18499-84-8

Basic information

• Product Name: laccaic acid D
• Synonyms: laccaic acid D;3,6,8-Trihydroxy-1-methyl-9,10-dioxo-9,10-dihydro-2-anthracenecarboxylic acid;9,10-Dihydro-3,6,8-trihydroxy-1-methyl-9,10-dioxo-2-anthracenecarboxylic acid;9,10-Dihydro-9,10-dioxo-1-methyl-3,6,8-trihydroxyanthracene-2-carboxylic acid;Flavokermesic acid
• CAS NO: 18499-84-8
• Molecular Formula: C₁₆H₁₀O₇
• Molecular Weight: 314.25
• Mol File: 18499-84-8.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 671.701°C at 760 mmHg
• Flash Point: 374.012°C
• Appearance: /
• Density: 1.716g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.769
• CAS DataBase Reference: laccaic acid D(CAS DataBase Reference)
• NIST Chemistry Reference: laccaic acid D(18499-84-8)
• EPA Substance Registry System: laccaic acid D(18499-84-8)

Safety Data

• Hazardous Substances Data: 18499-84-8(Hazardous Substances Data)

Usage

Uses

Flavokermes Acid is an anthroquinone and natural yellow dye which may also display significant inhibition of lipid peroxidation.

InChI:InChI=1/C16H10O7/c1-5-11-8(4-10(19)12(5)16(22)23)14(20)7-2-6(17)3-9(18)13(7)15(11)21/h2-4,17-19H,1H3,(H,22,23)

Upstream product

• 137863-90-2 methyl 2-(N-((2'-cyanobiphenyl-4-yl)methyl)pentanamido)-3-methylbutanoate 
• 50-99-7 D-glucose 
• 137863-17-3 methyl N-((2’-(1H-tetrazol-5-yl)-[1,1’-biphenyl]-4-yl)methyl)-N-pentanoyl-L-valinate 
• 1080555-76-5 C₂₄H₂₇N₅O₃ 
• 1080555-70-9 C₃₃H₃₇N₅O₃ 
• 867022-57-9 (S)-2-[(4-bromo-benzyl)-pentanoyl-amino]-3-methyl-butyric acid 
• 155884-01-8 (2-(2H-tetrazol-5-yl)phenyl)boronic acid 
• 852212-82-9 (S)-4-isopropyl-3-pentanoyl-2-[2'-(2-trityl-2H-tetrazol-5-yl)-biphenyl-4-yl]oxazolidin-5-one 
• 69119-25-1 ethyl 3-chloro-7-methoxy-5-methyl-1,4-naphthoquinone-6-carboxylate 
• 69119-27-3 ethyl 3,6,8-trimethoxy-1-methylanthraquinone-2-carboxylate 

Downstream Products

• 18499-92-8 2-carboxy-1-methyl-3,5,6,8-tetrahydroxy-anthraquinone 
• 53254-85-6 3,6,8-trihydroxy-1-methyl-9,10-anthraquinone-2-carboxylic acid methyl ester 

Relevant articles and documents

Production of Carminic Acid by Metabolically Engineered Escherichia coli

Carminic acid is an aromatic polyketide found in scale insects (i.e., Dactylopius coccus) and is a widely used natural red colorant. It has long been produced by the cumbersome farming of insects followed by multistep purification processes. Thus, there has been much interest in producing carminic acid by the fermentation of engineered bacteria. Here we report the complete biosynthesis of carminic acid from glucose in engineered Escherichia coli. We first optimized the type II polyketide synthase machinery from Photorhabdus luminescens, enabling a high-level production of flavokermesic acid upon coexpression of the cyclases ZhuI and ZhuJ from Streptomyces sp. R1128. To discover the enzymes responsible for the remaining two reactions (hydroxylation and C-glucosylation), biochemical reaction analyses were performed by testing enzyme candidates reported to perform similar reactions. The two identified enzymes, aklavinone 12-hydroxylase (DnrF) from Streptomyces peucetius and C-glucosyltransferase (GtCGT) from Gentiana triflora, could successfully perform hydroxylation and C-glucosylation of flavokermesic acid, respectively. Then, homology modeling and docking simulations were performed to enhance the activities of these two enzymes, leading to the generation of beneficial mutants with 2-5-fold enhanced conversion efficiencies. In addition, the GtCGT mutant was found to be a generally applicable C-glucosyltransferase in E. coli, as was showcased by the successful production of aloesin found in Aloe vera. Simple metabolic engineering followed by fed-batch fermentation resulted in 0.63 ± 0.02 mg/L of carminic acid production from glucose. The strategies described here will be useful for the design and construction of biosynthetic pathways involving unknown enzymes and consequently the production of diverse industrially important natural products.

A facile synthesis of 5-(4'-substituted)-[1,1'-biphenyl]-2-yl)-1H-tetrazole: A key intermediate for synthesis of angiotensin II receptor antagonist

A convenient commercial scale synthesis of 5-(4'-(substituted)-[1,1'-biphenyl]-2-yl)-1H-tetrazole 1 a common intermediate for so many angiotensin II receptors antagonists, has been achieved with high purity using a simple synthetic protocol. The advantage

DEPROTECTION METHOD FOR TETRAZOLE COMPOUND

The present invention relates to a method of deprotecting a tetrazole compound, useful as an intermediate for angiotensin II receptor blockers, and provides a novel production method of angiotensin II receptor blockers. Provided is a production method of a compound represented by the formula [3] or [4] or a salt thereof, including (i) reducing a compound represented by the formula [1] or [2] or a salt thereof in the presence of a metal catalyst and an alkaline earth metal salt, or (ii) reacting the compound with a particular amount of Br?nsted acid: wherein each symbol is as defined in the present specification.