A cell-permeable form of glutamic acid

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Product Categories

Product Type

Biochemicals

Amino Acids

Research Area

5-Octyl L-glutamate

Name: 5-Octyl L-glutamate
Brand: Cayman Chemical

Item No. 16107

5-Octyl L-glutamate (NSC 522645, 5-Octyl ester L-glutamic acid, CAS Number: 4852-91-9)

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)

Technical Information

Formal Name

L-glutamic acid, 5-octyl ester

CAS Number

4852-91-9

Synonyms

NSC 522645
5-Octyl ester L-glutamic acid

Molecular Formula

C₁₃H₂₅NO₄

Formula Weight

259.4

Purity

≥95%

Formulation (Request formulation change)

A crystalline solid

Solubility(Learn about Variance in Solubility)

Methanol: 1 mg/ml (heated)

SMILES

CCCCCCCCOC(CC[C@H](N)C(O)=O)=O

InChi Code

InChI=1S/C13H25NO4/c1-2-3-4-5-6-7-10-18-12(15)9-8-11(14)13(16)17/h11H,2-10,14H2,1H3,(H,16,17)

InChi Key

UCDDOKSXLQWTOD-UHFFFAOYSA-N

Shipping & Storage Information

Storage

-20°C

Shipping

Room temperature in continental US; may vary elsewhere

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

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1 mg

$53

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5 mg

$231

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10 mg

$409

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Product Description

While extracellular glutamic acid is an excitatory neurotransmitter, intracellular glutamic acid is an amino acid that serves numerous metabolic roles, including as a precursor for α-ketoglutarate.¹ 5-Octyl L-glutamate, also known as 5-octyl ester glutamic acid, is a stable, cell-permeable molecule which generates free glutamic acid upon hydrolysis of the ester bond by cytoplasmic esterases. It may be used in experiments to increase levels of cytoplasmic glutamic acid. Alternatively, 5-octyl L-glutamate can be used to synthesize 5-octyl ester derivatives, including 5-octyl α-ketoglutarate, for delivery to cells.²

WARNING This product is not for human or veterinary use.

References & Product Citations

Product Description References

1. Bräuner-Osborne, H., Egebjerg, J., Nielsen, E.O., et al. Ligands for glutamate receptors: Design and therapeutic prospects. J. Med. Chem. 43(14), 2609-2645 (2000).

2. Chin, R.M., Fu, X., Pai, M.Y., et al. The metabolite α-ketoglutarate extends lifespan by inhibiting ATP synthase and TOR. Nature 509(7505), 397-401 (2014).

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