6756-74-7

Basic information

• Product Name: [(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-2-[[[[3-[2-(2-benzoylsulfanylethylcarbamoyl)ethylcarbamoyl]-3-hydroxy-2,2-dimethyl-propoxy]-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxymethyl]-4-hydroxy-oxolan-3-yl]oxyphosphonic acid
• Synonyms: [(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-2-[[[[3-[2-(2-benzoylsulfanylethylcarbamoyl)ethylcarbamoyl]-3-hydroxy-2,2-dimethyl-propoxy]-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxymethyl]-4-hydroxy-oxolan-3-yl]oxyphosphonic acid;Benzoyl-CoA;benzoyl-coenzyme A;Adenosine 3'-phosphoric acid 5'-[diphosphoric acid P2-[2,2-dimethyl-3-hydroxy-3-[[2-[[2-(benzoylthio)ethyl]aminocarbonyl]ethyl]aminocarbonyl]propyl]] ester;Adenosine 3'-phosphoric acid 5'-[diphosphoric acid P2-[2,2-dimethyl-3-hydroxy-3-[2-[2-(benzoylthio)ethylaminocarbonyl]ethylaminocarbonyl]propyl]] ester
• CAS NO: 6756-74-7
• Molecular Formula: C₂₈H₄₀N₇O₁₇P₃S
• Molecular Weight: 871.64
• Mol File: 6756-74-7.mol
• Article Data: 12

Chemical Properties

• Appearance: /
• Density: 1.82g/cm³
• Refractive Index: 1.717
• CAS DataBase Reference: [(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-2-[[[[3-[2-(2-benzoylsulfanylethylcarbamoyl)ethylcarbamoyl]-3-hydroxy-2,2-dimethyl-propoxy]-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxymethyl]-4-hydroxy-oxolan-3-yl]oxyphosphonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: [(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-2-[[[[3-[2-(2-benzoylsulfanylethylcarbamoyl)ethylcarbamoyl]-3-hydroxy-2,2-dimethyl-propoxy]-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxymethyl]-4-hydroxy-oxolan-3-yl]oxyphosphonic acid(6756-74-7)
• EPA Substance Registry System: [(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-2-[[[[3-[2-(2-benzoylsulfanylethylcarbamoyl)ethylcarbamoyl]-3-hydroxy-2,2-dimethyl-propoxy]-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxymethyl]-4-hydroxy-oxolan-3-yl]oxyphosphonic acid(6756-74-7)

Safety Data

• Hazardous Substances Data: 6756-74-7(Hazardous Substances Data)

Usage

Description

[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-2-[[[[3-[2-(2-benzoylsulfanylethylcarbamoyl)ethylcarbamoyl]-3-hydroxy-2,2-dimethyl-propoxy]-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxymethyl]-4-hydroxy-oxolan-3-yl]oxyphosphonic acid is a complex organic compound with a unique molecular structure, characterized by its multiple chiral centers and functional groups. It is a derivative of 6-aminopurine, which is a key component of the nucleic acids adenine and guanine, and is involved in various biological processes.

Uses

Used in Pharmaceutical Industry:
[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-2-[[[[3-[2-(2-benzoylsulfanylethylcarbamoyl)ethylcarbamoyl]-3-hydroxy-2,2-dimethyl-propoxy]-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxymethyl]-4-hydroxy-oxolan-3-yl]oxyphosphonic acid is used as a potential therapeutic agent for various diseases due to its unique molecular structure and functional groups. Its ability to interact with nucleic acids and other biomolecules makes it a promising candidate for the development of new drugs.
Used in Research and Development:
In the field of research and development, this compound can be used as a starting material or a building block for the synthesis of more complex molecules with specific biological activities. Its unique structure and functional groups can be exploited to design and develop novel compounds with potential applications in various fields, such as medicine, agriculture, and materials science.
Used in Biochemical Studies:
[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-2-[[[[3-[2-(2-benzoylsulfanylethylcarbamoyl)ethylcarbamoyl]-3-hydroxy-2,2-dimethyl-propoxy]-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxymethyl]-4-hydroxy-oxolan-3-yl]oxyphosphonic acid can be used in biochemical studies to investigate its interactions with various biomolecules, such as proteins, nucleic acids, and lipids. This can provide valuable insights into its potential applications and help in the development of new therapeutic strategies.
Used in Drug Delivery Systems:
Similar to gallotannin, this compound can also be employed in the development of novel drug delivery systems to improve its bioavailability and therapeutic outcomes. By incorporating it into various carriers, such as organic and metallic nanoparticles, its delivery to target cells and tissues can be enhanced, leading to more effective treatments.

InChI:InChI=1/C28H40N7O17P3S/c1-28(2,22(38)25(39)31-9-8-18(36)30-10-11-56-27(40)16-6-4-3-5-7-16)13-49-55(46,47)52-54(44,45)48-12-17-21(51-53(41,42)43)20(37)26(50-17)35-15-34-19-23(29)32-14-33-24(19)35/h3-7,14-15,17,20-22,26,37-38H,8-13H2,1-2H3,(H,30,36)(H,31,39)(H,44,45)(H,46,47)(H2,29,32,33)(H2,41,42,43)/t17-,20-,21-,22+,26?/m1/s1

