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G1251

Sigma-Aldrich

L-Glutamic acid

≥99% (HPLC), suitable for microbiological culture, ReagentPlus®

Synonym(s):

(S)-2-Aminopentanedioic acid, Glu

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About This Item

Linear Formula:
HO2CCH2CH2CH(NH2)CO2H
CAS Number:
56-86-0
Molecular Weight:
147.13
Beilstein:
1723801
EC Number:
200-293-7
MDL number:
MFCD00002634
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24895052
NACRES:
NA.26
Pricing and availability is not currently available.

product name

L-Glutamic acid, ReagentPlus®, ≥99% (HPLC)

Agency

suitable for SM 5210

Quality Level

200

product line

ReagentPlus®

Assay

≥99% (HPLC)

form

powder

technique(s)

microbiological culture: suitable

color

white to off-white

mp

205 °C (dec.) (lit.)

solubility

1 M HCl: soluble 100 mg/mL

density

1.54 g/cm3 at 20 °C

cation traces

C: 40.4-41.2%
N: 9.2-9.8%

SMILES string

N[C@@H](CCC(O)=O)C(O)=O

InChI

1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m0/s1

InChI key

WHUUTDBJXJRKMK-VKHMYHEASA-N

Gene Information

human ... CCR2(1231) , GRIA1(2890) , GRIA2(2891) , GRIA4(2893) , GRIK2(2898) , GRIK3(2899) , GRIK5(2901) , GRIN2B(2904) , GRM2(2912) , SLC1A1(6505) , SLC1A2(6506)
rat ... Gria1(50592) , Grik1(29559) , Grik2(54257) , Grik4(24406) , Grin2a(24409) , Grm1(24414) , Grm2(24415) , Grm3(24416) , Grm4(24417) , Grm5(24418) , Grm6(24419) , Grm7(81672) , Slc1a2(29482)

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Application

L-Glutamic acid has been used to enhance endogenous acetylcholine overflow.[1] It has been used as a supplement in the growth medium of meat-Spoiling Pseudomonas fragi 72. [2]

Biochem/physiol Actions

An excitatory amino acid neurotransmitter that is an agonist at all subtypes of glutamate receptors (metabotropic, kainate, NMDA, and AMPA).
Glutamic acid, or glutamate, the salt form of glutamic acid, functions as a neurotransmitter and also serves as a precursor to other neurotransmitters such as γ-aminobutyric acid.[3] Glutamic acid also plays a key role in many metabolic pathways, that controls growth, reproduction, maintenance and immunity.[4] It is converted to α-ketoglutarate, a key component of the TCA (tricarboxylic acid) cycle, and a precursor for the biosynthesis of nucleic acids and certain amino acids.[5][4] In cells, glutamine is converted to glutamate by the enzyme glutaminase.[5]
Glutamine serves as a source of energy for rapidly dividing cells comprising lymphocytes, enterocytes, macrophages and tumors. Glutamine mediates protein turnover via cellular mTOR (mammalian target of rapamycin) signaling. It is also known to be associated with the inhibition of apoptosis.[4]

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Mixed carbon source utilization of meat-spoiling Pseudomonas fragi 72 in relation to oxygen limitation and carbon dioxide inhibition.
Molin G.
Applied and Environmental Microbiology, 49(6), 1442-1447 (1985)
Glutamic acid, twenty years later.
Garattini S
The Journal of Nutrition, 130, 901S-909S (2000)
The biology of cancer: metabolic reprogramming fuels cell growth and proliferation.
DeBerardinis RJ
Cell Metabolism, 7(1), 11-20 (2008)
Cristina Giaroni et al.
European journal of pharmacology, 476(1-2), 63-69 (2003-09-13)
Several reports suggest that enteric cholinergic neurons are subject to a tonic inhibitory modulation, whereas few studies are available concerning the role of facilitatory pathways. Glutamate, the main excitatory neurotransmitter in the central nervous system (CNS), has recently been described
Jasdeep Saini et al.
Journal of clinical medicine, 9(10) (2020-10-15)
In many neurodegenerative and muscular disorders, and loss of innervation in sarcopenia, improper reinnervation of muscle and dysfunction of the motor unit (MU) are key pathogenic features. In vivo studies of MUs are constrained due to difficulties isolating and extracting
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Chromatograms

application for HPLC

Questions

1–3 of 3 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  3. How to solubilize in water?

    1 answer

    1. The solubility in water at 25 °C has been reported to be 8.6 mg/ml. Please see the link below to review the product datasheet:
      https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/product/documents/262/871/g1251pis.pdf

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