Homocysteine-thiolactone

General

Type : Natural, Sulfur Compound, Not A\/B H target

Chemical_Nomenclature : (3S)-3-aminothiolan-2-one

Canonical SMILES : C1CSC(=O)C1N

InChI : InChI=1S\/C4H7NOS\/c5-3-1-2-7-4(3)6\/h3H,1-2,5H2\/t3-\/m0\/s1

InChIKey : KIWQWJKWBHZMDT-VKHMYHEASA-N

Other name(s) : Homocysteine thiolactone  ||  (S)-3-Aminodihydrothiophen-2(3H)-one  ||  L-Homocysteine thiolactone  ||  SCHEMBL2167191  ||  CHEMBL4078313  ||  BDBM86198  ||  CHEBI:60315  ||  DL-Homocysteine thiolactone  ||  (3R)-3-aminothiolan-2-one  ||  D-Homocysteinethiolactone


MW : 117.17

Formula : C4H7NOS

CAS_number : 2338-04-7,    10593-85-8,    14007-10-4,    130548-06-0

PubChem : 134505,    107712,    7057932

UniChem : KIWQWJKWBHZMDT-VKHMYHEASA-N

Wikipedia : Homocysteine_thiolactone

Target

Structures : No structure

Families : Valacyclovir-hydrolase, BCHE

References (10)

Title : Discovery of a novel homocysteine thiolactone hydrolase and the catalytic activity of its natural variants - Hou_2024_Protein.Sci_33_e5098
Author(s) : Hou S , Liu H , Hu Y , Zhang J , Deng X , Li Z , Zhang Y , Li X , Li Y , Ma L , Yao J , Chen X
Ref : Protein Science , 33 :e5098 , 2024
Abstract :
PubMedSearch : Hou_2024_Protein.Sci_33_e5098
PubMedID: 38980003

Title : Deletion of the Homocysteine Thiolactone Detoxifying Enzyme Bleomycin Hydrolase, in Mice, Causes Memory and Neurological Deficits and Worsens Alzheimer's Disease-Related Behavioral and Biochemical Traits in the 5xFAD Model of Alzheimer's Disease - Witucki_2023_J.Alzheimers.Dis_95_1735
Author(s) : Witucki L , Borowczyk K , Suszynska-Zajczyk J , Warzych E , Pawlak P , Jakubowski H
Ref : J Alzheimers Dis , 95 :1735 , 2023
Abstract :
PubMedSearch : Witucki_2023_J.Alzheimers.Dis_95_1735
PubMedID: 37718819

Title : Functionally active cross-linked protein oligomers formed by homocysteine thiolactone - Kumari_2023_Sci.Rep_13_5620
Author(s) : Kumari K , Sharma GS , Gupta A , Singh KS , Singh LR
Ref : Sci Rep , 13 :5620 , 2023
Abstract :
PubMedSearch : Kumari_2023_Sci.Rep_13_5620
PubMedID: 37024663

Title : Hydrolysis of homocysteine thiolactone results in the formation of Protein-Cys-S-S-homocysteinylation - Silla_2019_Proteins_87_625
Author(s) : Silla Y , Varshney S , Ray A , Basak T , Zinellu A , Sabareesh V , Carru C , Sengupta S
Ref : Proteins , 87 :625 , 2019
Abstract :
PubMedSearch : Silla_2019_Proteins_87_625
PubMedID: 30869815

Title : Human valacyclovir hydrolase\/biphenyl hydrolase-like protein is a highly efficient homocysteine thiolactonase - Marsillach_2014_PLoS.One_9_e110054
Author(s) : Marsillach J , Suzuki SM , Richter RJ , McDonald MG , Rademacher PM , Maccoss MJ , Hsieh EJ , Rettie AE , Furlong CE
Ref : PLoS ONE , 9 :e110054 , 2014
Abstract :
PubMedSearch : Marsillach_2014_PLoS.One_9_e110054
PubMedID: 25333274
Gene_locus related to this paper: human-BPHL

Title : Paraoxonase 1 and homocysteine metabolism - Perla-Kajan_2012_Amino.Acids_43_1405
Author(s) : Perla-Kajan J , Jakubowski H
Ref : Amino Acids , 43 :1405 , 2012
Abstract :
PubMedSearch : Perla-Kajan_2012_Amino.Acids_43_1405
PubMedID: 22643843

Title : Metabolism and neurotoxicity of homocysteine thiolactone in mice: evidence for a protective role of paraoxonase 1 - Borowczyk_2012_J.Alzheimers.Dis_30_225
Author(s) : Borowczyk K , Shih DM , Jakubowski H
Ref : J Alzheimers Dis , 30 :225 , 2012
Abstract :
PubMedSearch : Borowczyk_2012_J.Alzheimers.Dis_30_225
PubMedID: 22406444

Title : The role of paraoxonase 1 in the detoxification of homocysteine thiolactone - Jakubowski_2010_Adv.Exp.Med.Biol_660_113
Author(s) : Jakubowski H
Ref : Advances in Experimental Medicine & Biology , 660 :113 , 2010
Abstract :
PubMedSearch : Jakubowski_2010_Adv.Exp.Med.Biol_660_113
PubMedID: 20221875

Title : Homocysteine thiolactone and human cholinesterases - Darvesh_2007_Cell.Mol.Neurobiol_27_33
Author(s) : Darvesh S , Walsh R , Martin E
Ref : Cellular Molecular Neurobiology , 27 :33 , 2007
Abstract :
PubMedSearch : Darvesh_2007_Cell.Mol.Neurobiol_27_33
PubMedID: 16955366

Title : A versatile equation to describe reversible enzyme inhibition and activation kinetics: modeling beta-galactosidase and butyrylcholinesterase - Walsh_2007_Biochim.Biophys.Acta_1770_733
Author(s) : Walsh R , Martin E , Darvesh S
Ref : Biochimica & Biophysica Acta , 1770 :733 , 2007
Abstract :
PubMedSearch : Walsh_2007_Biochim.Biophys.Acta_1770_733
PubMedID: 17307293