38335-24-9

Basic information

• Product Name: P-NITROPHENYLPYRUVIC ACID
• Synonyms: P-NITROPHENYLPYRUVIC ACID;TIMTEC-BB SBB008481;3-(4-NITROPHENYL)-2-OXOPROPANOIC ACID;3-(4-NITROPHENYL)-2-OXO-PROPIONIC ACID;4-NITROPHENYLPYRUVIC ACID;Nsc28690;Benzenepropanoic acid, 4-nitro-.alpha.-oxo-;4-Nitro-a-oxo-benzenepropanoic acid
• CAS NO: 38335-24-9
• Molecular Formula: C₉H₇NO₅
• Molecular Weight: 209.16
• Mol File: 38335-24-9.mol
• Article Data: 7

Chemical Properties

• Melting Point: 195-200℃ (decomposition)
• Boiling Point: 410°C at 760 mmHg
• Flash Point: 182.9°C
• Appearance: /
• Density: 1.469g/cm³
• Vapor Pressure: 1.85E-07mmHg at 25°C
• Refractive Index: 1.598
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 2.27±0.54(Predicted)
• CAS DataBase Reference: P-NITROPHENYLPYRUVIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: P-NITROPHENYLPYRUVIC ACID(38335-24-9)
• EPA Substance Registry System: P-NITROPHENYLPYRUVIC ACID(38335-24-9)

Safety Data

• Hazardous Substances Data: 38335-24-9(Hazardous Substances Data)

Usage

General Description

P-Nitrophenylpyruvic acid, also known as 2-nitro-3-oxo-2,3-dihydrobenzo[f]chromene-4-carboxylic acid, is a chemical compound that is commonly used in the field of biochemistry and pharmaceutical research. It is an aromatic acid derivative with a nitro group attached to the phenyl ring and a pyruvic acid moiety. P-Nitrophenylpyruvic acid is a key intermediate in the synthesis of various pharmaceutical agents and is also used as a substrate for the enzyme alanine transaminase, which plays a crucial role in the metabolism of amino acids. Its unique structure and reactivity make it a valuable tool for studying enzyme kinetics and developing new therapeutic compounds.

InChI:InChI=1/C9H7NO5/c11-8(9(12)13)5-6-1-3-7(4-2-6)10(14)15/h1-4H,5H2,(H,12,13)

Upstream product

• 99-99-0 1-methyl-4-nitrobenzene 
• 95-92-1 oxalic acid diethyl ester 
• 16921-36-1 3-(4-aminophenyl)-2-oxopropanoic acid 
• 461-72-3 2,4-imidazolidinedione 
• 555-16-8 4-nitrobenzaldehdye 
• 1991-83-9 4-nitrophenylalanine 
• 619-89-6 p-nitrocinnamic acid 
• 949-99-5 4-nitro-3-phenyl-L-alanine 
• 70973-01-2 2-acetamido-3-(4-nitrophenyl)acrylic acid 
• 711015-30-4 2-methyl-4-[(E)-(4-nitrophenyl)methylidene]-1,3-oxazol-5(4H)-one 
• 1081844-77-0 (2E)-2-(acetylamino)-3-(4-nitrophenyl)prop-2-enoic acid 
• 860189-96-4 3-cyano-3-(4-nitro-phenyl)-2-oxo-propionic acid ethyl ester 
• 79547-05-0 ethyl (4-nitrophenyl)pyruvate 

Downstream Products

• 555-16-8 4-nitrobenzaldehdye 
• 52887-09-9 (4-nitro-phenyl)-acetic acid-(4-dimethylamino-anilide) 
• 22900-97-6 3-(4-nitro-phenyl)-2-(4-oxo-2-thioxo-thiazolidin-5-ylidene)-propionic acid 
• 117499-14-6 N-(2-aminoethyl)-3-(4-nitrophenyl)alanine dihydrochloride 
• 126292-71-5 16,17-dihydro-5H,15H-7-p-nitrophenyldibenzo<1,11,4,5,7,8>dioxatetraazacyclotetradecine 
• 56156-44-6 3-(p-nitrophenyl)-1,5-diphenylformazan 
• 62-23-7 4-nitro-benzoic acid 
• 949-99-5 4-nitro-3-phenyl-L-alanine 
• 117499-15-7 N-(carboxymethyl)-N-(2-(bis(carboxymethyl)amino)ethyl)-3-(4-nitrophenyl)alanine 
• 117499-12-4 N-(carboxymethyl)-N-(2-(bis(carboxymethyl)amino)ethyl)-3-(4-isothiocyanatophenyl)alanine dihydrochloride 
• 117499-10-2 N-(carboxymethyl)-N-(2-(bis(carboxymethyl)amino)ethyl)-3-(4-aminophenyl)alanine 
• 1567951-64-7 4-(4-methoxyphenyl)-3-(4-nitrophenyl)pyrrole-2-carboxylic acid 
• 13942-65-9 3-(4-nitrophenyl)-2-oxopropanamide 
• 56613-61-7 (R)-4-nitro-phenylalanine 

Relevant articles and documents

β-Lactone formation during product release from a nonribosomal peptide synthetase

Nonribosomal peptide synthetases (NRPSs) are multidomain modular biosynthetic assembly lines that polymerize amino acids into a myriad of biologically active nonribosomal peptides (NRPs). NRPS thioesterase (TE) domains employ diverse release strategies for off-loading thioester-tethered polymeric peptides from termination modules typically via hydrolysis, aminolysis, or cyclization to provide mature antibiotics as carboxylic acids/esters, amides, and lactams/lactones, respectively. Here we report the enzyme-catalyzed formation of a highly strained β-lactone ring during TE-mediated cyclization of a β-hydroxythioester to release the antibiotic obafluorin (Obi) from an NRPS assembly line. The Obi NRPS (ObiF) contains a type I TE domain with a rare catalytic cysteine residue that plays a direct role in β-lactone ring formation. We present a detailed genetic and biochemical characterization of the entire Obi biosynthetic gene cluster in plant-associated Pseudomonas fluorescens ATCC 39502 that establishes a general strategy for β-lactone biogenesis.

Bio-inspired enantioselective full transamination using readily available cyclodextrin

The mimics of vitamin B6-dependent enzymes that catalyzed an enantioselective full transamination in the pure aqueous phase have been realized for the first time through the establishment of a new “pyridoxal 5′-phosphate (PLP) catalyzed non-covalent cyclodextrin (CD)-keto acid inclusion complexes” system, and various optically active amino acids have been obtained.

Reactions of Trialkylsilyl Trifluoromethanesulfonates XI. - Synthesis of α-Oxocarboxylic Acid Derivatives from 2-O-Functionalized Trimethylsilyl Ketene Acetals

The cyclic ketene acetals 3, 5 are prepared from the dioxolanone 2 resp. the oxazolidinediones 4 by silylation with trimethylsilyl triflate (1)/triethylamine.In an aldol addition/Peterson olefination reaction catalysed by 1 the ketene acetals 3, 5 yield the (E/Z)-benzylidene derivatives 7, 12, 13 in reaction with aromatic aldehydes 6.In a side reaction the α-(trimethylsilyl)benzylidene derivatives 8 are formed from 3 and 6.Compounds 7 can be hydrolysed to yield α-ketocarboxylic acids 14.The latter are also obtained via β-elimination of trimethylsilanol from 2,3-bis(trimethylsiloxy)carboxylic acid anhydride/DMAP/pyridine. Key Words: 1,3-Dioxolanes / 1,3-Oxazolidines / α-Oxocarboxylic acids