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L-Cystathionine

Alias: Cystathionine, L- L-(+)-Cystathionine L-Cystathionine
Cat No.:V18189 Purity: ≥98%
L-Cystathionine is a non-protein and sulfur-containing amino acid associated with the metabolism of sulfur-containing amino acids.
L-Cystathionine
L-Cystathionine Chemical Structure CAS No.: 56-88-2
Product category: Endogenous Metabolite
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
25mg
Other Sizes

Other Forms of L-Cystathionine:

  • DL-Cystathionine
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description

L-Cystathionine is a non-protein and sulfur-containing amino acid associated with the metabolism of sulfur-containing amino acids. As a key nonprotein amino acid related to metabolic conditions, it protects against Homocysteine-induced mitochondria-dependent apoptosis of vascular endothelial cells (HUVECs) and plays an important role in cardiovascular protection.

Biological Activity I Assay Protocols (From Reference)
ln Vitro
Manhattan was markedly increased by homocysteine in HUVEC, an effect that L-cystathionine residues dramatically attenuated. Furthermore, L-cystathionine mitochondria increases mitochondrial membrane potential, inhibits the opening of the mitochondrial permeability transition pore (MPTP), decreases the production of superoxide label, and expresses Bax while blocking its transport to mitochondria. It also prevents cytochrome c from leaking from mitochondria into the cytoplasm. , and fold the caspase-3 and caspase-9 activities [1]. L-cystathionine plays a significant role in auxiliary tissues and is a mediator in the L-cysteine transsulfurization route of L-methionine via L-homocysteine [2].
References

[1]. L-Cystathionine Protects against Homocysteine-Induced Mitochondria-Dependent Apoptosis of Vascular Endothelial Cells. Oxid Med Cell Longev. 2019 Nov 25;2019:1253289.

[2]. Synthesis and evaluation of L-cystathionine as a standard for amino acid analysis. Biosci Biotechnol Biochem. 2017 Jan;81(1):95-101.

Additional Infomation
L-cystathionine is a modified amino acid generated by enzymic means from L-homocysteine and L-serine. It has a role as a human metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and a mouse metabolite. It is a tautomer of a L-cystathionine dizwitterion.
L-Cystathionine is a metabolite found in or produced by Escherichia coli (strain K12, MG1655).
Cystathionine is a metabolite found in or produced by Escherichia coli (strain K12, MG1655).
L-cystathionine has been reported in Equisetum arvense, Daphnia pulex, and other organisms with data available.
Cystathionine is an amino acid derivative that is an intermediate in the biosynthesis of cysteine. It is the product of the ligation of homocysteine and serine by cystathionine beta synthase.
Sulfur-containing amino acid formed as an intermediate in the conversion of METHIONINE to CYSTEINE.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C7H14N2O4S
Molecular Weight
222.25
Exact Mass
222.067
CAS #
56-88-2
Related CAS #
L-Cystathionine dihydrochloride;DL-Cystathionine;535-34-2;DL-Cystathionine dihydrochloride
PubChem CID
439258
Appearance
White to off-white solid powder
Density
1.4±0.1 g/cm3
Boiling Point
481.0±45.0 °C at 760 mmHg
Melting Point
312ºC
Flash Point
244.7±28.7 °C
Vapour Pressure
0.0±2.6 mmHg at 25°C
Index of Refraction
1.592
LogP
-0.13
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
7
Rotatable Bond Count
7
Heavy Atom Count
14
Complexity
212
Defined Atom Stereocenter Count
2
SMILES
N[C@@H](CCSC[C@H](N)C(O)=O)C(O)=O
InChi Key
ILRYLPWNYFXEMH-WHFBIAKZSA-N
InChi Code
InChI=1S/C7H14N2O4S/c8-4(6(10)11)1-2-14-3-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13)/t4-,5-/m0/s1
Chemical Name
(2S)-2-amino-4-[(2R)-2-amino-2-carboxyethyl]sulfanylbutanoic acid
Synonyms
Cystathionine, L- L-(+)-Cystathionine L-Cystathionine
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 (e.g. under nitrogen), 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)
1M HCl : 50 mg/mL (~224.96 mM)
H2O : ~25 mg/mL (~112.48 mM)
DMSO : ~1 mg/mL (~4.50 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 3.33 mg/mL (14.98 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 4.4994 mL 22.4972 mL 44.9944 mL
5 mM 0.8999 mL 4.4994 mL 8.9989 mL
10 mM 0.4499 mL 2.2497 mL 4.4994 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
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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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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