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L-Alanine-d4 (L-2-Aminopropionic acid-d4)

Cat No.:V72340 Purity: ≥98%
L-Alanine-d4 is the deuterated form of L-Alanine.
L-Alanine-d4 (L-2-Aminopropionic acid-d4)
L-Alanine-d4 (L-2-Aminopropionic acid-d4) Chemical Structure CAS No.: 18806-29-6
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
50mg
Other Sizes

Other Forms of L-Alanine-d4 (L-2-Aminopropionic acid-d4):

  • 3-Azido-L-alanine
  • β-N-methylamino-L-alanine hydrochloride (β-methylamino-L-alanine hydrochloride; BMAA hydrochloride; β-N-methylamino-L-alanine hydrochloride)
  • 3-Azido-L-alanine hydrochloride
  • Penta-alanine (Penta-L-alanine)
  • L-Alanine-1-13C,15N (L-2-Aminopropionic acid-1-13C,15N)
  • Alanine
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
L-Alanine-d4 is the deuterated form of L-Alanine. L-Alanine is a non-essential amino acid (AA) that participates in sugar and acid metabolism, enhances immunity, and provides energy to muscle tissue, the brain, and the central nervous system/CNS.
L-Alanine-d4 (L-Alanine-2,3,3,3-d4; CAS: 18806-29-6) is the deuterium-labeled form of the non-essential, proteinogenic amino acid L-alanine. In this stable isotope-labeled analog, four hydrogen atoms at the 2,3,3,3 positions are replaced with deuterium (2H). The compound has a molecular formula of C3H3D4NO2 and a molecular weight of 93.12. It is used as a stable isotope tracer and internal standard for LC-MS or NMR studies.
Biological Activity I Assay Protocols (From Reference)
Targets
L-Alanine-d4 has no independent pharmacological target as a stable isotope tracer. The unlabeled L-alanine is a non-essential amino acid that plays a critical role in glucose metabolism (glucose-alanine cycle), where it transports nitrogen from peripheral tissues to the liver. L-Alanine is involved in sugar and acid metabolism, increases immunity, and provides energy for muscle tissue, brain, and central nervous system.
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-Alanine-d4 is not tested for in vitro pharmacological activity. In cell culture studies, it is used to trace alanine metabolism, gluconeogenesis, and protein synthesis rates. The deuterium label enables precise tracking of alanine uptake, transamination, and incorporation into cellular proteins and glucose. L-Alanine is also a common and essential supplement in many cell culture media formulations.
ln Vivo
L-Alanine-d4 has no independent in vivo pharmacological activity as a therapeutic agent. It is used in animal and human studies as a stable isotope tracer to measure glucose and alanine metabolism, particularly in studies of diabetes and metabolic disorders. The unlabeled L-alanine is a conditionally essential amino acid in certain disease states, such as in critically ill patients. L-Alanine-d4 is used to trace whole-body alanine flux.
Enzyme Assay
For in vitro LC-MS/MS quantification, L-Alanine-d4 is dissolved in an appropriate solvent (water, 0.1% formic acid, or methanol) to prepare a stock solution (e.g., 1 mg/mL). The internal standard is added to biological samples (plasma, serum, cell lysates) at a fixed concentration (e.g., 10-500 ng/mL). Protein precipitation is performed by adding 3-5 volumes of methanol or acetonitrile containing the standard. After centrifugation, the supernatant is analyzed by LC-MS/MS.
Cell Assay
For in vitro cellular experiments, L-Alanine-d4 can be added to cell culture media as a tracer. Cells (e.g., hepatocytes, myocytes) are cultured in standard medium. The medium is replaced with medium containing L-Alanine-d4 (10-500 uM). After 1-48 hours, cells are harvested, and metabolites are extracted. LC-MS is used to trace the label into alanine, pyruvate, glucose, and TCA cycle intermediates.
Animal Protocol
For in vivo animal experiments, L-Alanine-d4 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, 15, 30, 60, 120, 240 minutes). Plasma is analyzed by GC-MS or LC-MS to measure 2H enrichment. For glucose-alanine cycle studies, 13C-glucose may be co-administered.
ADME/Pharmacokinetics
L-Alanine-d4 is a stable isotope tracer and has the same pharmacokinetics as natural L-alanine. L-Alanine is a small, hydrophilic amino acid with rapid absorption (Tmax ∼30-60 min), distribution to all tissues, and a plasma half-life of ∼30-60 minutes. It is a major gluconeogenic substrate, with the liver extracting ∼50-70% of portal alanine for glucose production. Alanine is excreted minimally unchanged; most is transaminated to pyruvate.
Toxicity/Toxicokinetics
L-Alanine is a naturally occurring, non-essential amino acid with very low toxicity (GRAS status). The LD50 in rodents is >5,000 mg/kg. The deuterated version is chemically identical and has the same safety profile. Standard laboratory safety precautions apply. Not intended for human consumption. L-Alanine is used as a dietary supplement and in parenteral nutrition.
References

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

Additional Infomation
L-alanine-2,3,3,3-d4 is a deuterated compound, a derivative of L-alanine in which the α-hydrogen and three methyl hydrogens are replaced by deuterium atoms. It is an L-α-amino acid, belonging to the alanine family, and is also a deuterated compound.
L-Alanine-d4 is not a drug but a stable isotope-labeled research tracer. It has no approved therapeutic status. It is used as an internal standard for LC-MS quantification of alanine in biological samples, as a tracer for metabolic studies of gluconeogenesis (glucose-alanine cycle), and for protein turnover studies. It is also used in clinical research for studying diabetes, metabolic syndrome, and inborn errors of metabolism. Available with ≥98% atom% D.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C3H3D4NO2
Molecular Weight
93.12
Exact Mass
93.072
CAS #
18806-29-6
Related CAS #
L-Alanine;56-41-7
PubChem CID
12205373
Appearance
White to off-white solid powder
Density
1.2±0.1 g/cm3
Boiling Point
212.9±23.0 °C at 760 mmHg
Melting Point
314.5ºC (dec.)(lit.)
Flash Point
82.6±22.6 °C
Vapour Pressure
0.1±0.9 mmHg at 25°C
Index of Refraction
1.460
LogP
-0.68
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
1
Heavy Atom Count
6
Complexity
61.8
Defined Atom Stereocenter Count
1
SMILES
[2H][C@@](C(=O)O)(C([2H])([2H])[2H])N
InChi Key
QNAYBMKLOCPYGJ-IALWIIEESA-N
InChi Code
InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m0/s1/i1D3,2D
Chemical Name
(2S)-2-amino-2,3,3,3-tetradeuteriopropanoic 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: ≥ 125 mg/mL (1342.35 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 10.7388 mL 53.6942 mL 107.3883 mL
5 mM 2.1478 mL 10.7388 mL 21.4777 mL
10 mM 1.0739 mL 5.3694 mL 10.7388 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
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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.

  • 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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