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53530

Sigma-Aldrich

DL-Homocysteine thiolactone hydrochloride

≥99.0% (AT)

Synonym(s):
DL-2-Amino-4-mercaptobutyric acid 1,4-thiolactone hydrochloride
Empirical Formula (Hill Notation):
C4H7NOS · HCl
CAS Number:
Molecular Weight:
153.63
Beilstein:
3689338
EC Number:
MDL number:
eCl@ss:
42021308
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥99.0% (AT)

loss

≤0.5% loss on drying

mp

202 °C (dec.) (lit.)
~203 °C (dec.)

SMILES string

Cl[H].NC1CCSC1=O

InChI

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

InChI key

ZSEGSUBKDDEALH-UHFFFAOYSA-N

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General description

DL-Homocysteine thiolactone hydrochloride (HTL-HCl) is a cyclic amino acid derivative that exhibits root-growth inhibitory activity.

Application

DL-Homocysteine thiolactone hydrochloride may be used in the preparation of:
  • DL-buthionine
  • DL-homocysteine
  • poly[α,β-(N-2-aminoethyl-dl-aspartamide)]-poly[α,β-(N-2-hydroxyethyl-dl-aspartamide)]-poly[α,β-(N-3-mercapto-1-methoxycarbonyl-propyl-dl-aspartamide)] copolymer diclofenac conjugate (PAHMA-Dic)
  • bis[ S-(dimethylarsino)homocysteine]

Packaging

25 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Joanna Malinowska et al.
Platelets, 22(4), 277-283 (2011-05-12)
Resveratrol (3,4',5-trihydroxystilben), a phenolic antioxidant synthesized in grapes and other plants, and also present in wine, has been suggested to help prevent cardiovascular events. In this study the influence of resveratrol on platelet aggregation during a model of hyperhomocysteinemia was...
Jerott R Moore et al.
Journal of neuroimmunology, 324, 100-114 (2018-09-30)
We investigated how one calcitriol dose plus vitamin D3 reverses experimental autoimmune encephalomyelitis (EAE), a multiple sclerosis model. This protocol rapidly increased CD4+ T cell Ikzf2 transcripts, Helios protein, and CD4+Helios+FoxP3+ T regulatory cells. It also rapidly increased CD4+ T...
Lukasz Marczak et al.
Journal of proteomics, 74(7), 967-974 (2011-02-19)
Elevated levels of homocysteine (Hcy) are associated with cardiovascular and neurodegenerative diseases in humans. Hcy becomes a component of human proteins as a result of N-homocysteinylation of protein lysine residues by Hcy-thiolactone, which affects the protein's structure and function, and...
Joanna Malinowska et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 50(11), 4023-4027 (2012-08-18)
Elevated concentration of homocysteine (Hcy) in human plasma, defined as hyperhomocysteinemia has been correlated with some diseases, such as cardiovascular, neurodegenerative, and kidney disorders. Homocysteine occurs in human plasma in several forms, including the most reactive form of Hcy -...
Reza Yousefi et al.
International journal of biological macromolecules, 51(3), 291-298 (2012-05-29)
In the current study both structural alteration and fibrillation of insulin were studied in the presence of homocysteine thiolactone (HCTL). The spectroscopic studies revealed that HCTL increases rate of insulin unfolding, giving rise to the appearance of solvent-exposed hydrophobic regions...

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