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DL-Histidine-d3

Cat No.:V47857 Purity: ≥98%
DL-Histidine-d3 is the deuterium labelled form of DL-Histidine.
DL-Histidine-d3
DL-Histidine-d3 Chemical Structure CAS No.: 344299-50-9
Product category: New3
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
Other Sizes

Other Forms of DL-Histidine-d3:

  • DL-Histidine-13C6,15N3
  • H-D-GLU(OME)-OME.HCL
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
DL-Histidine-d3 is the deuterium labelled form of DL-Histidine.
DL-Histidine-d3 (344299-50-9) is the deuterium-labeled form of DL-histidine, a racemic mixture of D- and L-histidine. It is intended for use as an internal standard for the quantification of histidine by GC- or LC-MS in biological samples, supporting metabolic and nutritional research.
Biological Activity I Assay Protocols (From Reference)
Targets
Target: Isotope-Labeled Compounds / Amino Acid. L-Histidine is an essential amino acid required for protein synthesis, and it is a precursor for several neurotransmitters (histamine) and biologically active peptides. D-Histidine is an enantiomer with distinct biological properties. The labeled form is an analytical standard with no direct biological activity.
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].
In vitro, stable heavy isotopes of hydrogen, carbon, and other elements have been incorporated into drug molecules, largely as tracers for quantitation during the drug development process. No specific cell-based activity is reported for the labeled form beyond its use as a tracer in SILAC experiments and metabolic studies.
ln Vivo
In vivo, L-histidine is an essential amino acid with various biological functions, including protein synthesis, histamine production, and metal ion chelation. The deuterated standard is not itself administered for in vivo efficacy studies but is used as a tracer to quantify histidine turnover in metabolic flux studies.
Enzyme Assay
For cell-free assays: biological samples (plasma, urine, cell lysates) are spiked with DL-Histidine-d3 internal standard. After protein precipitation with acetonitrile or methanol, and optional derivatization (e.g., with dansyl chloride or AQC), the samples are analyzed by LC-MS/MS or GC-MS. Quantitation is based on the analyte/internal standard peak area ratio.
Cell Assay
For cell assays: cells are incubated in media containing DL-Histidine-d3 as a tracer for histidine metabolism. The labeled amino acid is incorporated into proteins, and after trypsin digestion, the labeled peptides are analyzed by LC-MS/MS to quantify protein turnover rates (dynamic SILAC) or to measure histidine uptake and metabolism. No direct biological activity is reported.
Animal Protocol
No animal studies are conducted with the labeled internal standard itself. For PK and metabolic studies of histidine, the labeled standard is used as an internal standard for LC-MS/MS bioanalysis of plasma, tissue, or urine samples from animals dosed with unlabeled histidine or histidine-containing compounds. The standard is also used in tracer studies for amino acid flux analysis.
ADME/Pharmacokinetics
PK properties of L-histidine: after oral administration, it is rapidly absorbed via amino acid transporters in the small intestine with Tmax 30-60 min. It is distributed throughout the body, crosses the blood-brain barrier via LAT1, and is metabolized to histamine by histidine decarboxylase. Excess histidine is catabolized via the histidine ammonia-lyase pathway. Elimination half-life is approximately 1-2 hours. The deuterated standard does not exhibit distinct PK behavior.
Toxicity/Toxicokinetics
No toxicity data are available for the deuterated standard. L-Histidine is an essential amino acid and is generally recognized as safe (GRAS) when consumed in dietary amounts. High doses (>10 g/day) may cause gastrointestinal disturbances, headache, and drowsiness. The labeled compound is for research use only and is not intended for human consumption. Non-hazardous for transport.
References

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

Additional Infomation
DL-Histidine-d3 is a research standard, not an approved drug. It is not FDA-approved for clinical use. It is used in nutritional science, metabolic research, and pharmaceutical quality control for histidine quantification. The unlabeled L-histidine is widely available as a dietary supplement and is used therapeutically for rheumatoid arthritis, allergic diseases, and as a precursor for histamine in diagnostic tests. The labeled standard is essential for stable isotope dilution assays.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C6H9N3O2
Molecular Weight
155.15456
Exact Mass
158.088
CAS #
344299-50-9
Related CAS #
DL-Histidine;4998-57-6
PubChem CID
90472119
Appearance
Off-white to light brown solid powder
Density
1.4±0.1 g/cm3
Boiling Point
458.9±35.0 °C at 760 mmHg
Flash Point
231.3±25.9 °C
Vapour Pressure
0.0±1.2 mmHg at 25°C
Index of Refraction
1.615
LogP
-1.26
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
3
Heavy Atom Count
11
Complexity
151
Defined Atom Stereocenter Count
0
SMILES
[2H]C([2H])(C1=CN=CN1)C([2H])(C(=O)O)N
InChi Key
HNDVDQJCIGZPNO-WSWICNJZSA-N
InChi Code
InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)/i1D2,5D
Chemical Name
2-amino-2,3,3-trideuterio-3-(1H-imidazol-5-yl)propanoic 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)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
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 6.4454 mL 32.2269 mL 64.4538 mL
5 mM 1.2891 mL 6.4454 mL 12.8908 mL
10 mM 0.6445 mL 3.2227 mL 6.4454 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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