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L-Homocysteine thiolactone hydrochloride

Cat No.:V30933 Purity: ≥98%
L-Homocysteine thiolactone HCl is an intramolecular thioester of homocysteine; prevents the conversion of homocysteine into protein.
L-Homocysteine thiolactone hydrochloride
L-Homocysteine thiolactone hydrochloride Chemical Structure CAS No.: 31828-68-9
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
10mg
50mg
100mg
Other Sizes

Other Forms of L-Homocysteine thiolactone hydrochloride:

  • DL-Homocysteinethiolactone HCl
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
L-Homocysteine thiolactone HCl is an intramolecular thioester of homocysteine; prevents the conversion of homocysteine into protein.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Methionyl-tRNA synthetase converts homocysteine to homocysteine thiolactone in all cell types, including bacteria and humans. In humans, high homocysteine levels are a separate risk factor for cardiovascular disease. Due to its metabolic conversion to homocysteine thiolactone, a reactive thioester, homocysteine may be toxic to human cells. All human cell types, including endothelial cells, undergo this switch [1]. Increased phosphatidylserine exposure on the membrane surface, increased hypoploid DNA content in apoptotic cells, and internucleosomal DNA fragmentation in HL-60 cells are all signs of apoptosis that are brought on by homocysteine thiolactone [2]. DNA fragmentation and caspase-3 activation are two indicators of homocysteine thiolactone's cytotoxicity and promotion of cell death. IL-8 release is strongly activated by HcyT [3].
ln Vivo
In addition to being poisonous and known to cause seizures in rats, homocysteine thiolactone has also been connected to Alzheimer's [4]. The coexistence of convulsive and nonconvulsive epilepsy is caused by homocysteine thiolactone. Seizures vary in intensity depending on the dosage [5].
References
[1]. Jakubowski H, et al. Homocysteine thiolactone: metabolic origin and protein homocysteinylation in humans. J Nutr. 2000 Feb;130(2S Suppl):377S-381S.
[2]. Huang RF, et al. Homocysteine thiolactone induces apoptotic DNA damage mediated by increased intracellularhydrogen peroxide and caspase 3 activation in HL-60 cells. Life Sci. 2001 May 11;68(25):2799-811.
[3]. Kerkeni M, et al. Comparative study on in vitro effects of homocysteine thiolactone and homocysteine on HUVECcells: evidence for a stronger proapoptotic and proinflammative homocysteine thiolactone. Mol Cell Biochem. 2006 Oct;291(1-2):119-26.
[4]. Borowczyk K, et al. Metabolism and neurotoxicity of homocysteine thiolactone in mice: evidence for a protective role of paraoxonase 1. J Alzheimers Dis. 2012;30(2):225-31.
[5]. Stanojlovi? O, et al. Two types of seizures in homocysteine thiolactone-treated adult rats, behavioral and electroencephalographic study. Cell Mol Neurobiol. 2009 May;29(3):329-39
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C4H7NOS.HCL
Molecular Weight
153.63042
Exact Mass
153.001
CAS #
31828-68-9
Related CAS #
DL-Homocysteine thiolactone hydrochloride;6038-19-3
PubChem CID
10313226
Appearance
White to off-white solid powder
Boiling Point
253.8ºC at 760mmHg
Melting Point
185-191ºC
Flash Point
107.3ºC
LogP
1.479
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
0
Heavy Atom Count
8
Complexity
93.7
Defined Atom Stereocenter Count
1
SMILES
N[C@@H](CCS1)C1=O.Cl
InChi Key
ZSEGSUBKDDEALH-DFWYDOINSA-N
InChi Code
InChI=1S/C4H7NOS.ClH/c5-3-1-2-7-4(3)6;/h3H,1-2,5H2;1H/t3-;/m0./s1
Chemical Name
(3S)-3-aminothiolan-2-one;hydrochloride
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
H2O : ≥ 23 mg/mL (~149.71 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 100 mg/mL (650.91 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 6.5091 mL 32.5457 mL 65.0915 mL
5 mM 1.3018 mL 6.5091 mL 13.0183 mL
10 mM 0.6509 mL 3.2546 mL 6.5091 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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