Knowledge (XXG)

Fura-2-acetoxymethyl ester

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357:. 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 Ca-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. 186: 426: 306: 35: 107: 209:
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
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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
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Oakes, S. G; Martin Wj, 2nd; Lisek, C. A; Powis, G (1988). "Incomplete hydrolysis of the calcium indicator precursor fura-2 pentaacetoxymethyl ester (fura-2 AM) by cells".
409: 511: 235: 467: 52:(Acetyloxy)methyl 2-(5-{2-ethoxy}-6-(2,6,10,14-tetraoxo-3,5,11,13-tetraoxa-8-azapentadecan-8-yl)-1-benzofuran-2-yl)-1,3-oxazole-5-carboxylate 200: 491: 486: 326: 243:
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
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Except where otherwise noted, data are given for materials in their
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used in biochemistry to measure cellular calcium concentrations by
106: 96: 169: 441: 345:, is a membrane-permeant derivative of the ratiometric 314: 151: 82: 461: 8: 408:: CS1 maint: numeric names: authors list ( 468: 454: 184: 126: 26: 366: 240: 205: 180: 401: 512:Benzofuran ethers at the benzene ring 212:Key: VPSRLGDRGCKUTK-UHFFFAOYSA-N 7: 422: 420: 222:Key: VPSRLGDRGCKUTK-UHFFFAOYAI 142: 440:. You can help Knowledge (XXG) by 25: 424: 304: 33: 300:(at 25 °C , 100 kPa). 1: 388:10.1016/0003-2697(88)90267-9 28:Fura-2-acetoxymethyl ester 553: 419: 339:Fura-2-acetoxymethyl ester 294: 251: 231: 196: 66: 58: 46: 41: 32: 376:Analytical Biochemistry 492:Cell culture reagents 290:1001.85 487:Biochemistry methods 341:, often abbreviated 48:Preferred IUPAC name 29: 537:Biochemistry stubs 327:Infobox references 27: 449: 448: 335:Chemical compound 333: 332: 165:CompTox Dashboard 108:Interactive image 16:(Redirected from 544: 502:Fluorescent dyes 470: 463: 456: 428: 421: 414: 413: 407: 399: 371: 317: 311: 308: 307: 259:Chemical formula 189: 188: 173: 171: 155: 144: 130: 110: 86: 37: 30: 21: 552: 551: 547: 546: 545: 543: 542: 541: 477: 476: 475: 474: 418: 417: 400: 373: 372: 368: 363: 336: 329: 324: 323: 322:  ?) 313: 309: 305: 301: 279: 275: 271: 267: 261: 247: 244: 239: 238: 227: 224: 223: 220: 214: 213: 210: 204: 203: 192: 174: 167: 158: 145: 133: 113: 100: 89: 76: 62: 54: 53: 23: 22: 15: 12: 11: 5: 550: 548: 540: 539: 534: 529: 524: 519: 517:Acetate esters 514: 509: 504: 499: 494: 489: 479: 478: 473: 472: 465: 458: 450: 447: 446: 429: 416: 415: 365: 364: 362: 359: 334: 331: 330: 325: 303: 302: 298:standard state 295: 292: 291: 288: 282: 281: 277: 273: 269: 265: 262: 257: 254: 253: 249: 248: 246: 245: 242: 234: 233: 232: 229: 228: 226: 225: 221: 218: 217: 215: 211: 208: 207: 199: 198: 197: 194: 193: 191: 190: 182:DTXSID50148784 177: 175: 163: 160: 159: 157: 156: 148: 146: 138: 135: 134: 132: 131: 123: 121: 115: 114: 112: 111: 103: 101: 94: 91: 90: 88: 87: 79: 77: 72: 69: 68: 64: 63: 60: 56: 55: 51: 50: 44: 43: 39: 38: 24: 14: 13: 10: 9: 6: 4: 3: 2: 549: 538: 535: 533: 530: 528: 527:Glycol ethers 525: 523: 520: 518: 515: 513: 510: 508: 505: 503: 500: 498: 495: 493: 490: 488: 485: 484: 482: 471: 466: 464: 459: 457: 452: 451: 445: 443: 439: 436:article is a 435: 430: 427: 423: 411: 405: 397: 393: 389: 385: 382:(1): 159–66. 381: 377: 370: 367: 360: 358: 356: 352: 348: 344: 340: 328: 321: 316: 299: 293: 289: 287: 284: 283: 263: 260: 256: 255: 250: 241: 237: 230: 216: 206: 202: 195: 187: 183: 179: 178: 176: 166: 162: 161: 154: 150: 149: 147: 141: 137: 136: 129: 125: 124: 122: 120: 117: 116: 109: 105: 104: 102: 98: 93: 92: 85: 81: 80: 78: 75: 71: 70: 65: 57: 49: 45: 40: 36: 31: 19: 497:Cell imaging 442:expanding it 434:biochemistry 431: 404:cite journal 379: 375: 369: 355:fluorescence 342: 338: 337: 67:Identifiers 59:Other names 252:Properties 84:108964-32-5 481:Categories 361:References 349:indicator 286:Molar mass 119:ChemSpider 95:3D model ( 74:CAS Number 532:Anilines 507:Oxazoles 343:Fura-2AM 61:Fura-2AM 18:Fura-2AM 522:Formals 396:3369679 347:calcium 320:what is 318: ( 280: 153:3364574 140:PubChem 128:2610364 394:  351:Fura-2 315:verify 312:  236:SMILES 42:Names 432:This 201:InChI 97:JSmol 438:stub 410:link 392:PMID 384:doi 380:169 170:EPA 143:CID 483:: 406:}} 402:{{ 390:. 378:. 278:24 270:47 266:44 469:e 462:t 455:v 444:. 412:) 398:. 386:: 310:Y 276:O 274:3 272:N 268:H 264:C 172:) 168:( 99:) 20:)

Index

Fura-2AM

Preferred IUPAC name
CAS Number
108964-32-5
JSmol
Interactive image
ChemSpider
2610364
PubChem
3364574
CompTox Dashboard
DTXSID50148784
Edit this at Wikidata
InChI
SMILES
Chemical formula
Molar mass
standard state
verify
what is
Infobox references
calcium
Fura-2
fluorescence
doi
10.1016/0003-2697(88)90267-9
PMID
3369679
cite journal

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