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Key Documents

G1763

Sigma-Aldrich

β-Glutamic acid

≥98% (TLC), suitable for ligand binding assays

Synonym(s):

3-Aminopentanedioic acid

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About This Item

Empirical Formula (Hill Notation):
C5H9NO4
CAS Number:
Molecular Weight:
147.13
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

product name

β-Glutamic acid,

Assay

≥98% (TLC)

form

powder

technique(s)

ligand binding assay: suitable

color

white to off-white

SMILES string

NC(CC(O)=O)CC(O)=O

InChI

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

InChI key

BBJIPMIXTXKYLZ-UHFFFAOYSA-N

Biochem/physiol Actions

β-Glutamic acid (β-Glu) is used as an osmolyte in many archaea. β-Glutamic acid may be used as a substrate to study the specificity and kinetics of archaeal and bacterial glutamine synthetase (GS) enzymes. β-Glutamic acid is used to study primitive mechanisms of polypeptide formation.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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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P Robinson et al.
Applied and environmental microbiology, 67(10), 4458-4463 (2001-09-26)
The conversion of beta-glutamate to beta-glutamine by archaeal and bacterial glutamine synthetase (GS) enzymes has been examined. The GS from Methanohalophilus portucalensis (which was partially purified) is capable of catalyzing the amidation of this substrate with a rate sevenfold less
H McLennan et al.
Neuropharmacology, 21(6), 549-554 (1982-06-01)
Separate receptors are recognized for the excitation of mammalian neurones by (a) L-glutamic and quisqualic acids and (b) N-methyl-D-aspartic (NMDA), and other amino acids which have conformationally restricted molecules. Several other compounds, both agonists and antagonists, have been examined, and
D E Robertson et al.
Applied and environmental microbiology, 56(5), 1504-1508 (1990-05-01)
The unusual compound beta-aminoglutaric acid (beta-glutamate) has been identified by 13C nuclear magnetic resonance spectroscopy in soluble extracts of marine methanogenic bacteria. We examined several methanogen species representing nine genera and found that beta-glutamate occurred in methanococci and two methanogenium
R Liu et al.
Origins of life and evolution of the biosphere : the journal of the International Society for the Study of the Origin of Life, 28(3), 245-257 (1998-06-05)
We have studied the accumulation of long oligomers of beta-amino acids on the surface of minerals using the 'polymerization on the rocks' protocol. We find that long oligopeptides of beta-glutamic acid which cannot be formed in homogeneous aqueous solution are
T Bayer et al.
Journal of peptide science : an official publication of the European Peptide Society, 7(5), 250-261 (2001-06-29)
A new synthesis of orthogonally protected diaminoglutaric acid containing peptides using the Ugi four component condensation is presented. To demonstrate that this method is useful to replace cystine by diaminoglutaric acid in biologically interesting peptides, we built up two cyclic

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