2134-76-1

Usage

Uses

Used in Pharmaceutical Industry:
4-[(2-amino-4-oxo-7,8-dihydro-1H-pteridin-6-yl)methylamino]benzoic acid is used as a pharmaceutical intermediate for the synthesis of various drugs and medications. Its unique chemical structure allows it to be a key component in the development of new therapeutic agents.
Used in Research and Development:
4-[(2-amino-4-oxo-7,8-dihydro-1H-pteridin-6-yl)methylamino]benzoic acid is also used in research and development settings to study its properties and potential applications. Scientists and researchers can use it to investigate its interactions with other molecules and its potential use in the development of new drugs and therapies.
Used in Diagnostic Applications:
4-[(2-amino-4-oxo-7,8-dihydro-1H-pteridin-6-yl)methylamino]benzoic acid can be used in diagnostic applications, such as in the development of assays and tests to detect specific biological markers or to study the mechanisms of certain diseases.
Used in Chemical Synthesis:
Due to its unique structure, 4-[(2-amino-4-oxo-7,8-dihydro-1H-pteridin-6-yl)methylamino]benzoic acid can be used as a building block in the synthesis of other complex organic compounds. This makes it a valuable resource in the field of organic chemistry and materials science.

InChI:InChI=1/C14H14N6O3/c15-14-19-11-10(12(21)20-14)18-9(6-17-11)5-16-8-3-1-7(2-4-8)13(22)23/h1-4,16H,5-6H2,(H,22,23)(H4,15,17,19,20,21)

Upstream product

• 77773-79-6 N-(1-Amino-2,2-dimethoxypropyl)-p-aminobenzoic acid 
• 77773-78-5 N-(1-Azido-2,2-dimethoxypropyl)-p-aminobenzoic acid 
• 77773-77-4 4-[(3-Azido-2,2-dimethoxy-propyl)-(2,2,2-trifluoro-acetyl)-amino]-benzoic acid ethyl ester 
• 77773-80-9 1-<(2-Amino-4-hydroxy-5-nitropyrimidin-6-yl)amino>-2,2-dimethoxy-3-<(p-carboxyphenyl)amino>propane 
• 86-01-1 Guanosine 5'-triphosphate 
• 3545-84-4 6-hydroxymethyl-7,8-dihydro-pterin pyrophosphate 
• 150-13-0 4-amino-benzoic acid 
• 119-24-4 pteroic acid 

Downstream Products

• 119-24-4 Pteroic acid 
• 119-24-4 pteroic acid 
• 15574-38-6 dihydrofolic acid 

Relevant academic research and scientific papers

Synthesis and analysis of bacterial folate metabolism intermediates and antifolates

The mechanism of action of para-aminosalicylic acid (PAS), a drug used to treat drug-resistant tuberculosis (TB), has been confirmed through the first synthesis and biochemical characterization of its active metabolite 7. The synthesis features the coupling of N2-acetyl-6-formylpterin obtained from the degradation of folic acid and appropriately functionalized arylamines to form Schiff bases. The sequential chemoselective reduction of the imine and pterin ring led to the formation of dihydrofolate analogue 7 and two other dihydropteroate species.

Chemoenzymatic Assembly of Isotopically Labeled Folates

Pterin-containing natural products have diverse functions in life, but an efficient and easy scheme for their in vitro synthesis is not available. Here we report a chemoenzymatic 14-step, one-pot synthesis that can be used to generate 13C- and 15N-labeled dihydrofolates (H2F) from glucose, guanine, and p-aminobenzoyl-l-glutamic acid. This synthesis stands out from previous approaches to produce H2F in that the average yield of each step is >91% and it requires only a single purification step. The use of a one-pot reaction allowed us to overcome potential problems with individual steps during the synthesis. The availability of labeled dihydrofolates allowed the measurement of heavy-atom isotope effects for the reaction catalyzed by the drug target dihydrofolate reductase and established that protonation at N5 of H2F and hydride transfer to C6 occur in a stepwise mechanism. This chemoenzymatic pterin synthesis can be applied to the efficient production of other folates and a range of other natural compounds with applications in nutritional, medical, and cell-biological research.