Skip to Content
MilliporeSigma
All Photos(3)

Key Documents

View All Documentation

H6503

Sigma-Aldrich

L-Homocysteine thiolactone hydrochloride

≥98% (TLC)

Synonym(s):

L-2-Amino-4-mercaptobutyric acid 1,4-thiolactone hydrochloride

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Empirical Formula (Hill Notation):
C4H7NOS · HCl
CAS Number:
31828-68-9
Molecular Weight:
153.63
Beilstein/REAXYS Number:
3911455
EC Number:
250-824-1
MDL number:
MFCD00065494
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24895745
NACRES:
NA.26

product name

L-Homocysteine thiolactone hydrochloride, ≥98% (TLC)

Quality Level

200

assay

≥98% (TLC)

form

powder

color

white

mp

185 °C

application(s)

detection
peptide synthesis

SMILES string

Cl[H].N[C@H]1CCSC1=O

InChI

1S/C4H7NOS.ClH/c5-3-1-2-7-4(3)6;/h3H,1-2,5H2;1H/t3-;/m0./s1

InChI key

ZSEGSUBKDDEALH-DFWYDOINSA-N

Looking for similar products? Visit Product Comparison Guide

Application


  • Effects of DL-homocysteine thiolactone on cardiac contractility, coronary flow, and oxidative stress markers in the isolated rat heart: This investigation demonstrates the effects of DL-homocysteine thiolactone on heart function, offering insights into its use in cardiovascular research and potential therapeutic applications (Zivkovic et al., 2013).

  • Homocysteine is a novel risk factor for suboptimal response of blood platelets to acetylsalicylic acid in coronary artery disease: The study explores how L-homocysteine thiolactone could affect platelet responses in therapy for coronary artery diseases, pointing to its importance in cardiovascular therapeutics (Karolczak et al., 2013).

Biochem/physiol Actions

L-Homocysteine thiolactone, an amine reactive agent, is used to study post-translational modification of proteins, especially at lysine residues.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Derrick L Sauls et al.
Thrombosis research, 127(6), 576-581 (2011-02-15)
We have shown that homocysteinemic rabbits have altered fibrinogen that forms fibrin clots with increased resistance to fibrinolysis. Homocysteine thiolactone is a metabolite of homocysteine (Hcys) that can react with amines and introduce a new sulfhydryl group into proteins. Recent
A Rašić-Marković et al.
Acta physiologica Hungarica, 98(1), 17-26 (2011-03-11)
The aim of our study was to investigate the effects of ifenprodil and MK-801 on D,L-homocysteine thiolactone induced seizures in adult rats.Male Wistar rats were divided into following groups: 1. Saline-treated (C, n=10); 2. D,L-homocysteine thiolactone 8 mmol/kg, i.p. (H
Han-Hsin Chang et al.
Molecular vision, 17, 1946-1956 (2011-08-19)
Hyperhomocysteinemia is known to cause degeneration of retinal ganglion cells, but its influence on photoreceptors remains largely unknown. In particular, the role of homocysteine-thiolactone (Hcy-T)--the physiologic metabolite of homocysteine that has been proven to be more cytotoxic than homocysteine itself--as
Joanna Malinowska et al.
Platelets, 23(5), 409-412 (2011-10-21)
Homocysteine (Hcys) and homocysteine thiolactone (HTL) concentrations in organism are correlated with a number of serious pathologies. In the literature, there are few papers describing studies on the effects of homocysteine on proteins that participate in blood coagulation and fibrinolysis
Shima Jalili et al.
The protein journal, 30(5), 299-307 (2011-05-17)
Homocysteine thiolactone (HCTL) is a cyclic thioester of homocysteine, showing high reactivity toward lysine residues of proteins. In the present study the structural properties and aggregation propensity of bovine pancreatic insulin were studied in the presences of increasing concentration of
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service