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Saccharopine hydrochloride (L-Saccharopine hydrochloride)

Cat No.:V76541 Purity: ≥98%
Saccharopine (L-Saccharopine) HCl is a degradation intermediate of lysine and a mitochondrial toxin.
Saccharopine hydrochloride (L-Saccharopine hydrochloride)
Saccharopine hydrochloride (L-Saccharopine hydrochloride) Chemical Structure 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 Saccharopine hydrochloride (L-Saccharopine hydrochloride):

  • L-Saccharopine
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Top Publications Citing lnvivochem Products
Product Description
Saccharopine (L-Saccharopine) HCl is a degradation intermediate of lysine and a mitochondrial toxin. Lysine-ketoglutarate reductase converts lysine and alpha-ketoglutarate to Saccharopine HCl. Saccharopine dehydrogenase oxidizes Saccharopine HCl to α-aminocaproate semialdehyde and glutamic acid. Saccharopine HCl impairs development by disrupting mitochondrial homeostasis.
Saccharopine hydrochloride (L-Saccharopine hydrochloride) is an intermediate in the lysine degradation pathway and functions as a mitochondrial toxin. It is produced by the conversion of lysine and alpha-ketoglutarate via the enzyme lysine-ketoglutarate reductase. With a molecular weight of 312.75 and the formula C11H21ClN2O6, this research chemical is used to study mitochondrial function, inborn errors of metabolism (e.g., saccharopinuria), and cellular toxicity mechanisms.
Biological Activity I Assay Protocols (From Reference)
Targets
Human Endogenous Metabolite
Saccharopine hydrochloride targets the mitochondria, where it acts as a toxin that disrupts cellular homeostasis. As a metabolite that accumulates in the lysine degradation pathway, it exerts its effects by interfering with mitochondrial function and potentially depleting ATP levels. The compound is not a traditional receptor/ligand agonist or antagonist; it is a metabolic intermediate that, when accumulated, causes cellular stress and toxicity.
ln Vitro
Glycoside dehydrogenase (SDH) mutations of α-aminoadipic semialdehyde synthase (AASS-1) in C. elegans produce buildup of saccharopine, which results in damage and loss of function to the mitochondria [1].
In vitro, saccharopine hydrochloride is used as a tool to study mitochondrial toxicity and metabolic stress. As an intermediate in lysine degradation, it can be used to induce cellular stress in cultured cells. It can be applied to cell culture models to mimic the metabolic disruptions seen in saccharopinuria or related disorders. The specific EC50 or IC50 values for cellular toxicity are not provided, but it is known to act as a mitochondrial toxin when present at elevated concentrations.
ln Vivo
In Aass mutant mice, accumulating saccharopine results in mitochondrial damage and gradual postnatal growth retardation [1].
Saccharopine (L-Saccharopine) is a degradation intermediate of lysine and a mitochondrial toxin. In vivo, the accumulation of saccharopine is associated with saccharopinuria, a rare autosomal recessive disorder of lysine metabolism caused by a deficiency in saccharopine dehydrogenase. Elevated levels of saccharopine in the urine and plasma can lead to neurological symptoms, hypotonia, and hepatomegaly. The compound is used in research to model this disease and to study the effects of mitochondrial toxins.
Enzyme Assay
A cell-free enzymatic assay can be used to study the production and metabolism of saccharopine. The forward reaction (synthesis) can be measured by incubating recombinant lysine-ketoglutarate reductase (LKR) with its substrates: L-lysine (50-200 uM) and alpha-ketoglutarate (50-200 uM) in the presence of NADPH (100 uM). The reaction is performed in 100 mM potassium phosphate buffer (pH 7.4) at 37degC. The formation of saccharopine can be measured using a colorimetric assay with ninhydrin (absorbance at 570 nm) or by LC-MS/MS. The reverse reaction (cleavage) is measured using saccharopine dehydrogenase (SDH).
Cell Assay
Saccharopine hydrochloride can be used to induce mitochondrial stress in cell culture models. Human cell lines (e.g., hepatocytes or neuronal cells) are seeded in 96-well plates (1×10⁴ cells/well) and treated with various concentrations of saccharopine (1-1000 uM) for 24-72 h. Cellular toxicity is assessed by MTT or LDH release assays. Mitochondrial function is evaluated by measuring ATP levels using a luminescent assay or by assessing mitochondrial membrane potential (deltaΨm) using the JC-1 dye. Reactive oxygen species (ROS) production can be quantified using the DCFH-DA probe.
Animal Protocol
Saccharopine hydrochloride can be studied in animal models to induce metabolic toxicity and model lysine degradation disorders. Saccharopine (1-10 mg/kg) is administered intraperitoneally (i.p.) or intravenously (i.v.) to mice or rats. Blood samples are collected at various time points to measure saccharopine levels by LC-MS/MS. Tissue toxicity is assessed by histopathological examination of the liver and brain, organs known to be affected by saccharopinuria. Behavioral tests (e.g., open field, rotarod) can be performed to assess neurological deficits resulting from mitochondrial dysfunction.
ADME/Pharmacokinetics
L-Saccharopine hydrochloride has a molecular weight of 312.75 and a molecular formula of C11H21ClN2O6. The powder should be stored as a solid at -20degC for up to 3 years. In solution, it is stable for 6 months at -80degC or 1 month at -20degC. The compound is soluble in water due to its ionic nature. Specific pharmacokinetic data are not available, but as an endogenous metabolite, it is rapidly cleared under normal physiological conditions.
Toxicity/Toxicokinetics
Saccharopine hydrochloride is a mitochondrial toxin. At high concentrations, it can cause mitochondrial dysfunction, leading to ATP depletion, oxidative stress, and cell death. In patients with saccharopinuria, accumulation leads to neurological and hepatic symptoms. Therefore, this compound should be handled with caution in the laboratory to avoid accidental exposure. Standard safety precautions include using PPE (gloves, lab coat, eye protection) and working in a well-ventilated area.
References
[1]. Zhou J, et, al. The lysine catabolite saccharopine impairs development by disrupting mitochondrial homeostasis. J Cell Biol. 2019 Feb 4;218(2):580-597.
[2]. Leandro J, et, al. Saccharopine, a lysine degradation intermediate, is a mitochondrial toxin. J Cell Biol. 2019 Feb 4;218(2):391-392.
[3]. Papes F, et, al. Lysine degradation through the saccharopine pathway in mammals: involvement of both bifunctional and monofunctional lysine-degrading enzymes in mouse. Biochem J. 1999 Dec 1;344 Pt 2(Pt 2):555-63.
Additional Infomation
Saccharopine hydrochloride (L-Saccharopine hydrochloride) is a research-grade compound and is not approved for clinical use. It is a degradation intermediate of lysine and a mitochondrial toxin used to study metabolic disorders, mitochondrial biology, and cellular toxicity. It is also a metabolite used in biochemical research for enzyme assays involving LKR and SDH. This product is for research use only and not for human therapeutic applications.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C11H21CLN2O6
Related CAS #
Saccharopine;997-68-2
Appearance
Colorless to off-white ointment
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 and light.
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 :~250 mg/mL (~799.36 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.)
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
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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?
  • 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:
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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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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

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  • 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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