- 英
- 1,2-bis(2-aminophenoxy)-ethane-N,N,N',N'-tetraacetic acid
- 同
- 1,2-ビス(2-アミノフェノキシ)エタン-N,N,N',N'-四酢酸
- 関
- ビス2アミノフェニルエチレングリコール四酢酸。GEDTA(EGTA)
参考
- http://dominoweb.dojindo.co.jp/goodsr7.nsf/codelist/B019?OpenDocument
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2015/10/31 20:47:52」(JST)
[Wiki ja表示]
BAPTA |
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IUPAC名
1,2-bis(o-aminophenoxy)ethane- N,N,N',N'-tetraacetic acid
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識別情報 |
CAS登録番号 |
85233-19-8 |
PubChem |
104751 |
ChemSpider |
94562 |
ChEBI |
CHEBI:60888 |
- O=C(O)CN(c2ccccc2OCCOc1ccccc1N(CC(=O)O)CC(=O)O)CC(=O)O
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- InChI=1S/C22H24N2O10/c25-19(26)11-23(12-20(27)28)15-5-1-3-7-17(15)33-9-10-34-18-8-4-2-6-16(18)24(13-21(29)30)14-22(31)32/h1-8H,9-14H2,(H,25,26)(H,27,28)(H,29,30)(H,31,32)
Key: FTEDXVNDVHYDQW-UHFFFAOYSA-N
InChI=1/C22H24N2O10/c25-19(26)11-23(12-20(27)28)15-5-1-3-7-17(15)33-9-10-34-18-8-4-2-6-16(18)24(13-21(29)30)14-22(31)32/h1-8H,9-14H2,(H,25,26)(H,27,28)(H,29,30)(H,31,32)
Key: FTEDXVNDVHYDQW-UHFFFAOYAD
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特性 |
化学式 |
C22H24N2O10 |
モル質量 |
476.433 |
密度 |
1.494 g/cm3 |
融点 |
177–179 °C
|
特記なき場合、データは常温 (25 °C)・常圧 (100 kPa) におけるものである。 |
BAPTA(1,2-ビス(o-アミノフェノキシド)エタン-N,N,N',N'-テトラ酢酸)は、カルシウムとのみイオンを作るアミノポリカルボン酸(英語版)である。官能基が4つあるカルボン酸であるため、カルシウムイオンを2つ結合させることができる。カルボキシル化の際の配位子として汎用性が高いため、カルシウムや他の金属との配位結合のために重要である。
なおBAPTAは一定量が解離していくことが報告されており、その量は0.2μmolである[1]。カルシウムとの反応速度は500μmol/秒である[1]。
脚注
- ^ a b Ricci AJ, Wu YC, Fettiplace R (15 October 1998). "The endogenous calcium buffer and the time course of transducer adaptation in auditory hair cells.". The Journal of Neuroscience 18 (20): 8261–77. PMID 9763471.
関連項目
- エチレンジアミン四酢酸
- グリコールエーテルジアミン四酢酸
- Fura-2(英語版)
[Wiki en表示]
BAPTA
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Names |
IUPAC name
1,2-bis(o-aminophenoxy)ethane- N,N,N',N'-tetraacetic acid
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Identifiers |
CAS Registry Number
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85233-19-8 N |
ChEBI |
CHEBI:60888 Y |
ChemSpider |
94562 Y |
InChI
-
InChI=1S/C22H24N2O10/c25-19(26)11-23(12-20(27)28)15-5-1-3-7-17(15)33-9-10-34-18-8-4-2-6-16(18)24(13-21(29)30)14-22(31)32/h1-8H,9-14H2,(H,25,26)(H,27,28)(H,29,30)(H,31,32) Y
Key: FTEDXVNDVHYDQW-UHFFFAOYSA-N Y
-
InChI=1/C22H24N2O10/c25-19(26)11-23(12-20(27)28)15-5-1-3-7-17(15)33-9-10-34-18-8-4-2-6-16(18)24(13-21(29)30)14-22(31)32/h1-8H,9-14H2,(H,25,26)(H,27,28)(H,29,30)(H,31,32)
Key: FTEDXVNDVHYDQW-UHFFFAOYAD
|
Jmol-3D images |
Image |
PubChem |
104751 |
SMILES
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O=C(O)CN(c2ccccc2OCCOc1ccccc1N(CC(=O)O)CC(=O)O)CC(=O)O
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Properties |
Chemical formula
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C22H24N2O10 |
Molar mass |
476.433 |
Density |
1.494 g/cm3 |
Melting point |
177 to 179 °C (351 to 354 °F; 450 to 452 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|
N verify (what is: Y/N?) |
Infobox references |
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BAPTA (1,2-bis(o-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid) is a calcium-specific aminopolycarboxylic acid. The presence of four carboxylic acid functional groups makes possible the binding of two calcium ions. The extensive flexibility of the carboxylate ligands is critical to the coordination of calcium and other metal ions.
