532-63-8

Basic information

• Product Name: N-(P-AMINOBENZOYL)-L-GLUTAMIC ACID
• Synonyms: N-(p-Aminobenzoyl-l-glutammicacid
• CAS NO: 532-63-8
• Molecular Weight: 0
• Mol File: 532-63-8.mol
• Article Data: 14

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-(P-AMINOBENZOYL)-L-GLUTAMIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: N-(P-AMINOBENZOYL)-L-GLUTAMIC ACID(532-63-8)
• EPA Substance Registry System: N-(P-AMINOBENZOYL)-L-GLUTAMIC ACID(532-63-8)

Safety Data

• Hazardous Substances Data: 532-63-8(Hazardous Substances Data)

Usage

General Description

N-(p-aminobenzoyl)-L-glutamic acid is a compound that belongs to the family of amino acid derivatives. It is a chemical compound formed by the attachment of p-aminobenzoic acid to the amino acid L-glutamic acid. N-(P-AMINOBENZOYL)-L-GLUTAMIC ACID is used in the manufacture of some drugs and is also a metabolite of the drug sulfamethoxypyridazine. N-(p-aminobenzoyl)-L-glutamic acid has potential applications in medicine and pharmaceuticals due to its chemical properties and interactions with various biological systems. It is also known for its ability to participate in chemical reactions that are essential for the functioning of the human body.

Upstream product

• 22536-03-4 p-NO₂C₆H₄CONHCH(CH₂CH₂COOH)COOH 
• 59-30-3 2-{4-[(2-amino-4-hydroxy-pteridin-6-ylmethyl)-amino]-benzoylamino}-pentanedioic acid 
• 617-65-2 Glutamic acid 
• 122-04-3 4-nitro-benzoyl chloride 
• 6758-40-3 p-Nitrobenzoyl-L-(+)-glutamic acid 
• 13726-52-8 diethyl N-(p-aminobenzoyl)-L-glutamate 
• 233600-78-7 dimethyl p-trifluoroacetamidobenzoyl-L-glutamate 
• 59-30-3 (S)-2-(4-(((2-amino-4-hydroxypteridin-6-yl)methyl)amino)benzamido)pentanedioic acid 
• 76937-22-9 N-[4-[[(2-amino-1,4,5,6,7,8-hexahydro-5-methyl-4-oxo-6-pteridinyl)methyl]amino]benzoyl]-L-glutamic acid 
• 59-30-3 folic acid 
• 56-86-0 L-glutamic acid 
• 404-26-2 4-(trifluoroacetamido)benzoic acid 
• 126063-08-9 2,2,2-trifluoro-N-(4-iodophenyl)acetamide 
• 23150-65-4 L-glutamic dimethyl ester hydrochloride 

Downstream Products

• 93528-16-6 N-(4-formylamino-benzoyl)-L-glutamic acid 
• 103207-69-8 N-{4-[(4-amino-2-thioxo-1,2-dihydro-pteridin-6-ylmethyl)-amino]-benzoyl}-L-glutamic acid 
• 25663-25-6 N-{4-[(2,4-dioxo-1,2,3,4-tetrahydro-pteridin-6-ylmethyl)-amino]-benzoyl}-L-glutamic acid 
• 65165-92-6 folate 
• 94543-82-5 N-{4-[(4-amino-2-methylsulfanyl-pteridin-6-ylmethyl)-amino]-benzoyl}-DL-glutamic acid 
• 2410-95-9 N-(N²,N²-dimethyl-pteroyl)-L-glutamic acid 
• 6190-83-6 N-{4-[(2-amino-4,7-dioxo-3,4,7,8-tetrahydro-pteridin-6-ylmethyl)-amino]-benzoyl}-L-glutamic acid 
• 119187-38-1 N-{4-[(2-acetylamino-4-oxo-3,4-dihydro-pteridin-6-ylmethylen)-amino]-benzoyl}-L-glutamic acid 
• 23961-18-4 N-(4-glycylamino-benzoyl)-L-glutamic acid 
• 67726-19-6 N-{4-[(2-thioxo-benzooxazol-3-ylmethyl)-amino]-benzoyl}-glutamic acid 
• 67726-25-4 N-{4-[(2-thioxo-benzothiazol-3-ylmethyl)-amino]-benzoyl}-glutamic acid 
• 23961-19-5 N-<4-(O⁵-Benzyl-L-glutamylamino)-benzoyl>-L-glutaminsaeure 
• 133465-68-6 (S)-2-[4-(2-Amino-6-oxo-6,9-dihydro-1H-purin-8-ylazo)-benzoylamino]-pentanedioic acid 
• 131619-68-6 N-<4-<<(4-amino-1-methyl-2,2-dioxopyrazino<2,3-c>-1,2,6-thiadiazin-7-yl)methyl>amino>benzoyl>-L-glutamic acid 

