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H6503

Sigma-Aldrich

L-Homocysteine thiolactone hydrochloride

≥98% (TLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C4H7NOS · HCl
CAS Number:
31828-68-9
Molecular Weight:
153.63
Beilstein:
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)

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

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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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’.

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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
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
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
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
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