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L-Cysteine-d2 (L-cysteine d2)

Cat No.:V72627 Purity: ≥98%
L-Cysteine-d2 is the deuterated form of L-Cysteine.
L-Cysteine-d2 (L-cysteine d2)
L-Cysteine-d2 (L-cysteine d2) Chemical Structure CAS No.: 130633-02-2
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
Other Sizes

Other Forms of L-Cysteine-d2 (L-cysteine d2):

  • γ-Glutamyl-S-allylcysteine (γ-Glutamyl-S-allylcysteine; L-γ-Glutamyl-(S)-Allyl-Cysteine)
  • N-(Acetyl-d3)-S-benzyl-L-cysteine
  • N-Acetyl-S-(trichlorovinyl)-L-cysteine-d3
  • (RS)-Carbocisteine (S-(Carboxymethyl)-DL-cysteine)
  • N-Acetyl-S-(3,4-dihydroxybutyl)-L-cysteine-d7
  • Cysteine
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Top Publications Citing lnvivochem Products
Product Description
L-Cysteine-d2 is the deuterated form of L-Cysteine. L-Cysteine is a conditionally essential amino acid (AA) and a precursor to bioactive molecules such as hydrogen sulfide (H2S), glutathione, and taurine. L-Cysteine inhibits the hormone ghrelin and reduces appetite in rodents and humans.
L-Cysteine-d2 (CAS: 130633-02-2) is the deuterium-labeled form of L-cysteine, a conditionally essential sulfur-containing amino acid. Two hydrogen atoms at the C-3 position are replaced with deuterium. L-cysteine acts as a precursor for biologically active molecules such as hydrogen sulfide (H2S), glutathione, and taurine. L-Cysteine-d2 is used as a stable isotope tracer for metabolic studies and analytical applications.
Biological Activity I Assay Protocols (From Reference)
Targets
L-Cysteine-d2 has no independent pharmacological target as a stable isotope tracer. L-Cysteine itself is a precursor for biosynthesis of glutathione (a major cellular antioxidant), hydrogen sulfide (a gasotransmitter involved in vasodilation and cytoprotection), taurine, and coenzyme A. Cysteine also suppresses ghrelin and reduces appetite in rodents and humans. The deuterated version serves as a tracer for these pathways.
ln Vitro
Drug compounds have included stable heavy isotopes of carbon, hydrogen, and other elements, mostly as quantitative tracers while the drugs were being developed. Because deuteration may have an effect on a drug's pharmacokinetics and metabolic properties, it is a cause for concern [1].
As a stable isotope tracer, L-Cysteine-d2 is not tested for in vitro pharmacological activity. In cell cultures, it is used to trace cysteine metabolism through the transsulfuration pathway (conversion to glutathione and taurine) and the desulfhydration pathway (H2S production). The non-labeled L-cysteine is a conditionally essential amino acid with documented effects on cellular redox balance and antioxidant capacity.
ln Vivo
L-Cysteine-d2 has no in vivo pharmacological activity as a therapeutic agent. It is used as a tracer to study cysteine metabolism in animals. The non-labeled L-cysteine has documented in vivo effects: it suppresses ghrelin secretion and reduces appetite in rodents and humans; it is used in the management of acetaminophen overdose as a precursor for glutathione synthesis; and it is involved in H2S-mediated cardiovascular protection.
Enzyme Assay
For in vitro tracer experiments, L-Cysteine-d2 is dissolved in culture medium or buffer at desired concentrations (e.g., 50-500 microM, replacing natural cysteine in defined media). Cells are incubated in the labeled medium for specified time periods (0-24 hours). Cells are harvested, washed with PBS, and lysed. Metabolites (glutathione, H2S, taurine, cysteine) are extracted and analyzed by LC-MS/MS to quantify isotope enrichment and metabolic flux rates.
Cell Assay
Cells (e.g., hepatocytes, neurons, or cancer cells) are cultured in standard medium (DMEM with 10% FBS, 2 mM glutamine, 0.2 mM cysteine). The medium is then replaced with cysteine-free defined medium containing L-Cysteine-d2 (e.g., 0.2 mM). Cultures are incubated for 0-24 hours at 37degC with 5% CO2. At each time point, cells are collected, lysed in 0.1% formic acid/methanol (80:20), and centrifuged. The supernatant is analyzed by LC-MS/MS to track 2H-labeled metabolites. For H2S detection, a specific fluorescent probe such as WSP-1 can be used.
Animal Protocol
For in vivo tracer studies, L-Cysteine-d2 is administered to rodents via intravenous injection, intraperitoneal injection (50-200 mg/kg), or oral gavage. Blood samples are collected at multiple time points (0, 5, 15, 30, 60, 120, 240 minutes). At terminal time points, tissues (liver, kidney, brain, heart, muscle) are harvested, snap-frozen in liquid nitrogen, and stored at -80degC. Tissues are homogenized, and cysteine and its metabolites (glutathione, taurine, H2S, cystine) are extracted and analyzed by LC-MS/MS for 2H enrichment.
ADME/Pharmacokinetics
L-Cysteine-d2 is a stable isotope tracer and does not have independent PK parameters. It follows the same ADME properties as natural L-cysteine. Cysteine is absorbed from the small intestine via neutral amino acid transporters, distributed to all tissues, and metabolized primarily in the liver (to glutathione via gamma-glutamylcysteine synthetase and glutathione synthetase, and to taurine and H2S via cystathionine pathways). Plasma half-life in humans is approximately 30-60 minutes. Excess cysteine is excreted in urine as cystine or sulfate.
Toxicity/Toxicokinetics
L-Cysteine is a naturally occurring amino acid with low toxicity at nutritional doses (GRAS status). The LD50 in rodents is >5,000 mg/kg. At very high doses, cysteine may cause gastrointestinal distress, and its oxidized disulfide form (cystine) can cause nephrolithiasis in susceptible individuals. L-Cysteine-d2 is chemically identical except for isotopic substitution and has the same safety profile. Not for human consumption. Standard laboratory precautions apply.
References

[1]. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019;53(2):211-216.

Additional Infomation
L-Cysteine-d2 is not a drug but a deuterium-labeled stable isotope tracer. It has no approved therapeutic status, no clinical trial history as a therapeutic agent, and is not intended for human consumption. It is used exclusively as a stable isotope tracer for metabolic studies, particularly for investigating sulfur amino acid metabolism, glutathione biosynthesis, H2S production, and transsulfuration pathways. L-Cysteine-d2 is also used as an internal standard for LC-MS quantification of cysteine in biological samples. Available with ≥98% purity and 98 atom% D.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C3H7NO2S
Molecular Weight
123.170502901077
Exact Mass
123.032
CAS #
130633-02-2
Related CAS #
L-Cysteine;52-90-4
PubChem CID
153695649
Appearance
White to off-white solid powder
LogP
-2.5
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
2
Heavy Atom Count
7
Complexity
75.3
Defined Atom Stereocenter Count
1
SMILES
[C@H](N)(C([2H])([2H])S)C(=O)O
InChi Key
XUJNEKJLAYXESH-XFJCSJJYSA-N
InChi Code
InChI=1S/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m0/s1/i1D2
Chemical Name
(2R)-2-amino-3,3-dideuterio-3-sulfanylpropanoic 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

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: 16.67 mg/mL (135.34 mM)
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*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.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 8.1189 mL 40.5943 mL 81.1886 mL
5 mM 1.6238 mL 8.1189 mL 16.2377 mL
10 mM 0.8119 mL 4.0594 mL 8.1189 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:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
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?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • 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:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • 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:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
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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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
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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