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
NACRES:
NA.22
PubChem Substance ID:
eCl@ss:
42021308
UNSPSC Code:
12352100
EC Number:
227-923-3
MDL number:
Beilstein/REAXYS Number:
3689338
Assay:
≥99.0% (AT)
Form:
solid
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
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]
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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
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
Root-growth inhibition by DL-homocysteine thiolactone and its related compounds.
Inamori Y, et al.
Bioscience, Biotechnology, and Biochemistry, 59(3), 523-525 (1995)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 53530-25G-F | 04061833045893 |