrogen that participates in alkylation only once to predominantly give primary amines.
Strong bases like NaOH or KOH deprotonate the phthalimide to form the corresponding anion, which acts as a nucleophile. Further, the anion attacks an...
Strong bases like NaOH or KOH deprotonate the phthalimide to form the corresponding anion, which acts as a nucleophile. Further, the anion attacks an...
4.7K