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A0879

Sigma-Aldrich

N-(4-Aminobenzoyl)-L-glutamic acid

≥98% (TLC)

Synonym(s):

N-(p-Aminobenzoyl)glutamic acid

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About This Item

Empirical Formula (Hill Notation):
C12H14N2O5
CAS Number:
4271-30-1
Molecular Weight:
266.25
Beilstein:
2816320
EC Number:
224-261-7
MDL number:
MFCD00042821
UNSPSC Code:
12352209
PubChem Substance ID:
24890463
NACRES:
NA.26

Quality Level

200

Assay

≥98% (TLC)

form

powder

color

off-white to beige

mp

175 °C (dec.)

application(s)

detection
peptide synthesis

storage temp.

−20°C

SMILES string

Nc1ccc(cc1)C(=O)N[C@@H](CCC(O)=O)C(O)=O

InChI

1S/C12H14N2O5/c13-8-3-1-7(2-4-8)11(17)14-9(12(18)19)5-6-10(15)16/h1-4,9H,5-6,13H2,(H,14,17)(H,15,16)(H,18,19)/t9-/m0/s1

InChI key

GADGMZDHLQLZRI-VIFPVBQESA-N

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Application

N-(4-Aminobenzoyl)-L-glutamic acid (ABG) is used as a strong UV absorbing tag for the derivitization of oligosaccharides to enhance their detection in analytical methods such as capillary zone electrophoresis (CZE).

Biochem/physiol Actions

N-p-Aminobenzoyl)-L-glutamic acid is a folate catabolite that can be metabolized by bacterial p-aminobenzoate auxotrophs possessing the enzyme p-aminobenzoyl-glutamate hydrolase.

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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J Plocek et al.
Journal of chromatography. A, 757(1-2), 215-223 (1997-01-03)
A charged and strongly UV-absorbing tag, N-(4-aminobenzoyl)-L-glutamic acid) (ABG), was coupled to oligosaccharides by reductive amination under mild conditions. The effectiveness of ABG as a derivatization agent is shown through the separation of isomaltooligosaccharides from a dextran hydrolysate. The minimum
M Laura Dántola et al.
Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, 9(12), 1604-1612 (2010-10-06)
Folic acid, or pteroyl-l-glutamic acid (PteGlu), is a precursor of coenzymes involved in the metabolism of nucleotides and amino acids. PteGlu is composed of three moieties: a 6-methylpterin (Mep) residue, a p-aminobenzoic acid (PABA) residue, and a glutamic acid (Glu)
Densitometric determination of impurities in drugs: Part IV. Determination of N-(4-aminobenzoyl)-L-glutamic acid in preparations of folic acid.
J Krzek et al.
Journal of pharmaceutical and biomedical analysis, 21(2), 451-457 (2000-03-07)
Yumei Lin et al.
The American journal of clinical nutrition, 80(3), 680-691 (2004-08-24)
A quantitative understanding of human folate metabolism is needed. The objective was to quantify and interpret human folate metabolism as it might occur in vivo. Adults (n = 13) received 0.5 nmol [(14)C]pteroylmonoglutamate (100 nCi radioactivity) plus 79.5 nmol pteroylmonoglutamate
Giuseppe Orsomando et al.
The Plant journal : for cell and molecular biology, 46(3), 426-435 (2006-04-21)
Folates in vivo undergo oxidative cleavage, giving pterin and p-aminobenzoylglutamate (pABAGlu) moieties. These breakdown products are excreted in animals, but their fate is unclear in microorganisms and unknown in plants. As indirect evidence from this and previous studies strongly suggests
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