Upstream product

• 93-97-0 benzoic acid anhydride 
• 85-61-0 coenzyme A 
• 65-85-0 benzoic acid 
• 3741-66-0 Ethyl benzoyl carbonate 
• 148471-94-7 cyclohexa-1,5-diene-1-carboxyl-CoA 
• 23405-15-4 benzoic acid N-hydroxysuccinimide ester 
• 138148-35-3 D-pantethine 
• 55512-69-1 pantetheine 
• 16816-68-5 N-D-pantoyl-β-alanine-(2-benzoylmercapto-ethylamide) 
• 56-65-5 ATP 
• 167308-64-7 3-{[(R)-2,2,5,5-tetramethyl-1,3-dioxan-4-yl]carbonylamino}-1-(2-mercaptoethylamino)-1-propanone 
• 167308-62-5 3-{[(4R)-2,2,5,5-tetramethyl-1,3-dioxan-4-yl]carbonylamino}propionic acid 
• 766-76-7 benzoate 
• 117380-98-0 S-4-chlorobenzoyl coenzyme A 

Downstream Products

• 20851-38-1 4-hydroxy-6-(2-oxo-2-phenylethyl)-2H-pyran-2-one 
• 5526-38-5 4-hydroxy-6-phenyl-2H-pyran-2-one 
• 33069-62-4 taxol 
• 92950-44-2 7,13-diacetyl baccatin III 
• 148471-94-7 cyclohexa-1,5-diene-1-carboxyl-CoA 
• 5960-12-3 cyclohexancarboxyl-CoA 
• 6198-39-6 cyclohex-2-ene-1-carboxyl-CoA 
• 6420-00-4 cyclohex-1-ene-1-carboxyl-CoA 
• 3555-86-0 2-benzoylphloroglucinol 
• 4753-09-7 N-benzoyltryptamine 
• 68892-13-7 octanoyl benzoyl methane 
• 41859-54-5 N-<2-(4-hydroxyphenyl)ethyl>benzamide 
• 1443502-35-9 urauchimycin B 
• 1159918-23-6 6-(2-(2,4-dihydroxy-6-methylphenyl)-2-oxoethyl)-4-hydroxy-2-pyrone 

Relevant articles and documents

A catalytically versatile benzoyl-CoA reductase, key enzyme in the degradation of methyl- and halobenzoates in denitrifying bacteria

Class I benzoyl-CoA (BzCoA) reductases (BCRs) are key enzymes in the anaerobic degradation of aromatic compounds. They catalyze the ATP-dependent reduction of the central BzCoA intermediate and analogues of it to conjugated cyclic 1,5-dienoyl-CoAs probably by a radical-based, Birch-like reduction mechanism. Discovered in 1995, the enzyme from the denitrifying bacterium Thauera aromatica (BCRTar) has so far remained the only isolated and biochemically accessible BCR, mainly because BCRs are extremely labile, and their heterologous production has largely failed so far. Here, we describe a platform for the heterologous expression of the four structural genes encoding a designated 3-methylbenzoyl-CoA reductase from the related denitrifying species Thauera chlorobenzoica (MBRTcl) in Escherichia coli. This reductase represents the prototype of a distinct subclass of ATP-dependent BCRs that were proposed to be involved in the degradation of methyl-substituted BzCoA analogues. The recombinant MBRTcl had an αβγδ-subunit architecture, contained three low-potential [4Fe- 4S] clusters, and was highly oxygen-labile. It catalyzed the ATPdependent reductive dearomatization of BzCoA with 2.3-2.8 ATPs hydrolyzed per two electrons transferred and preferentially dearomatized methyl- and chloro-substituted analogues in meta- and para-positions. NMR analyses revealed that 3-methylbenzoyl-CoA is regioselectively reduced to 3-methyl- 1,5-dienoyl-CoA. The unprecedented reductive dechlorination of 4-chloro-BzCoA toBzCoAprobably via HCl elimination from a reduced intermediate allowed for the previously unreported growth of T. chlorobenzoica on 4-chlorobenzoate. The heterologous expression platform established in this work enables the production, isolation, and characterization of bacterial and archaeal BCR and BCR-like radical enzymes, for many of which the function has remained unknown.

Chemoenzymatic Synthesis of Acyl Coenzyme A Substrates Enables in Situ Labeling of Small Molecules and Proteins

A chemoenzymatic approach to generate fully functional acyl coenzyme A molecules that are then used as substrates to drive in situ acyl transfer reactions is described. Mass spectrometry based assays to verify the identity of acyl coenzyme A enzymatic products are also illustrated. The approach is responsive to a diverse array of carboxylic acids that can be elaborated to their corresponding coenzyme A thioesters, with potential applications in wide-ranging chemical biology studies that utilize acyl coenzyme A substrates.

SYNTHESIS OF ACYL-PANTETHEINE DERIVATIVES AND THE USE THEREOF IN THE SYNTHESIS OF ACYL-COENZYME A DERIVATIVES

The present invention relates to a novel synthesis method for acyl-pantetheine derivatives. The present invention further relates to the use of said synthesized acyl-pantetheine derivatives as a starting material in the enzymatic synthesis of acyl-coenzyme A derivatives. According to a first aspect thereof, the present invention provides a method for the synthesis of acyl-pantetheine derivatives, the method including the steps of: a) providing a source of pantetheine; b) providing a source of acyl ester; and c) contacting the source of pantetheine with the source of acyl ester to form the corresponding acyl-pantetheine derivative, having the general formula (I), wherein R is an acyl group.The present invention also provides a method for the synthesis of acyl-coenzyme A derivatives as well as the use of a source of pantetheine and a source of acyl ester in the preparation steps of these two methods.