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(±)-Carnitine-d9 chloride (DL-Carnitine-d9 (chloride))

Cat No.:V72906 Purity: ≥98%
(±)-Carnitine-d9 (chloride) is the deuterated form of (±)-Carnitine chloride.
(±)-Carnitine-d9 chloride (DL-Carnitine-d9 (chloride))
(±)-Carnitine-d9 chloride (DL-Carnitine-d9 (chloride)) Chemical Structure CAS No.: 1219386-75-0
Product category: Reactive Oxygen Species
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
10mg
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Other Forms of (±)-Carnitine-d9 chloride (DL-Carnitine-d9 (chloride)):

  • (±)-Carnitine chloride
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
(±)-Carnitine-d9 (chloride) is the deuterated form of (±)-Carnitine chloride. (±)-Carnitine chloride has two isomers, D and L. L-carnitine plays an important role in the beta-oxidation of fatty acids and also has antioxidant and anti-inflammatory activities.
(+/-)-Carnitine-d9 chloride (DL-Carnitine-d9 chloride) is a chemically stable isotope-labeled analog of carnitine, where nine hydrogen atoms have been replaced by deuterium. This compound is primarily utilized as an internal standard in quantitative mass spectrometry (LC-MS, GC-MS) and NMR spectroscopy, enabling precise and accurate measurement of endogenous L-carnitine and related metabolites in complex biological samples. This application is crucial for studying fatty acid metabolism, metabolic disorders, and cardiovascular disease risk related to TMAO production from gut microbiota. As a racemic mixture of L- and D-carnitine, it allows comprehensive study of both isomers‘ effects.
Biological Activity I Assay Protocols (From Reference)
Targets
This compound serves as an internal standard reference compound for analytical methods rather than a pharmacologically active drug targeting specific biological pathways. It is used for quantifying carnitine levels in biological samples by mass spectrometry. The native L-carnitine isomer functions as a cofactor in the transport of long-chain fatty acids into the mitochondrial matrix for beta-oxidation, playing a central role in cellular energy generation in high-demand tissues such as cardiac and skeletal muscle.
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].
DL-Carnitine-d9 chloride is intended for use as an internal standard for the quantification of carnitine by GC- or LC-MS and does not directly exert pharmacological effects in vitro as a test compound. The unlabeled parent compound DL-carnitine induces tetanic fade in stimulated isolated rat phrenic nerve diaphragm preparations at 60 uM, an effect blocked by choline. DL-carnitine (60 and 120 uM) does not increase glucose or urea production from L-glutamine in isolated rat liver, distinguishing it from L-carnitine.
ln Vivo
DL-Carnitine-d9 chloride is intended for use as an internal standard for the quantification of carnitine by GC- or LC-MS and does not directly exert pharmacological effects in vivo as a test compound. The unlabeled parent compound DL-carnitine does not compensate for carnitine deficiency in skeletal muscle of rats receiving a carnitine-deficient diet. This distinguishes it from L-carnitine, which is known for its metabolic effects in fatty acid oxidation and energy production.
Enzyme Assay
A typical LC-MS/MS protocol for carnitine quantification: Serum or plasma samples are spiked with deuterated carnitine internal standard. To measure total carnitine, samples are hydrolyzed with potassium hydroxide to convert acylcarnitines to free carnitine. Proteins are precipitated using acetonitrile or methanol containing 0.1% formic acid. After centrifugation (12,000×g, 5 min), the supernatant is analyzed by LC-MS/MS with a hydrophilic interaction chromatography (HILIC) column. Multiple reaction monitoring (MRM) transitions for carnitine (m/z 162 → 103) and deuterated internal standard (m/z 171 → 112) are used for quantification.
Cell Assay
To assess cellular uptake or metabolism, cells are cultured in appropriate media, then treated with deuterated carnitine at concentrations ranging from 1-100 uM for 1-24 hours. Cells are washed with cold PBS, harvested, and lysed. Cell lysates or supernatants are processed for LC-MS/MS analysis. Carnitine and acylcarnitine species are extracted and quantified using deuterated internal standards. Data are normalized to protein content or cell count. This protocol is used to study carnitine transport, metabolism, and the effects of various compounds on carnitine homeostasis.
Animal Protocol
A standard in vivo protocol: Animals (rats or mice) receive a single oral dose of test compound, followed by collection of blood samples at multiple time points (0, 0.5, 1, 2, 4, 6, 8, 12, 24, 48 hours). Plasma is separated and spiked with (+/-)-Carnitine-d9 chloride (50-200 ng/mL) as internal standard. After protein precipitation with acetonitrile, samples are analyzed by LC-MS/MS. Pharmacokinetic parameters including Cmax, Tmax, AUC, half-life, and bioavailability are calculated from concentration-time data.
ADME/Pharmacokinetics
(+/-)-Carnitine-d9 chloride serves as an internal standard for pharmacokinetic studies of carnitine and its analogs. Due to its near-identical physicochemical properties to unlabeled carnitine, it co-elutes during chromatography and corrects for matrix effects and ion suppression in mass spectrometry. The compound is stable in solution and compatible with standard LC-MS/MS methods. It is soluble in DMF (15 mg/mL), DMSO (20 mg/mL), ethanol (25 mg/mL), and PBS (10 mg/mL).
Toxicity/Toxicokinetics
Deuterated internal standards like (+/-)-Carnitine-d9 chloride are considered safe for use in analytical research applications at typical working concentrations (ng/mL to ug/mL). Since the compound is not administered for therapeutic purposes and is used as an analytical reference, comprehensive toxicity studies are not routinely performed. The unlabeled parent compound DL-carnitine has a well-established safety profile. No significant acute toxicity is expected when the compound is handled according to standard laboratory safety practices.
References

