アウリントリカルボン酸
- 関
- aluminon
WordNet
- street name for lysergic acid diethylamide (同)back breaker, battery-acid, dose, dot, Elvis, loony toons, Lucy in the sky with diamonds, pane, superman, window pane, Zen
- any of various water-soluble compounds having a sour taste and capable of turning litmus red and reacting with a base to form a salt
- having the characteristics of an acid; "an acid reaction"
PrepTutorEJDIC
- 酸性の / 酸味のある,すっぱい(sour) / (言葉・態度などが)厳しい,しんらつな / 酸 / すっぱいもの / 《俗》=LSD
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2016/02/17 22:29:33」(JST)
[Wiki en表示]
Aurintricarboxylic acid[1]
|
|
Names |
IUPAC name
5,5'-((3-Carboxy-4-oxocyclohexa-2,5-dien-1-ylidene)methylene)bis(2-hydroxybenzoic acid)
|
Other names
Aluminon free acid
|
Identifiers |
CAS Number
|
4431-00-9 Y |
Abbreviations |
ATA |
ChEBI |
CHEBI:87397 Y |
ChEMBL |
ChEMBL275938 Y |
ChemSpider |
2172 Y
323088 (tautomeric form) Y |
Jmol interactive 3D |
Image
Image |
PubChem |
2259 |
InChI
-
InChI=1S/C22H14O9/c23-16-4-1-10(7-13(16)20(26)27)19(11-2-5-17(24)14(8-11)21(28)29)12-3-6-18(25)15(9-12)22(30)31/h1-9,23-24H,(H,26,27)(H,28,29)(H,30,31) Y
Key: GIXWDMTZECRIJT-UHFFFAOYSA-N Y
-
InChI=1/C22H14O9/c23-16-4-1-10(7-13(16)20(26)27)19(11-2-5-17(24)14(8-11)21(28)29)12-3-6-18(25)15(9-12)22(30)31/h1-9,23-24H,(H,26,27)(H,28,29)(H,30,31)
Key: GIXWDMTZECRIJT-UHFFFAOYAI
|
SMILES
-
C1=CC(=C(C=C1C(=C2C=CC(=O)C(=C2)C(=O)O)C3=CC(=C(C=C3)O)C(=O)O)C(=O)O)O
-
O=C(O)\C1=C\C(\C=C/C1=O)=C(/c2ccc(O)c(C(=O)O)c2)c3ccc(O)c(C(=O)O)c3
|
Properties |
Chemical formula
|
C22H14O9 |
Molar mass |
422.35 g·mol−1 |
Appearance |
Dark red to brown powder |
Melting point |
300 °C (572 °F; 573 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|
Y verify (what is YN ?) |
Infobox references |
|
|
Aurintricarboxylic acid (ATA) is a chemical compound that readily polymerizes in aqueous solution, forming a stable free radical that inhibits protein-nucleic acid interactions. It is a potent inhibitor of ribonuclease and topoisomerase II by preventing the binding of the nucleic acid to the enzyme. It stimulates tyrosine phosphorylation processes including the Jak2/STAT5 pathway in NB2 lymphoma cells, ErbB4 in neuroblastoma cells, and MAP kinases, Shc proteins, phosphatidylinositide 3-kinase and phospholipase Cγ in PC12 cells. It also inhibits apoptosis. It prevents down-regulation of Ca2+-impermeable GluR2 receptors and inhibits calpain, a Ca2+-activated protease that is activated during apoptosis.[1]
It is used to inhibit protein biosynthesis in its initial stages. Nominally, it is used in biological experiments as a protein inhibitor, and as an ammonium salt (known as aluminon) it is used as a reagent to estimate the aluminium in water, biological tissue, and foods.[2]
It was found that ATA is a strong inhibitor of topoisomerases and other nucleases. It might be useful for increasing efficiency of RNA isolation.[3]
It has been discovered that using aurintricarboxylic acid against influenza-A post-infection has a strong protective effect by inhibiting the virus' ability to reproduce. In cultured canine kidney cells, it was found to reduce viral reproduction and infection when applied post-infection, but not when used as a 'vaccine'.[4] It has also been shown to block the binding of the HIV coat molecule gp120 to the CD4 co-receptor on T cells through which it invades.[citation needed]
Preparation
Aurintricarboxylic acid can be prepared by the condensation of formaldehyde with salicylic acid in the presence of nitrite-containing sulfuric acid.[5]
References
- ^ a b "Aurintricarboxylic acid". Sigma-Aldrich.
- ^ "Aurintricarboxylic Acid". Reference.MD.
- ^ Skidmore, A. F.; Beebee, T. J. (October 1989). "Characterization and use of the potent ribonuclease inhibitor aurintricarboxylic acid for the isolation of RNA from animal tissues". The Biochemical Journal 263 (1): 73–80. PMC 1133392. PMID 2481441.
- ^ Hashem, A. M.; Flaman, A. S.; Farnsworth, A.; Brown, E. G.; van Domselaar, G.; He, R.; Li, X. (2009). "Aurintricarboxylic Acid is a Potent Inhibitor of Influenza A and B Virus Neuraminidases". PLoS ONE 4 (12): e8350. doi:10.1371/journal.pone.0008350. PMC 2792043. PMID 20020057.
