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Cysteic acid, L-

Cysteic acid, L- is a novel and potent oxidation product of L-cysteine
Cysteic acid, L-
Cysteic acid, L- Chemical Structure CAS No.: 498-40-8
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Cysteic acid, L- is a novel and potent oxidation product of L-cysteine
L-Cysteic acid is the L-enantiomer of cysteic acid, an oxidation product of L-cysteine. It is an amino acid formed in the oxidation of cysteine and is a precursor of taurine. Molecular formula: C3H7NO5S; MW: 169.16 g/mol.
Biological Activity I Assay Protocols (From Reference)
Targets
Excitatory amino acid receptors (e.g., NMDA, AMPA, or kainate receptors). L-Cysteic acid acts as an excitatory amino acid and neurotransmitter-like compound.
ln Vitro
L-Cysteic acid acts as an excitatory amino acid in vitro, activating glutamate receptors and inducing neuronal excitation. It is used in neurochemical research.
ln Vivo
L-Cysteic acid is a metabolite of cysteine and has neurotransmitter-like properties in vivo. It contributes to excitatory neurotransmission.
Enzyme Assay
In vitro receptor binding assays: Membranes expressing glutamate receptors are incubated with radiolabeled ligands and varying concentrations of L-Cysteic acid.
Cell Assay
Neuronal cell lines or primary neuronal cultures are treated with L-Cysteic acid. Neuronal excitation is assessed by measuring calcium influx.
Animal Protocol
L-Cysteic acid is administered to animal models for neurobiology studies. Effects on neuronal activity and behavior are evaluated.
References

[1]. Wu JY. Purification and characterization of cysteic acid and cysteine sulfinic acid decarboxylase and L-glutamate decarboxylase from bovine brain. Proc Natl Acad Sci U S A. 1982 Jul;79(14):4270-4.

[2]. Transport of cysteate by synaptosomes isolated from rat brain: evidence that it utilizes the same transporter as aspartate, glutamate, and cysteine sulfinate. J Neurochem. 1986 Oct;47(4):1091-7.

Additional Infomation
L-cysteine is the L-enantiomer of cysteine. It is a metabolite of both E. coli and humans. It is a cysteine, aminosulfonic acid, L-alanine derivative, and a non-protein L-α-amino acid. It is the conjugate acid of L-cysteine (1-). L-cysteine is a β-sulfoalanine. It is an amino acid with a C-terminal sulfonic acid group and has been isolated from human hair oxidized with potassium permanganate. It is usually found in the outer layer of wool, i.e., the parts of the wool exposed to light and weather.
Cysteine is a metabolite found or produced in E. coli (K12 strain, MG1655 strain).
L-cysteine has also been reported in hemlock, white spruce, and some other organisms with relevant data.
β-sulfoalanine is an amino acid with a C-terminal sulfonic acid group and has been isolated from human hair oxidized with potassium permanganate. It is usually found on the outer layer of wool, that is, in the parts of the wool that are exposed to sunlight and weather.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C3H7NO5S
Molecular Weight
169.15638
Exact Mass
169.004
CAS #
498-40-8
PubChem CID
72886
Appearance
Solid Powder
Density
1.8±0.1 g/cm3
Index of Refraction
1.576
Source
Endogenously produced metabolite: Human Gut Microbiota Metabolites
Originated from microorganisms
LogP
-2.16
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
3
Heavy Atom Count
10
Complexity
214
Defined Atom Stereocenter Count
1
SMILES
C([C@@H](C(=O)O)N)S(=O)(=O)O
InChi Key
XVOYSCVBGLVSOL-REOHCLBHSA-N
InChi Code
InChI=1S/C3H7NO5S/c4-2(3(5)6)1-10(7,8)9/h2H,1,4H2,(H,5,6)(H,7,8,9)/t2-/m0/s1
Chemical Name
(2R)-2-amino-3-sulfopropanoic acid
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: This product requires protection from light (avoid light exposure) during transportation and storage.
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)
DMSO: ~25 mg/mL (~147.8 mM; with ultrasonication and warming by heating to 60°C)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (14.78 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween-80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), Clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of DMSO stock solution (25.0 mg/mL) to 400 μL of PEG300 and mix well; then add 50 μL of Tween-80 and mix well; finally add 450 μL of physiological saline and adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (14.78 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), Clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of DMSO stock solution (25.0 mg/mL) to 900 μL of 20% SBE-β-CD saline and mix well.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

Solubility in Formulation 3: ≥ 2.5 mg/mL (14.78 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), Clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of DMSO stock solution (25.0 mg/mL) to 900 μL of corn oil and mix well.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 5.9116 mL 29.5578 mL 59.1156 mL
5 mM 1.1823 mL 5.9116 mL 11.8231 mL
10 mM 0.5912 mL 2.9558 mL 5.9116 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.

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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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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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