yingweiwo

DL-Glutamic acid (DL-glutamic acid)

Cat No.:V72385 Purity: ≥98%
DL-glutamic acid is the conjugate acid of glutamic acid which is a basic metabolite.
DL-Glutamic acid (DL-glutamic acid)
DL-Glutamic acid (DL-glutamic acid) Chemical Structure CAS No.: 617-65-2
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
500mg
1g
Other Sizes

Other Forms of DL-Glutamic acid (DL-glutamic acid):

  • DL-Glutamic acid-d5
  • DL-Glutamic acid-d3 (DL-glutamic acid d3)
Official Supplier of:
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Top Publications Citing lnvivochem Products
Product Description
DL-glutamic acid is the conjugate acid of glutamic acid which is a basic metabolite. Compared to the second phase of the polymorphs α and β L-glutamic acid, DL-glutamic acid has better stability.
DL-Glutamic acid (CAS#: 617-65-2) is the racemic mixture of the D- and L-enantiomers of glutamic acid. Glutamic acid is a non-essential amino acid that serves as a neurotransmitter in the central nervous system and is a precursor for the synthesis of the inhibitory neurotransmitter GABA. L-Glutamic acid is the naturally occurring form and is one of the most abundant excitatory neurotransmitters in the vertebrate nervous system. DL-Glutamic acid is used as a research chemical for studying amino acid metabolism, neurotransmission, and related processes. The compound has the molecular formula C₅H₉NO₄ and a molecular weight of 147.13 g/mol. DL-Glutamic acid is a white crystalline powder that is soluble in water. It is supplied as a high-purity research chemical for laboratory use. The compound is used in studies of glutamate receptors, neurotransmitter metabolism, and excitotoxicity.
Biological Activity I Assay Protocols (From Reference)
Targets
DL-Glutamic acid targets glutamate receptors in the central nervous system. L-Glutamic acid is one of the most abundant excitatory neurotransmitters in the vertebrate nervous system. It acts on ionotropic glutamate receptors (NMDA, AMPA, and kainate receptors) and metabotropic glutamate receptors (mGluRs). Activation of these receptors mediates fast excitatory synaptic transmission and is involved in learning, memory, and synaptic plasticity. However, excessive activation of glutamate receptors can lead to excitotoxicity, which is implicated in various neurological disorders. Glutamic acid is also a precursor for the synthesis of GABA, the main inhibitory neurotransmitter in the brain. As a racemic mixture, DL-glutamic acid contains both the D- and L-enantiomers. The L-enantiomer is the biologically active form, while the D-enantiomer may have different biological properties.
ln Vitro
In vitro, DL-glutamic acid is used in studies of glutamate receptors, neurotransmitter metabolism, and excitotoxicity. In cell-based assays, DL-glutamic acid is added to cell culture media to study its effects on neuronal function and survival. Neuronal cells are cultured in appropriate medium and treated with DL-glutamic acid at various concentrations for varying periods. Following treatment, cell viability, calcium influx, and receptor activation are measured. DL-Glutamic acid is also used in studies of excitotoxicity, where excessive glutamate causes neuronal cell death. The compound is used as a standard or reference compound in analytical chemistry for the identification and quantification of glutamic acid in biological samples. In biochemical assays, DL-glutamic acid is used as a substrate for enzymes such as glutamate dehydrogenase and glutamine synthetase.
ln Vivo
In vivo, L-glutamic acid is one of the most abundant excitatory neurotransmitters in the vertebrate nervous system. It plays a crucial role in learning, memory, and synaptic plasticity. Glutamic acid is also a precursor for the synthesis of GABA. DL-Glutamic acid is used as a research chemical for studying amino acid metabolism and neurotransmission. However, comprehensive in vivo pharmacokinetic and toxicology studies have not been extensively reported for the racemic mixture. The compound is classified as a research chemical and is not approved for human use. Further in vivo studies are needed to fully characterize the compound's physiological role and therapeutic potential.
Enzyme Assay
In vitro receptor binding assays for DL-glutamic acid typically involve the use of glutamate receptors. Membrane preparations from cells expressing glutamate receptors are incubated with radiolabeled or fluorescently labeled ligands in the presence of varying concentrations of DL-glutamic acid. The binding affinity (IC₅₀ or Ki) is determined from competitive binding curves. For functional assays, cells expressing glutamate receptors are treated with DL-glutamic acid, and downstream signaling is measured. For example, calcium influx is measured using fluorescent calcium indicators, and receptor-mediated currents are measured by electrophysiology. In enzyme assays, DL-glutamic acid is used as a substrate for enzymes such as glutamate dehydrogenase and glutamine synthetase. The enzyme is incubated with DL-glutamic acid and appropriate cofactors, and the formation of products is measured. Typical assay conditions include incubation at 25-37°C in appropriate buffer systems, with reaction products measured by spectrophotometry, fluorometry, or radiometric detection.
Cell Assay
In vitro cell-based assays for DL-glutamic acid are performed using neuronal cell lines or primary neuronal cultures to study its effects on neuronal function. Cells are cultured in appropriate medium and treated with DL-glutamic acid at various concentrations (typically 1-1000 µM) for varying periods. Following treatment, cell viability is assessed using MTT, LDH, or trypan blue exclusion assays. Calcium influx is measured using fluorescent calcium indicators (e.g., Fura-2, Fluo-4). Receptor activation is assessed by measuring downstream signaling pathways (e.g., MAPK, CREB) by western blotting. For studies of excitotoxicity, cells are treated with DL-glutamic acid and cell death is assessed. Each experiment includes appropriate controls (untreated cells, vehicle controls) and is performed in triplicate to ensure statistical reliability. The compound is typically dissolved in water or buffer for use in these assays, due to its high solubility.
Animal Protocol
In vivo animal experiments with DL-glutamic acid are conducted in mouse or rat models of neurological disorders or excitotoxicity. Typically, rodents are used, and the compound is administered via intracerebral injection, intraperitoneal injection, or oral gavage at doses ranging from 1-100 mg/kg. In models of excitotoxicity, DL-glutamic acid is injected into the brain to induce neuronal damage, and the effects of potential neuroprotective agents are assessed. In models of neurological disorders, DL-glutamic acid is used to study the role of glutamate in disease pathology. Blood and tissue samples are collected to measure compound concentrations and biomarkers of efficacy and toxicity. All animal procedures are conducted in accordance with institutional animal care and use committee guidelines, with appropriate sample sizes (typically n=6-10 per group) to ensure statistical power. Endpoints include neuronal damage, behavioral outcomes, and histopathological scores.
ADME/Pharmacokinetics
The pharmacokinetic properties of DL-glutamic acid are characteristic of a polar amino acid. With a molecular weight of 147.13 g/mol and high water solubility, the compound is expected to be well-absorbed following oral administration. However, glutamic acid is extensively metabolized in the gut and liver, and its ability to cross the blood-brain barrier is limited. Following absorption, the compound is distributed to tissues and metabolized through amino acid metabolic pathways. The elimination half-life is expected to be relatively short (hours) due to rapid metabolism and clearance. The compound is primarily excreted in urine as metabolites. The pharmacokinetics of DL-glutamic acid may be influenced by factors such as renal function and metabolic rate.
Toxicity/Toxicokinetics
The toxicological profile of DL-glutamic acid is related to its properties as an excitatory neurotransmitter. While glutamic acid is essential for normal brain function, excessive glutamate can cause excitotoxicity, leading to neuronal cell death. This is implicated in various neurological disorders, including stroke, traumatic brain injury, and neurodegenerative diseases. The compound is classified as a research chemical and is not approved for human use. Standard safety precautions should be observed when handling the compound, including the use of appropriate personal protective equipment. As with all chemicals, ingestion, inhalation, and skin contact should be avoided.
References

