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D-Glutamic acid

Cat No.:V29616 Purity: ≥98%
D-glutamic acid is the enantiomer of L-glutamic acid and is extensively used in active molecules and foods.
D-Glutamic acid
D-Glutamic acid Chemical Structure CAS No.: 6893-26-1
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5g
Other Sizes

Other Forms of D-Glutamic acid:

  • D-Glutamic acid-d5 ((R)-Glutamic acid-d5)
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
D-glutamic acid is the enantiomer of L-glutamic acid and is extensively used in active molecules and foods.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Various d-amino acids, such as D-serine, D-aspartic acid (D-Asp) and D-glutamic acid (D-Glu), are commonly prevalent in animals including humans and are currently considered unique Physiologically active compounds and/or biomarkers [1]. D-[Asp/Glu] (4 mg/mL) suppresses the binding of IgE to peanut (75%), but D-Glu and D-Asp show no inhibitory effect. IgE is specific for D-[Asp/Glu] and may have the potential to eliminate IgE or diminish IgE binding to peanut allergen [2].
ln Vivo
At the moment, D-glutamate is being studied as a regulator of hormone secretion and neuronal transmission. D-aspartate oxidase is the only enzyme that metabolizes it in mammals [1]. Following intraperitoneal administration, D-glutamate is transformed into n-pyrrolidone carboxylic acid, while L-glutamate is catabolized by α-ketoglutarate. In the cecum, the methyl carbon of acetate is created from the carbon 2 of D- and L-glutamic acid. The transformation of D-glutamic acid into n-pyrrolidone carboxylic acid is catalyzed by the kidney and liver of rats [3].
References

[1]. Changes in D-aspartic acid and D-glutamic acid levels in the tissues and physiological fluids of mice with various D-aspartate oxidase activities. J Pharm Biomed Anal. 2015 Dec 10;116:47-52.

[2]. IgE binding to peanut allergens is inhibited by combined D-aspartic and D-glutamic acids. Food Chem. 2015 Jan 1;166:248-53.

[3]. The metabolism of D- and L- glutamic acid in the rat. J Biol Chem. 1961 Feb;236:365-9.

Additional Infomation
D-glutamic acid is an optically active form of glutamic acid having D-configuration. It has a role as an Escherichia coli metabolite and a mouse metabolite. It is a D-alpha-amino acid and a glutamic acid. It is a conjugate acid of a D-glutamate(1-). It is an enantiomer of a L-glutamic acid.
Glutamic acid is the most common excitatory neurotransmitter in the central nervous system.
D-Glutamic acid is a metabolite found in or produced by Escherichia coli (strain K12, MG1655).
D-glutamic acid has been reported in Pisum sativum with data available.
A non-essential amino acid naturally occurring in the L-form. Glutamic acid is the most common excitatory neurotransmitter in the CENTRAL NERVOUS SYSTEM.
See also: Glutamic Acid (annotation moved to); Glutamic Acid Hydrochloride (annotation moved to).
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C5H9NO4
Molecular Weight
147.1293
Exact Mass
147.053
CAS #
6893-26-1
Related CAS #
D-Glutamic acid-d5;14341-88-9
PubChem CID
23327
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
200-202ºC
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
1
SMILES
C(CC(=O)O)[C@H](C(=O)O)N
InChi Key
WHUUTDBJXJRKMK-GSVOUGTGSA-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)/t3-/m1/s1
Chemical Name
(2R)-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)
H2O : ~13 mg/mL (~88.36 mM)
DMSO :< 1 mg/mL
Solubility (In Vivo)
Solubility in Formulation 1: 10 mg/mL (67.97 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication (<60°C).

 (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:

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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?
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  • 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:
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  • 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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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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