Synthesis of a Biologically Important Adenosine Triphosphate Analogue, ApppD

ACS Omega
Petri A Turhanen

Abstract

The chemical synthesis of a adenosine triphosphate analogue, 1-adenosin-5'-yl 3-(3-methylbut-2-enyl) triphosphoric acid diester (ApppD), is described. ApppD is known to be an active metabolite of the mevalonate pathway in the human body like its structural isomer isopentenyl ester of ATP (ApppI). Very recently, ApppI has been found to possess novel function(s); now it will also be possible to examine the effects of ApppD more precisely because it can be synthesized in reasonable amounts. 1-Adenosin-5'-yl 3-(3-methylbut-2-enyl) diphosphoric acid diester (AppD; a adenosine diphosphate analogue) was also isolated from the synthesis mixture. Both ApppD and AppD were characterized by 1H, 13C, 31P NMR and mass spectrometry methods.

References

Nov 30, 1992·Biochemical and Biophysical Research Communications·M J RogersD J Watts
Oct 8, 1999·Biochemical and Biophysical Research Communications·M B MartinE Oldfield
Oct 21, 1999·Biochemical and Biophysical Research Communications·E van BeekS Papapoulos
Aug 1, 2000·European Journal of Pharmaceutical Sciences : Official Journal of the European Federation for Pharmaceutical Sciences·R NiemiT Järvinen
Oct 24, 2001·The Journal of Organic Chemistry·Hugo E. GottliebAbraham Nudelman
May 5, 2009·Bioorganic & Medicinal Chemistry Letters·Sarah E LeeVéronique Gouverneur
Aug 12, 2009·Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences·Marjo JauhiainenSeppo Auriola
May 11, 2011·Bone·R Graham G Russell
Oct 24, 2012·The Journal of Organic Chemistry·Stephan M HackerAndreas Marx
Sep 4, 2015·Breast Cancer Research : BCR·Daniele SantiniGiuseppe Tonini
Dec 15, 2015·Beilstein Journal of Organic Chemistry·Janne WeisellPetri A Turhanen
May 24, 2016·Chemical Communications : Chem Comm·Na FeiDennis Gillingham
Apr 14, 2017·The Journal of Pharmacology and Experimental Therapeutics·Yevheniia IshchenkoRashid Giniatullin

❮ Previous
Next ❯

Citations

May 23, 2018·Journal of the American Chemical Society·Satish R MalwalEric Oldfield

❮ Previous
Next ❯

Methods Mentioned

BETA
column chromatography

Software Mentioned

SciFinder
ApppI

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.