- ^ Arthur I. Vogel. Practical Organic Chemistry Including Qualitative Organic Analysis.
UpToDate Contents
全文を閲覧するには購読必要です。 To read the full text you will need to subscribe.
English Journal
- Etoposide increases equilibrative nucleoside transporter 1 activity and fluorothymidine uptake: Screening of 60 cytotoxic agents.
- Lee EJ, Lee SJ.SourceInstitute for Innovative Cancer Research, Asan Institute for Life Sciences, Asan Medical Center, Seoul 138-736, Republic of Korea.
- Oncology reports.Oncol Rep.2013 Feb;29(2):763-70. doi: 10.3892/or.2012.2172. Epub 2012 Dec 10.
- Equilibrative nucleoside transporter 1 (ENT1) is a major regulator for the uptake of [18F]fluorothymidine ([18F]FLT), a promising positron emission tomography tracer for treatment monitoring. Various antimetabolites such as 5-fluorouracil often increase ENT1 acti
- PMID 23232555
- Aurintricarboxylic Acid Ameliorates Experimental Autoimmune Encephalomyelitis by Blocking Chemokine-Mediated Pathogenic Cell Migration and Infiltration.
- Zhang F, Wei W, Chai H, Xie X.SourceCAS Key Laboratory of Receptor Research, National Center for Drug Screening, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China.
- Journal of immunology (Baltimore, Md. : 1950).J Immunol.2012 Dec 24. [Epub ahead of print]
- Multiple sclerosis and its animal model, experimental autoimmune encephalomyelitis (EAE), are autoimmune diseases characterized by the immune-mediated demyelination and neurodegeneration of the CNS. Overactivation of CD4(+) T cells, especially the Th1 and Th17 subpopulations, is thought to be the di
- PMID 23267022
- Application of aurintricarboxylic acid for the adherence of mouse P19 neurons and primary hippocampal neurons to noncoated surface in serum-free culture.
- Lee TY, Chen WS, Huang YA, Liu TW, Hwang E, Tseng CP.SourceDept. of Biological Science and Technology, National Chiao Tung University, Hsinchu, 30068, Taiwan.
- Biotechnology progress.Biotechnol Prog.2012 Nov-Dec;28(6):1566-74. doi: 10.1002/btpr.1638. Epub 2012 Oct 23.
- Dissociated primary neuron culture has been the most widely used model systems for neuroscience research. Most of these primary neurons are cultured on adhesion matrix-coated surface to provide a proper environment for cell anchorage under serum-free conditions. In this study, we provide an alternat
- PMID 23011767
Japanese Journal
- Selection of an Effective Red-Pigment Producing Monascus pilosus by Efficient Transformation with Aurintricarboxylic Acid
- Chen Yi-Pei,Chen I-Ching,Hwang Ing-Er [他],YUAN Gwo-Fang,LIAW Li-Ling,TSENG Ching-Ping
- Bioscience, biotechnology, and biochemistry 72(11), 3021-3024, 2008-11-23
- … was genetically transformed with a reporter plasmid, pMS-1.5hp, by aurintricarboxylic acid (ATA) treatment to obtain an efficient red-pigment producing mutant. …
- NAID 10027534353
- Repeated Addition of Insulin for Dynamic Control of Apoptosis in Serum-Free Culture of Chinese Hamster Ovary Cells (ANIMAL BIOTECHNOLOGY)
- Yun Zhanyou,Takagi Mutsumi,Yoshida Toshiomi [他]
- Journal of bioscience and bioengineering 96(1), 59-64, 2003-07-25
- … Repeated addition of insulin, together with an initial addition of the reduced form of glutathione (GSH) and a chelator, aurintricarboxylic acid (ATA), was proposed as a strategy for the dynamic control of apoptosis in serum-free culture of Chinese hamster ovary (CHO) cells. …
- NAID 110002665152
- Diethyldithiocarbamate-Induced Cytotoxicity and Apoptosis in Leukemia Cell Lines
- Kanno Syu-ichi,Matsukawa Emi,Miura Ai [他],SHOUJI Ai,ASOU Keiko,ISHIKAWA Masaaki
- Biological & pharmaceutical bulletin 26(7), 964-968, 2003-07-01
- … N-Acetylcysteine (NAC: 1 mM), a vanguard substance of GSH, and aurintricarboxylic acid (ATA: 100μM), an endonuclease inhibitor, ameliorated DDTC-induced cytotoxicity and apoptosis. …
- NAID 110003608555
Related Links
- Sigma-Aldrich offers Sigma-A1895, Aurintricarboxylic acid for your research needs. Find product specific information including CAS, MSDS, protocols and references. ... Biochem/physiol Actions Readily polymerizes in ...
- forum Join the Word of the Day Mailing List For webmasters TheFreeDictionary Google Bing? Word / Article Starts with Ends with Text ... au·rin·tri·car·box·yl·ic ac·id (aw'rin-trī'kar-boks-il'ik as'id), A chelating agent with a special ...
★リンクテーブル★
[★]
- 英
- aurintricarboxylic acid
- 関
- アルミノン
[★]
アルミノン
- 関
- aurintricarboxylic acid