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

[2]. Protective action of L-carnitine on cardiac mitochondrial function and structure against fatty acidstress. Biochem Biophys Res Commun. 2011 Aug 19;412(1):61-7.

[3]. l-carnitine protects human hepatocytes from oxidative stress-induced toxicity through Akt-mediated activation of Nrf2 signaling pathway. Can J Physiol Pharmacol. 2016 May;94(5):517-25.

[4]. l-Carnitine supplement reduces skeletal muscle atrophy induced by prolonged hindlimb suspension in rats. Appl Physiol Nutr Metab. 2016 Dec;41(12):1240-1247.

[5]. L-carnitine attenuates the development of kidney fibrosis in hypertensive rats by upregulating PPAR-γ. Am J Hypertens. 2014 Mar;27(3):460-70.

Additional Infomation
(+/-)-Carnitine-d9 chloride is a research-use-only compound intended for analytical applications rather than therapeutic use. Its stable isotope labeling (9 deuterium atoms) provides a mass shift of +9 Da relative to unlabeled carnitine, allowing accurate internal standardization. The compound is particularly useful for studying the gut microbial pathway that converts dietary carnitine to trimethylamine (TMA) and subsequently to pro-atherogenic TMAO, providing insights into links between diet, gut flora, and cardiovascular disease risk.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C7H7D9CLNO3
Molecular Weight
206.72
Exact Mass
206.138
CAS #
1219386-75-0
Related CAS #
(±)-Carnitine chloride;461-05-2
PubChem CID
45038579
Appearance
White to off-white solid powder
Melting Point
197-199°C
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
4
Heavy Atom Count
12
Complexity
139
Defined Atom Stereocenter Count
0
SMILES
[2H]C([2H])([2H])[N+](CC(CC(=O)O)O)(C([2H])([2H])[2H])C([2H])([2H])[2H].[Cl-]
InChi Key
JXXCENBLGFBQJM-KYRNGWDOSA-N
InChi Code
InChI=1S/C7H15NO3.ClH/c1-8(2,3)5-6(9)4-7(10)11;/h6,9H,4-5H2,1-3H3;1H/i1D3,2D3,3D3;
Chemical Name
(3-carboxy-2-hydroxypropyl)-tris(trideuteriomethyl)azanium;chloride
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)
DMSO: 50 mg/mL (241.87 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (12.09 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), suspension 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 (12.09 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 (12.09 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 4.8375 mL 24.1873 mL 48.3746 mL
5 mM 0.9675 mL 4.8375 mL 9.6749 mL
10 mM 0.4837 mL 2.4187 mL 4.8375 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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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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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.
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