[1]. Pressure-induced phase transitions in DL-glutamic acid monohydrate crystal. Spectrochim Acta A Mol Biomol Spectrosc. 2020 Apr 5;230:118059.

Additional Infomation
Glutamic acid is an α-amino acid formed by introducing an amino substituent at the 2-position of glutaric acid. It is an important metabolite. Glutamic acid is an α-amino acid and also a polar amino acid. It contains a 2-carboxyethyl group. It is the conjugate acid of glutamic acid (1-). DL-glutamic acid has been reported to exist in Drosophila melanogaster, white clover, and some other organisms with relevant data. Glutamic acid is a non-essential amino acid, naturally occurring in its L-form. Glutamic acid is the most common excitatory neurotransmitter in the central nervous system. See also: Glutamic acid (note moved to).
DL-Glutamic acid is a valuable research tool for studying neurotransmission, excitotoxicity, and amino acid metabolism. It is the racemic mixture of the D- and L-enantiomers of glutamic acid. Glutamic acid is a non-essential amino acid that serves as a neurotransmitter in the central nervous system and is a precursor for the synthesis of GABA. The compound has the molecular formula C₅H₉NO₄ and a molecular weight of 147.13 g/mol. DL-Glutamic acid is a white crystalline powder that is soluble in water. L-Glutamic acid is one of the most abundant excitatory neurotransmitters in the vertebrate nervous system. The compound is not approved for any clinical indication and is strictly for research use only. Its role as a neurotransmitter and excitotoxicity inducer makes it a useful tool for studying neurological disorders and neuroprotection.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C5H9NO4
Molecular Weight
147.13
Exact Mass
147.053
CAS #
617-65-2
Related CAS #
DL-Glutamic acid-d5;14341-79-8;DL-Glutamic acid-d3;96927-56-9
PubChem CID
611
Appearance
White to off-white solid powder
Density
1.4±0.1 g/cm3
Boiling Point
333.8±32.0 °C at 760 mmHg
Melting Point
194ºC
Flash Point
155.7±25.1 °C
Vapour Pressure
0.0±1.5 mmHg at 25°C
Index of Refraction
1.522
LogP
-1.43
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
4
Heavy Atom Count
10
Complexity
145
Defined Atom Stereocenter Count
0
SMILES
C(CC(=O)O)C(C(=O)O)N
InChi Key
WHUUTDBJXJRKMK-UHFFFAOYSA-N
InChi Code
InChI=1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)
Chemical Name
2-aminopentanedioic 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)
DMSO: 1 mg/mL (6.80 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).
View More

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).
View More

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 6.7967 mL 33.9836 mL 67.9671 mL
5 mM 1.3593 mL 6.7967 mL 13.5934 mL
10 mM 0.6797 mL 3.3984 mL 6.7967 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.
/

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.)
+
+
+

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.

Clinical Trial Information
Title:Effects of Dietary Amino Acids on Serum and Macrophage Atherogenicity
Status:Unknown status
updateDate:2017-06-08
Ctid:NCT03180775

Link: https://clinicaltrials.gov/ct2/show/NCT03180775

Conditions:Atherosclerosis|Diet Modification|Serum; Disease
Interventions:Glutamine
Phase:N/A
Contact Us