4230-33-5

Basic information

• Product Name: N-(4-Aminobenzoyl)-DL-glutamic acid
• Synonyms: N-(4-Aminobenzoyl)-DL-Glutamic acid;N-(4-Aminobenzoyl)glutamic acid;2-[(4-Aminobenzoyl)amino]pentane-1,5-dioic acid, 1-[(4-Aminobenzoyl)amino]propane-1,3-dicarboxylic acid
• CAS NO: 4230-33-5
• Molecular Formula: C₁₂H₁₄N₂O₅
• Molecular Weight: 266.25
• EINECS: 224-261-7
• Mol File: 4230-33-5.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 607.1 °C at 760 mmHg
• Flash Point: 320.9 °C
• Appearance: /
• Density: 1.418
• Vapor Pressure: 1.37E-15mmHg at 25°C
• Refractive Index: 1.617
• CAS DataBase Reference: N-(4-Aminobenzoyl)-DL-glutamic acid(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-Aminobenzoyl)-DL-glutamic acid(4230-33-5)
• EPA Substance Registry System: N-(4-Aminobenzoyl)-DL-glutamic acid(4230-33-5)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 4230-33-5(Hazardous Substances Data)

Usage

General Description

N-(4-Aminobenzoyl)-DL-glutamic acid (Chemical formula: C12H14N2O5) is a chemical compound not occurring naturally. It is also known as p-aminobenzoyl-glutamic acid and falls under the categories: amino acids, peptides, and proteins. It is predominantly used for research purposes. The compound's molecular weight is 266.25 and it has a heavy atom count of 19. Some properties include a topological polar surface area of 116 A^2, rotatable bond count of 5, and Hydrogen bond donor and acceptor counts of 4 and 5 respectively. Its exact mass is 266.092346 g/mol and its mono-isotopic mass is 266.092346 g/mol. Unlike other compounds, there is limited information about its physical characteristics and biological activities, as well as its safety and handling or its biological pathways.

InChI:InChI=1/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

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 

Downstream Products

• 65165-92-6 folate 
• 67726-25-4 N-{4-[(2-thioxo-benzothiazol-3-ylmethyl)-amino]-benzoyl}-glutamic acid 
• 67726-19-6 N-{4-[(2-thioxo-benzooxazol-3-ylmethyl)-amino]-benzoyl}-glutamic acid 
• 94543-82-5 N-{4-[(4-amino-2-methylsulfanyl-pteridin-6-ylmethyl)-amino]-benzoyl}-DL-glutamic acid 

Relevant articles and documents

Photochemical behavior of folic acid in alkaline aqueous solutions and evolution of its photoproducts

The photolysis of folic acid (= N-(4-{[(2-amino-1,4-dihydro-4-oxopteridin-6-yl)methyl]amino}benzoyl)-L glutamic acid) in alkaline aqueous solution (pH 10.0-11.0) was carried out at 350 nm at room temperature and monitored by UV/VIS spectrophotometry, anal. and prep. thin-layer chromatography (TLC). and high-performance liquid chromatography (HPLC, HPLC/MS). The folate species underwent at least two independent photo-oxidation pathways, which were not observed when the acid form was photolyzed at pH 2 was essential in these oxidation pathways. Evidence for the role of singlet oxygen was established. In one of the pathways, the folate underwent cleavage, yielding 6-formylpterin (=2-amino-1.4-dihydro-4-oxopteridine-6-carboxaldehyde) and (4-aminobenzoyl)glutamic acid as photoproducts. The other pathway yielded a new photostable product A of molecular mass 455, which could be isolated and stored in acidic or neutral aqueous solution. However, A was rather unstable in alkaline media undergoing a thermal reaction to a product B of lower molecular mass (427). The kinetics of this thermal reaction was analyzed with a stopped-flow spectrophotometer. A linear dependence of the first-order rate constant with the OH-concentration was observed. The corresponding bimolecular rate constant was 1.1 M-1 S-1. The quantum yields of substrate consumption and of photoproduct formation were determined. The here-reported photochemical behavior of folate solutions departs from results in acid media, where phototransformation proceeded via the cleavage of the acid form into 6-formylpterin and (4-aminobenzoyl)glutamic acid as the first major photoproducts, and where no thermal reactions were observed.