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S-(2-Carboxypropyl)-L-cysteine (β-Isobuteine)

Cat No.:V72459 Purity: ≥98%
S-(2-Carboxypropyl)-L-cysteine (β-Isobuteine) is a urinary metabolite and a metabolic marker of leigh-like syndrome.
S-(2-Carboxypropyl)-L-cysteine (β-Isobuteine)
S-(2-Carboxypropyl)-L-cysteine (β-Isobuteine) Chemical Structure CAS No.: 6852-42-2
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
50mg
100mg
Other Sizes
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Product Description
S-(2-Carboxypropyl)-L-cysteine (β-Isobuteine) is a urinary metabolite and a metabolic marker of leigh-like syndrome.
S-(2-Carboxypropyl)-L-cysteine, also known as β-Isobuteine, is a sulfur-containing amino acid derivative with the molecular formula C7H13NO4S and a molecular weight of 207.25. It is a urinary metabolite of S-(2-carboxypropyl)glutathione and serves as a metabolic marker of Leigh-like syndrome. This compound is also utilized in food chemistry research as a metabolic precursor standard for flavor formation in Allium species such as onion and garlic.
Biological Activity I Assay Protocols (From Reference)
Targets
The primary targets of S-(2-carboxypropyl)-L-cysteine are metabolic pathways involving glutathione and sulfur-containing amino acids. It is a metabolite of S-(2-carboxypropyl)glutathione and is involved in cellular metabolism and antioxidant defense. As a urinary metabolite, it serves as a marker for certain metabolic disorders.
ln Vitro
In vitro, S-(2-carboxypropyl)-L-cysteine is used as a reference standard in metabolomics and analytical chemistry for the detection and quantification of sulfur-containing metabolites in biological samples. It is also used in food chemistry research to study flavor formation in Allium species.
ln Vivo
In vivo, S-(2-carboxypropyl)-L-cysteine is a urinary metabolite. Its presence in urine reflects the metabolism of S-(2-carboxypropyl)glutathione and may indicate underlying metabolic conditions. As a metabolite of Leigh-like syndrome, its levels may be used as a diagnostic marker.
Enzyme Assay
In vitro enzyme assays for S-(2-carboxypropyl)-L-cysteine typically involve measuring the activity of enzymes involved in glutathione metabolism, such as glutathione S-transferases or gamma-glutamyl transpeptidases. The compound is used as a substrate or product to study the metabolism of glutathione conjugates and the formation of cysteine derivatives.
Cell Assay
In vitro cell experiments with S-(2-carboxypropyl)-L-cysteine are not extensively documented. The compound may be used in cell culture studies to investigate glutathione metabolism and oxidative stress responses. Its role as a metabolite of glutathione suggests that it may be involved in cellular antioxidant defense mechanisms.
Animal Protocol
In vivo animal experiments with S-(2-carboxypropyl)-L-cysteine are not well-characterized. As a urinary metabolite, its levels may be measured in animal models of metabolic disorders or glutathione metabolism. Studies may involve administering precursors or modulating glutathione metabolism and measuring the levels of S-(2-carboxypropyl)-L-cysteine in urine.
ADME/Pharmacokinetics
Pharmacokinetic data for S-(2-carboxypropyl)-L-cysteine are limited. As a small, polar amino acid derivative, it is expected to be excreted in urine. It is formed as a metabolite of S-(2-carboxypropyl)glutathione and reflects the turnover of glutathione conjugates. The compound is stable in biological samples and can be detected by LC-MS/MS or other analytical methods.
Toxicity/Toxicokinetics
Toxicological data for S-(2-carboxypropyl)-L-cysteine are limited. As a naturally occurring metabolite, it is generally considered to have low toxicity. However, elevated levels may indicate metabolic dysfunction. Comprehensive toxicological studies have not been performed. The compound is intended for research use only.
Additional Infomation
S-(2-Carboxypropyl)cysteine is the (DL)-isomer, a 14C-labeled compound.
S-(2-Carboxypropyl)-L-cysteine is a research compound with applications in metabolomics, food chemistry, and biomarker research. It serves as a metabolic marker of Leigh-like syndrome and as a precursor standard for flavor formation in Allium species. No clinical trials or approved therapeutic indications exist for this compound. Its mechanism of action is related to its role in glutathione metabolism and sulfur-containing amino acid pathways.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C7H13NO4S
Molecular Weight
207.25
Exact Mass
207.057
CAS #
6852-42-2
PubChem CID
151433
Appearance
White to off-white solid powder
LogP
0.552
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
6
Heavy Atom Count
13
Complexity
197
Defined Atom Stereocenter Count
1
SMILES
CC(CSC[C@@H](C(=O)O)N)C(=O)O
InChi Key
QSPWUNSFUXUUDG-AKGZTFGVSA-N
InChi Code
InChI=1S/C7H13NO4S/c1-4(6(9)10)2-13-3-5(8)7(11)12/h4-5H,2-3,8H2,1H3,(H,9,10)(H,11,12)/t4?,5-/m0/s1
Chemical Name
3-[(2R)-2-amino-2-carboxyethyl]sulfanyl-2-methylpropanoic 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: 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)
DMSO: 25 mg/mL (120.63 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (12.06 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 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 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to 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 (12.06 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 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
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.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (12.06 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 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 4.8251 mL 24.1255 mL 48.2509 mL
5 mM 0.9650 mL 4.8251 mL 9.6502 mL
10 mM 0.4825 mL 2.4125 mL 4.8251 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

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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.

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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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  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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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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