Skip to Content
Merck
All Photos(1)

Key Documents

53530

Sigma-Aldrich

DL-Homocysteine thiolactone hydrochloride

≥99.0% (AT)

Synonym(s):

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

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C4H7NOS · HCl
CAS Number:
Molecular Weight:
153.63
Beilstein:
3689338
EC Number:
MDL number:
UNSPSC Code:
12352100
eCl@ss:
42021308
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥99.0% (AT)

form

solid

loss

≤0.5% loss on drying

mp

202 °C (dec.) (lit.)
~203 °C (dec.)

functional group

thioester

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

Looking for similar products? Visit Product Comparison Guide

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]

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

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

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

Visit the Document Library

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
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
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
O W Griffith et al.
The Journal of biological chemistry, 254(16), 7558-7560 (1979-08-25)
Buthionine sulfoximine (S-n-butyl homocysteine sulfoximine), the most potent of a series of analogs of methionine sulfoximine thus far studied (Griffith, O.W., Anderson, M.E., and Meister, A. (1979) J. Biol. Chem. 254, 1205-1210), inhibited gamma-glutamylcysteine synthetase about 20 times more effectively
Joanna Malinowska et al.
Nutrition (Burbank, Los Angeles County, Calif.), 28(7-8), 793-798 (2012-01-21)
Aronia melanocarpa fruits (Rosaceae) are one of the richest plant sources of phenolic substances, and it has been shown to have various biological activities. Berries of A. melanocarpa (chokeberry) have been supposed to be beneficial for the prevention of cardiovascular

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