Relevant articles and documents

Unexpected photoactivation pathways in a folate-receptor-targetedtrans-diazido Pt(iv) anticancer pro-drug

A conjugate between a photoactivetrans-diazido Pt(iv) pro-drug,trans,trans,trans-[Pt(N3)2(OH)2(py)2], and folic acid has been synthesized and fully characterized by high resolution ESI-MS, NMR and UV-vis spectroscopy. Photoactivation of the Pt-folate conjugate with visible light confirmed the generation of cytotoxic Pt(ii) species capable of binding to guanine nucleobases. Importantly, photoreduction of the Pt(iv) complex triggered the photodecomposition of the folate vector into ap-aminobenzoate-containing fragment and several pterin derivatives, including 6-formylpterin. Besides exhibiting high dark stability in physiological-like conditions, the Pt-folate conjugate wasca. 2× more photocytotoxic towards MCF-7 breast cancer cell line than its parent Pt(iv) complex with a high photoselectivity index (PI > 6.9). The higher photocytotoxicity of the conjugate may be a consequence of its higher cellular accumulation and of the generation of a set of different cytotoxic species, including Pt(ii) photoproducts and several pterin derivatives, which are known to generate ROS.

Effect of pterin impurities on the fluorescence and photochemistry of commercial folic acid

Folic acid, or pteroyl?L?glutamic acid (PteGlu) is a conjugated pterin derivative that is used in dietary supplementation as a source of folates, a group of compounds essential for a variety of physiological functions in humans. Photochemistry of PteGlu is important because folates are not synthesized by mammals, undergo photodegradation and their deficiency is related to many diseases. We have demonstrated that usual commercial PteGlu is unpurified with the unconjugated oxidized pterins 6?formylpterin (Fop) and 6?carboxypterin (Cap). These compounds are in such low amounts that a normal chromatographic control would not detect any pterinic contamination. However, the fluorescence of PteGlu solutions is due to the emission of Fop and Cap and the contribution of the PteGlu emission, much lower, is negligible. This is because the fluorescence quantum yield (ΦF) of PteGlu is extremely weak compared to the ΦF of Fop and Cap. Likewise, the PteGlu photodegradation upon UV-A radiation is an oxidation photosensitized by oxidized unconjugated pterins present in the solution, and not a process initiated by the direct absorption of photons by PteGlu. In brief, the fluorescence and photochemical properties of PteGlu solutions, prepared using commercially available solids, are due to their unconjugated pterins impurities and not to PteGlu itself. This fact calls into question many reported studies on fluorescence and photooxidation of this compound.

Resolution of (±)-β-methylphenylethylamine by a novel chiral stationary phase for Pirkle-type column chromatography

In this study, a new Pirkle-type chiral column stationary phase for resolution of β-methylphenylethyl amine was described by using activated Sepharose 4B as a matrix, L-tyrosine as a spacer arm, and an aromatic amine derivative of L-glutamic acid as a ligand. The binding capacities of the stationary phase were determined at different pH values (pH = 6, 7, and 8) using buffer solutions as mobile phase, and enantiomeric excess (ee) was determined by HPLC equipped with chiral column. The ee was found to be 47%.