PMID: 7086841May 1, 1982Paper

Synthesis and biochemical properties of chemically stable product analogues of the reaction catalyzed by S-adenosyl-L-methionine decarboxylase

Journal of Medicinal Chemistry
M KolbN Claverie

Abstract

Structural analogues of decarboxylated S-adenosyl-L-methionine (dc-SAM), product of the reaction catalyzed by S-adenosyl-L-methionine decarboxylase (SAM-DC), with modifications in the side-chain portion of the molecule have been synthesized, and their ability to inhibit SAM-DC has been investigated. Mainly, compounds with a nitrogen atom in place of the sulfur were investigated. The data from these inhibition studies have resulted in a delineation of the structural features required for binding on SAM-DC. It was concluded that a terminal primary amino group, a terminal carboxyl group, and the sulfonium functionality are not required for binding on SAM-DC. It was also found that analogues of dc-SAM in which replacement of the sulfur by nitrogen was the only modification were still able to form an azomethine with the enzyme. As found for SAM and dc-SAM, these compounds also caused a time-dependent inactivation of SAM-DC.

Citations

Jan 1, 1989·The International Journal of Biochemistry·F DezeureN Seiler
Dec 1, 1992·Pharmacology & Therapeutics·A E Pegg, P P McCann
Jul 13, 2000·Bioorganic & Medicinal Chemistry Letters·L SoulèreJ Périé
Mar 16, 2012·Analytical Chemistry·Emmanuel S BurgosVern L Schramm
Feb 13, 2013·ACS Combinatorial Science·Omar Moukha-chafiq, Robert C Reynolds
Mar 24, 2009·The Journal of Organic Chemistry·Manish K Singh, Mahesh K Lakshman
Sep 15, 1988·European Journal of Biochemistry·J G BaillonP Lux
Nov 27, 1985·Biochemical and Biophysical Research Communications·A E Pegg, J K Coward
Jan 1, 1984·Cell Biochemistry and Function·A E Pegg
Oct 19, 2013·Chemistry : a European Journal·Julie P VanegasJulia Pérez-Prieto
Oct 28, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·David A ClémentSylvie Pochet
Jun 22, 2020·European Journal of Medicinal Chemistry·Rostom Ahmed-BelkacemFrançoise Debart
Jul 16, 2005·The Journal of Organic Chemistry·Scott G Petersen, Scott R Rajski

Related Concepts

Carboxy-Lyases
Drug Stability
Half-Life
Liver
Gumbaral
Adenosylmethionine Decarboxylase

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.

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.

Lipidomics & Rhinovirus Infection

Lipidomics can be used to examine the lipid species involved with pathogenic conditions, such as viral associated inflammation. Discovered the latest research on Lipidomics & Rhinovirus Infection.

Spatio-Temporal Regulation of DNA Repair

DNA repair is a complex process regulated by several different classes of enzymes, including ligases, endonucleases, and polymerases. This feed focuses on the spatial and temporal regulation that accompanies DNA damage signaling and repair enzymes and processes.

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.

Torsion Dystonia

Torsion dystonia is a movement disorder characterized by loss of control of voluntary movements appearing as sustained muscle contractions and/or abnormal postures. Here is the latest research.

Archaeal RNA Polymerase

Archaeal RNA polymerases are most similar to eukaryotic RNA polymerase II but require the support of only two archaeal general transcription factors, TBP (TATA-box binding protein) and TFB (archaeal homologue of the eukaryotic general transcription factor TFIIB) to initiate basal transcription. Here is the latest research on archaeal RNA polymerases.

Alzheimer's Disease: MS4A

Variants within the membrane-spanning 4-domains subfamily A (MS4A) gene cluster have recently been implicated in Alzheimer's disease in genome-wide association studies. Here is the latest research on Alzheimer's disease and MS4A.

Central Pontine Myelinolysis

Central Pontine Myelinolysis is a neurologic disorder caused most frequently by rapid correction of hyponatremia and is characterized by demyelination that affects the central portion of the base of the pons. Here is the latest research on this disease.