Fura-2-acetoxymethyl ester

Fura-2-acetoxymethyl ester
Names

IUPAC name Acetoxymethyl 2-[5-[bis[(acetoxymethoxy-oxo- methyl)methyl]amino]-4-[2-[2-[bis[(acetoxymethoxy-oxo- methyl)methyl]amino]-5-methyl-phenoxy]ethoxy]benzofuran- 2-yl]oxazole-5-carboxylate
Other names Fura-2AM
Identifiers
CAS Number	108964-32-5^Y
3D model (JSmol)	Interactive image
ChemSpider	2610364^Y
PubChem CID	3364574
InChI InChI=1S/C44H47N3O24/c1-25-7-8-32(46(16-39(53)65-20-60-26(2)48)17-40(54)66-21-61-27(3)49)35(11-25)58-9-10-59-36-12-31-13-37(43-45-15-38(71-43)44(57)69-24-64-30(6)52)70-34(31)14-33(36)47(18-41(55)67-22-62-28(4)50)19-42(56)68-23-63-29(5)51/h7-8,11-15H,9-10,16-24H2,1-6H3^Y Key: VPSRLGDRGCKUTK-UHFFFAOYSA-N^Y InChI=1/C44H47N3O24/c1-25-7-8-32(46(16-39(53)65-20-60-26(2)48)17-40(54)66-21-61-27(3)49)35(11-25)58-9-10-59-36-12-31-13-37(43-45-15-38(71-43)44(57)69-24-64-30(6)52)70-34(31)14-33(36)47(18-41(55)67-22-62-28(4)50)19-42(56)68-23-63-29(5)51/h7-8,11-15H,9-10,16-24H2,1-6H3 Key: VPSRLGDRGCKUTK-UHFFFAOYAI
SMILES O=C(OCOC(=O)CN(c4ccc(cc4OCCOc3cc1c(oc(c1)c2ncc(o2)C(=O)OCOC(=O)C)cc3N(CC(=O)OCOC(=O)C)CC(=O)OCOC(=O)C)C)CC(=O)OCOC(=O)C)C
Properties
Chemical formula	C₄₄H₄₇N₃O₂₄
Molar mass	1001.85
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

Fura-2-acetoxymethyl ester, often abbreviated Fura-2AM, is a membrane-permeable derivative of the ratiometric calcium indicator Fura-2 used in biochemistry to measure cellular calcium concentrations by fluorescence. When added to cells, Fura-2AM crosses cell membranes and once inside the cell, the acetoxymethyl groups are removed by cellular esterases. Removal of the acetoxymethyl esters regenerates "Fura-2", the pentacarboxylate calcium indicator. Measurement of Ca²⁺-induced fluorescence at both 340 nm and 380 nm allows for calculation of calcium concentrations based 340/380 ratios. The use of the ratio automatically cancels out certain variables such as local differences in fura-2 concentration or cell thickness that would otherwise lead to artifacts when attempting to image calcium concentrations in cells.

References

This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.