There is a range of reported values for the dissociation constant of BAPTA, though 0.2 µM appears consistently.[1] The rate constant for calcium binding is 500 µM−1 s−1.[1]
See also
References
- ^ a b Ricci AJ, Wu YC, Fettiplace R (15 October 1998). "The endogenous calcium buffer and the time course of transducer adaptation in auditory hair cells.". The Journal of Neuroscience 18 (20): 8261–77. PMID 9763471.
Chelating agents / chelation therapy (V03AC, others)
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Copper |
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Iron |
- Deferasirox
- Deferiprone
- Deferoxamine#
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Lead |
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Thallium |
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Other |
- ALA
- BAPTA
- DMPS
- DMSA
- DTPA
- EGTA
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Index of toxicology
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Description |
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Disease |
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Treatment |
- Antidotes
- Chelating agents
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- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
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English Journal
- Orexin facilitates GABAergic IPSCs via postsynaptic OX receptors coupling to the intracellular PKC signalling cascade in the rat cerebral cortex.
- Usui M, Kaneko K, Oi Y, Kobayashi M.
- Neuropharmacology. 2019 May;149()97-112.
- Orexin has multiple physiological functions including wakefulness, appetite, nicotine intake, and nociception. The cerebral cortex receives abundant orexinergic projections and expresses both orexinergic receptor 1 (OXR) and 2 (OXR). However, little is known about orexinergic regulation of GABA-medi
- PMID 30763655
- PKA- and Ca-dependent p38 MAPK/CREB activation protects against manganese-mediated neuronal apoptosis.
- Zhu G, Liu Y, Zhi Y, Jin Y, Li J, Shi W, Liu Y, Han Y, Yu S, Jiang J, Zhao X.
- Toxicology letters. 2019 Apr;().
- Although manganese (Mn) is an essential trace element, its excessive consumption may lead to neuronal death and neurodegenerative disorders. Human cells launch adaptive responses to attenuate Mn-induced neurotoxicity. However, the regulation of the responsive proteins and their function during Mn-st
- PMID 30951808
- Effect of Selective Serotonin (5-HT) Receptor Agonist BW723C86 on Epidermal Growth Factor/Transforming Growth Factor-α Receptor Tyrosine Kinase and Ribosomal p70 S6 Kinase Activities in Primary Cultures of Adult Rat Hepatocytes.
- Naito K, Kurihara K, Moteki H, Kimura M, Natsume H, Ogihara M.
- Biological & pharmaceutical bulletin. 2019 Apr;42(4)631-637.
- Serotonin (5-hydroxytryptamine; 5-HT) can induce hepatocyte DNA synthesis and proliferation by autocrine secretion of transforming growth factor (TGF)-α through 5-HT receptor/phospholipase C (PLC)/Ca and a signaling pathway involving epidermal growth factor (EGF)/TGF-α receptor tyrosine kinase (RT
- PMID 30713268
Japanese Journal
- Activation of mitochondrial transient receptor potential vanilloid 1 channel contributes to microglial migration.
- Alpha-lipoic acid protects against cadmium-induced hepatotoxicity via calcium signalling and gap junctional intercellular communication in rat hepatocytes
- Stereoisomer-Specific Anticancer Activities of Ginsenoside Rg3 and Rh2 in HepG2 Cells: Disparity in Cytotoxicity and Autophagy-Inducing Effects Due to 20(<i>S</i>)-Epimers
Related Links
- Tsienらは脂肪族アミンに代えて芳香族アミンを用いたキレート剤、BAPTAを合成し、この要求を実現した。下に GEDTAとBAPTAの各定数値の比較を示し、種々のCa 2+ 錯体の条件定数とpHの関係を図に示した。BAPTAは中性付近でも ...
- 50 mmol/l DMSO溶液。BAPTA-AMはBAPTAのカルボキシル基をすべてアセトキシメチルエステル化したもので、細胞内に容易に取込ませることができる。細胞内エステラーゼによりエステルは分解され、本体のBAPTAとしての機能を細胞内で ...
★リンクテーブル★
[★]
1,2-ビス(2-アミノフェノキシ)エタン-N,N,N',N'-四酢酸 1,2-bis(2-aminophenoxy)-ethane-N,N,N',N'-tetraacetic acid BAPTA
[★]
BAPTA。1,2-ビス(2-アミノフェノキシ)エタン-N,N,N',N'-四酢酸