53530
DL-Homocysteine thiolactone hydrochloride
≥99.0% (AT)
Synonym(s):
DL-2-Amino-4-mercaptobutyric acid 1,4-thiolactone hydrochloride
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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
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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
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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]
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
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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
Root-growth inhibition by DL-homocysteine thiolactone and its related compounds.
Inamori Y, et al.
Bioscience, Biotechnology, and Biochemistry, 59(3), 523-525 (1995)
Kotchakorn Juntapram et al.
Carbohydrate polymers, 90(4), 1469-1479 (2012-09-05)
Novel hydrogel polyelectrolyte complexes (PECs) between the N,N,N,-trimethylchitosan-homocysteine thiolactone (TM-HT-chitosan) and two anionic polymers were investigated. The particles of pure thiolated chitosan and its PECs with alginate and carrageenan were fabricated using the electrospray ionization technique. The hydrogel PEC particles
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
Hieronim Jakubowski et al.
Advances in clinical chemistry, 55, 81-103 (2011-12-01)
Protein-related homocysteine (Hcy) metabolism produces Hcy-thiolactone, N-Hcy-protein, and N epsilon-homocysteinyl-lysine (N epsilon-Hcy-Lys). Hcy-thiolactone is generated in an error-editing reaction in protein biosynthesis when Hcy is erroneously selected in place of methionine by methionyl-tRNA synthetase. Hcy-thiolactone, an intramolecular thioester, is chemically
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