73630-07-6

Basic information

• Product Name: BAPTA TETRAETHYL ESTER
• Synonyms: BAPTA TETRAETHYL ESTER;BAPTA TETRAETHYL ESTER, 98+%;1,2-bis(2-aminophenoxy)ethane-n,n,n',n'-tetraacetic acid tetraethyl ester;N,N'-[1,2-Ethanediylbis(oxy-2,1-phenylene)]bis[N-(2-ethoxy-2-oxoethyl)glycine diethyl ester;NSC 368732;Tetraethyl 2,2',2'',2'''-(((ethane-1,2-diylbis(oxy))bis(2,1-phenylene))bis(azanetriyl))tetraacetate;NSC 368732 N,N'-[1,2-Ethanediylbis(oxy-2,1-phenylene)]bis[N-(2-ethoxy-2-oxoethyl)glycine diethyl ester
• CAS NO: 73630-07-6
• Molecular Formula: C₃₀H₄₀N₂O₁₀
• Molecular Weight: 588.65
• Mol File: 73630-07-6.mol
• Article Data: 7

Chemical Properties

• Melting Point: 98-100°C
• Boiling Point: 657.4°Cat760mmHg
• Flash Point: 351.4°C
• Appearance: /
• Density: 1.21g/cm³
• Vapor Pressure: 3.69E-17mmHg at 25°C
• Refractive Index: 1.55
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: BAPTA TETRAETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: BAPTA TETRAETHYL ESTER(73630-07-6)
• EPA Substance Registry System: BAPTA TETRAETHYL ESTER(73630-07-6)

Safety Data

• Statements: 20/21/22-36/37/38
• Safety Statements: 22-36/37/39
• Hazardous Substances Data: 73630-07-6(Hazardous Substances Data)

Usage

General Description

BAPTA tetraethyl ester is a cell-permeant derivative of BAPTA, a highly selective and high affinity chelator for divalent cations such as calcium and magnesium. It is commonly used in cell biology and neuroscience research to specifically and rapidly chelate intracellular calcium, thereby preventing its binding to target proteins and effectively blocking calcium-dependent intracellular signaling events. BAPTA tetraethyl ester has also been shown to be a useful tool in studying the role of calcium in various cellular processes, including neurotransmission, muscle contraction, and cell proliferation. Additionally, it has been utilized in the development of calcium-sensitive fluorescent indicators for imaging intracellular calcium dynamics.

InChI:InChI=1/C30H40N2O10/c1-5-37-27(33)19-31(20-28(34)38-6-2)23-13-9-11-15-25(23)41-17-18-42-26-16-12-10-14-24(26)32(21-29(35)39-7-3)22-30(36)40-8-4/h9-16H,5-8,17-22H2,1-4H3

Upstream product

• 51661-19-9 1,2-bis(2-nitrophenoxy)ethane 
• 824-39-5 sodium o-nitrophenate 
• 88-75-5 2-hydroxynitrobenzene 
• 52411-34-4 1,2-Bis(2-aminophenoxy)ethane 
• 105-36-2 ethyl bromoacetate 

Downstream Products

• 475578-64-4 5,5’-diformyl-1,2-bis(2-aminophenoxy)ethane-N,N,N',N'-tetraacetic ethyl ester 
• 1375152-57-0 C₃₈H₄₇N₃O₁₄ 
• 1375152-56-9 1,2-bis{2-amino-5-[(5-methoxy-2-nitrophenyl)hydroxymethyl]-phenoxy}ethane-N,N,N',N'-tetraacetic acid tetraethyl ester 
• 1416793-43-5 C₄₈H₅₄N₄O₁₂ 
• 122460-22-4 1,2-bis(2-aminophenoxy)ethane-N,N,N'N'-tetraacetic acid tetraethyl ester 
• 73630-12-3 C₃₀H₃₈Br₂N₂O₁₀ 
• 1416793-44-6 C₄₀H₃₈N₄O₁₂ 
• 475578-63-3 5,5'-di(benzyliminomethyl)-BAPTA-tetraethyl ester 
• 161554-98-9 2-[[2-(2-{2-[Bis-(2-hydroxy-ethyl)-amino]-phenoxy}-ethoxy)-phenyl]-(2-hydroxy-ethyl)-amino]-ethanol 

Relevant articles and documents

Long-Term Tracking and Dynamically Quantifying of Reversible Changes of Extracellular Ca2+ in Multiple Brain Regions of Freely Moving Animals

Understanding physiological and pathological processes in the brain requires tracking the reversible changes in chemical signals with long-term stability. We developed a new anti-biofouling microfiber array to real-time quantify extracellular Ca2+ concentrations together with neuron activity across many regions in the mammalian brain for 60 days, in which the signal degradation was 2+ upon ischemia-reperfusion processes. The changing sequence and rate of Ca2+ in 7 brain regions were different during the stroke. ROS scavenger could protect Ca2+ influx and neuronal activity after stroke, suggesting the significant influence of ROS on Ca2+ overload and neuron death. We demonstrated this microarray is a versatile tool for investigating brain dynamic during pathological processes and drug treatment.

A Copper Nanocluster-Based Fluorescent Probe for Real-Time Imaging and Ratiometric Biosensing of Calcium Ions in Neurons

Fluorescent calcium ion (Ca2+) sensing and imaging have become an essential technique for investigation of signaling pathways of Ca2+ and understanding the role of Ca2+ in neurodegenerative disease. Herein a copper nanocluster (CuNC)-based ratiometric fluorescent probe was developed for real-time sensing and imaging of Ca2+ in neurons, in which a specific Ca2+ ligand with two formaldehyde groups was synthesized and further conjugated with polyethylenimine (PEI) to form a new ligand molecule for the synthesis of CuNCs. Meanwhile, water-soluble Alex Fluor 660 NHS ester was immobilized onto CuNCs as a reference element. The developed ratiometric fluorescence nanoprobe demonstrated a good linearity with Ca2+ concentration in the range of 2-350 μM, and a detection limit down to 220 ± 11 nM was achieved. In addition, the response time of the present probe for Ca2+ was found to be less than 2 s with good stability and high selectivity. Taking advantage of the low cytotoxicity and good biocompatibility of the developed nanoprobe, it was discovered that the histamine-induced cytoplasmic Ca2+ increase in various parts of neurons was different. Moreover, it was found O2--induced cytoplasmic Ca2+ burst and O2--induced neuronal death possibly resulted from Ca2+ overload in the neurons.

Discrimination between hard metals with soft ligand donor atoms: An on-fluorescence probe for manganese(II)

A backwards strategy for achieving Mn2+/Ca2+ selectivity was demonstrated: Instead of optimizing binding of Mn2+, the bapta ligand (upper structure in scheme) was modified by changing O to N donors to discourage associatio