Tetrasodium N,N-Bis(carboxymethyl)-L-glutamate

• CAS: 51981-21-6
• Catalog Number: ACM51981216
• Category: Main Products
• Molecular Weight: 351.13
• Molecular Formula: C9H9NNa4O8
• Synonyms: N,N-Bis(carboxymethyl)-L-glutamic Acid Tetrasodium Salt
• Appearance: Liquid

Case Study

Tetrasodium N,N-Bis(carboxymethyl)-L-glutamate as a Biodegradable Chelator for Enhanced Electrokinetic Soil Remediation

Yang, Xiaojuan, et al. International Journal of Electrochemical Science 15.1 (2020): 696-709.

Electrokinetic remediation (EK) uses an applied electric field to move charged species and mobilize metals in fine or low-permeability soils. Chelators can significantly increase removal efficiency by forming soluble complexes with metal cations, but commonly used chelants (EDTA, DTPA) suffer from persistence and environmental concerns, and some biodegradable alternatives either lack binding strength or are costly. There is interest in biodegradable chelants as alternatives, but most either bind metal cations too weakly or are prohibitively expensive. GLDA (tetrasodium N,N-bis(carboxymethyl)-L-glutamate) is biodegradable, moderately priced, and forms relatively strong transition metal complexes, and so may be a good candidate for large-scale soil remediation, particularly when used with EK.
In batch extraction tests GLDA mobilized Cu and Ni more effectively (≈39-48% extraction) than citric acid (≈26-41%) and lactic acid (≈0.44-25%), and GLDA performance showed little dependence on solution pH. In EK pilot tests, configurations that combined GLDA with membrane control (T3: bipolar electrolyte; T4: cation/anion exchange membranes) achieved higher Cu (12.9-20.1%) and Ni (24.8-27.7%) removals after 8 days than the configurations without membranes (T1, T2). Chromium removal remained low in all cases (≈1.6-5.7%), likely because of its prevalence in residual, nonlabile forms. Energy consumption was lowest for the membrane-assisted configuration (T4: 19.3 kWh/t). The results indicate GLDA is a promising chelator for EK remediation, and that membrane installation can improve metal removal while lowering energy use.

Tetrasodium N,N-Bis(Carboxymethyl)-L-Glutamate: Marine Biodegradation and Mineralization by a Rhizobium Radiobacter Isolate

Van Ginkel, C. G., et al. Toxicological & Environmental Chemistry 98.1 (2016): 26-35.

Tetrasodium N,N-bis(carboxymethyl)-L-glutamate (GLDA) is a biodegradable aminopolycarboxylate chelator used in industrial and household formulations as an alternative to persistent chelants (e.g., EDTA). For marine applications and regulatory assessment, two issues are important: (1) the degree and rate of biodegradation in seawater (OECD 306 relevance), and (2) whether marine microorganisms can mineralize GLDA and use it as a nutrient source.
This study reported the laboratory and culture-based evidence that GLDA is ultimately biodegradable in seawater under favorable microbial conditions and can serve as a sole carbon, nitrogen and energy source for a marine bacterial isolate identified as Rhizobium radiobacter.
In the OECD 306 closed bottle test, GLDA achieved a biodegradation level of 82% within 56 days, and isolated R. radiobacter mineralized GLDA in seawater and synthetic media (0-60 g/L sea salts). Chemostat experiments showed 99% removal of GLDA and 97% removal of organic carbon, and nitrogen mass-balance data recovered ~94% of GLDA-N as biomass and effluent species. Growth and adaptation experiments indicate N-carboxymethyl-L-glutamate and L-glutamate are principal metabolites.

Tetrasodium N,N-Bis(carboxymethyl)-L-glutamate Used in a Novel Rapid Protein Separation Technology

Kawano, Tomonori. "Rapid separation of proteins from the aqueous media using the novel gelation protocol."

Surfactant systems (including fatty-acid salts) are commonly used to alter protein solubility or to trigger protein gelation. In this work, a simple, fast gelation protocol that pairs GLDA with selected fatty-acid salts (notably sodium oleate, Ole-Na, and sodium laurate, Lau-K) enables capture and rapid removal of proteins and colored solutes from aqueous solutions. The method was demonstrated with methylene blue dye, human hemoglobin (Hb), human serum proteins, bacterial lipase, and rat liver mitochondrial proteins.
Method Overview:
· Reagents & mixing: Reagent A = soap solution (fatty-acid salt, e.g., Ole-Na at 50 mM). Reagent B = GLDA solution (reported demonstration range 200-500 mM). For model separations, reagent A was added to the sample (PBS, dye or protein solution), mixed on a vortex mixer; reagent B was then added and mixed to promote gel formation.
· Gel formation & collection: After gelation, samples were centrifuged at 14,000 rpm for 5 minutes, producing a solid disc floating above the remaining liquid. The disc contained the captured dye or proteins.
· Model conditions reported: One representative demonstration used a 1-mL total volume containing 50 mM Ole-Na, 200 mM GLDA, 0.5 mM methylene blue (MB) or 0.15 mg/mL hemoglobin (Hb) to visualize capture and disc formation.
· Screening of surfactants: Eight fatty-acid salts were evaluated; Ole-Na and Lau-K were selected as best performers for rapid gel formation in combination with GLDA.

Custom Q&A

What is the molecular formula of N,N-Bis(carboxymethyl)-L-glutamic acid tetrasodium salt?

The molecular formula is C9H9NNa4O8.

What is the molecular weight of N,N-Bis(carboxymethyl)-L-glutamic acid tetrasodium salt?

The molecular weight is 351.13 g/mol.

What are some synonyms for N,N-Bis(carboxymethyl)-L-glutamic acid tetrasodium salt?

Some synonyms include tetrasodium glutamate diacetate and Tetrasodium N,N-Bis(carboxymethyl)-L-glutamate.

When was N,N-Bis(carboxymethyl)-L-glutamic acid tetrasodium salt created?

It was created in 2010.

What is the IUPAC name of N,N-Bis(carboxymethyl)-L-glutamic acid tetrasodium salt?

The IUPAC name is tetrasodium;(2S)-2-[bis(carboxylatomethyl)amino]pentanedioate.

What is the InChIKey for N,N-Bis(carboxymethyl)-L-glutamic acid tetrasodium salt?

The InChIKey is UZVUJVFQFNHRSY-OUTKXMMCSA-J.

What is the canonical SMILES representation of N,N-Bis(carboxymethyl)-L-glutamic acid tetrasodium salt?

The canonical SMILES is C(CC(=O)[O-])C(C(=O)[O-])N(CC(=O)[O-])CC(=O)[O-].[Na+].[Na+].[Na+].[Na+].

What is the CAS number for N,N-Bis(carboxymethyl)-L-glutamic acid tetrasodium salt?

The CAS number is 51981-21-6.

How many hydrogen bond acceptors does N,N-Bis(carboxymethyl)-L-glutamic acid tetrasodium salt have?

It has 9 hydrogen bond acceptors.

How many rotatable bond counts does N,N-Bis(carboxymethyl)-L-glutamic acid tetrasodium salt have?

It has 5 rotatable bond counts.