| Identification | Back Directory | [Name]
L-HOMOCYSTEINE THIOLACTONE HYDROCHLORIDE | [CAS]
31828-68-9 | [Synonyms]
H-HOCYS-THIOLACTONE HCL
L-HOMOCYSTEINETHIOLACTONEHCL
-3-Aminodihydrothiophen-2(3H)
L-HOMOCYSTEINE THIOLACTONE HCL*CRYST
L-HOMOCYSTEINETHILOACTONEHYDROCHLORIDE
L-HOMOCYSTEINE THIOLACTONE HYDROCHLORIDE
L-HOMOCYSTEINE THIOLACTONE HCL*CRYSTALLI NE
(S)-3-aminodihydrothiophen-2(3H)-one hydrochloride
CAindexname:2(3H)-Thiophenone,3-aminodihydro-,hydr
(S)-3-Aminodihydro-2(3H)-thiophenone hydrochloride
L-HOMOCYSTEINE THIOLACTONE HYDROCHLORIDE ULTRA-PURE
2(3H)-THIOPHENONE, 3-AMINODIHYDRO-, HYDROCHLORIDE, L-
2(3H)-THIOPHENONE, 3-AMINODIHYDRO-, HYDROCHLORIDE, (S)-
2(3H)-THIOPHENONE, 3-AMINODIHYDRO-, HYDROCHLORIDE, (3S)-
L-2-AMINO-4-MERCAPTOBUTYRIC ACID 1,4-THIOLACTONE HYDROCHLORIDE
L-Homocysteine thiolactone hydrochloride,L-2-Amino-4-mercaptobutyric acid 1,4-thiolactone hydrochloride | [EINECS(EC#)]
250-824-1 | [Molecular Formula]
C4H8ClNOS | [MDL Number]
MFCD00065494 | [MOL File]
31828-68-9.mol | [Molecular Weight]
153.63 |
| Chemical Properties | Back Directory | [Appearance]
Colourless solid | [Melting point ]
185-191 °C
| [storage temp. ]
2-8°C
| [solubility ]
Aqueous Acid (Slightly), DMSO (Slightly), Water (Slightly) | [form ]
Solid | [color ]
Pale Beige | [BRN ]
3911455 | [Stability:]
Hygroscopic | [Major Application]
detection
peptide synthesis | [InChI]
1S/C4H7NOS.ClH/c5-3-1-2-7-4(3)6;/h3H,1-2,5H2;1H/t3-;/m0./s1 | [InChIKey]
ZSEGSUBKDDEALH-DFWYDOINSA-N | [SMILES]
Cl[H].N[C@H]1CCSC1=O |
| Hazard Information | Back Directory | [Chemical Properties]
Colourless solid | [Uses]
L-Homocysteine Thiolactone Hydrochloride is used to prepare substituted homocysteine analogs as inhibitors of peptidylglycine α-amidating monooxygenase. It is also used to synthesize (mercaptoacyl)alanylprolines as metalloprotease inhibitors. | [Biochem/physiol Actions]
L-Homocysteine thiolactone, an amine reactive agent, is used to study post-translational modification of proteins, especially at lysine residues. | [in vivo]
L-Homocysteine thiolactone hydrochloride can be used to create models of hyperhomocysteinemia[2].
Induction of Hyperhomocysteinemia (HHcy)[2][3] Background
Homocysteine (Hcy) is an amino acid that requires vitamins B12 and folic acid for its metabolism. Vitamins B12 and folic acid deficiencies lead to hyperhomocysteinemia (HHcy, elevated Hcy), which is linked to the development of diabetic retinopathy (DR), age-related macular degeneration (AMD), and Alzheimer’s disease (AD).
Specific Modeling Methods
Male C57Mice: cbs+/-; 3-5 weeks ? C57BL6/J; 6-8 weeks of age
Administration: 1 μL ? intravitreally ? 200 μM
BL/6 mice (5 weeks old)
Note
(1) To avoid uncontrolled intraocular pressure increase, the volume of intravitreal injections is limited to 1 μL.
(2) L-Homocysteine thiolactone hydrochloride is dissolved in water and a working solution of 10x is prepared by diluting 1 μL of stock solution (200 mM) to 100 μL with PBS. Then by injecting 1 μL of this working solution, 200 μM vitreal concentration of Hcy-thiolactone is obtained.
Modeling Indicators Molecular changes: Caused microglia activation in the retina. Increased indicators: pro-inflammatory cytokines IP-10, TNFα, IL-1β, and IL6
Correlated Product(s): L-Homocysteine (HY-W010347) Opposite Product(s): / | Animal Model: | cbs+/- mice and normal wild type mice (C57BL6/J), 6-8 weeks of age[2] | | Dosage: | 1 μL; 200 μM | | Administration: | Intravitreally | | Result: | Normal retinal flat-mount preparations from cbs+/+ mice showed quiescent ramified microglia, while cbs-/- and cbs+/- retinas demonstrated rod-like microglia devoid of branching processes, indicating microglia activation in HHcy mice.
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