Knowledge (XXG)

Pacific Blue (dye)

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211: 24: 338: 414:. Derivatives of Pacific Blue have been used to study small molecule-protein interactions using fluorescence resonance energy transfer (FRET). Pacific Blue has also been used to study interactions of the anticancer drug paclitaxel (Taxol) with tubulin in living cells. Reactive forms in use include Pacific Blue succinimidyl 393:
Pacific Blue is a member of the group of Pacific dyes, which includes Pacific Orange, Pacific Green, and Pacific Blue. These fluorescent dyes all have an absorption maximum between 400 and 410 nm, but with different emission spectra: this allows simultaneous excitation with one laser, producing
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In flow cytometry Pacific Blue (as well as other Pacific dyes) absorbs near 405 nm, disallowing simultaneous use with other fluorophores which share similar excitation and/or emission spectra, such as Brilliant Violet 421 (BV421) or V450.
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maximum is at 452 nm. In contrast to the less acidic 7-hydroxy-3-carboxycoumarin (pKa=7.0), the high acidity of the phenol of Pacific Blue (pKa=3.7) causes its fluorescence to remain very high at neutral pH.
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emission at maxima of 551nm, 500 nm and 455 nm, respectively (note: absorption and emission maxima may vary depending on the manufacturer).
570:"Synthesis of a Fluorescent Analogue of Paclitaxel that Selectively Binds Microtubules and Sensitively Detects Efflux by P-Glycoprotein" 491: 92: 225: 358: 521:"Quantification of Small Molecule–Protein Interactions using FRET between Tryptophan and the Pacific Blue Fluorophore" 189: 439:
Lee, Wei-Chuan (1998). "Synthesis of Novel Fluorinated Coumarins: Excellent UV-Light Excitable Fluorescent Dyes".
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or targeted staining in general, reactive forms of Pacific Blue are used to label targeting
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InChI=1S/C10H4F2O5/c11-5-2-3-1-4(9(14)15)10(16)17-8(3)6(12)7(5)13/h1-2,13H,(H,14,15)
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Except where otherwise noted, data are given for materials in their
373:, or systematically 3-carboxy-6,8-difluoro-7-hydroxycoumarin, is a 415: 103: 91: 81: 194: 346: 475:"Absorption and Emission Spectra — Pacific Blue™" 176: 67: 8: 441:Bioorganic & Medicinal Chemistry Letters 209: 151: 15: 593: 544: 574:Angewandte Chemie International Edition 431: 262: 230: 205: 486: 484: 244:Key: VYNDHICBIRRPFP-UHFFFAOYSA-N 234:Key: DLBFLQKQABVKGT-UHFFFAOYSA-L 131: 111: 7: 167: 385:maximum lies at 401 nm, while its 14: 336: 298: 292: 22: 332:(at 25 °C , 100 kPa). 265:OC(=O)c1cc2cc(F)c(O)c(F)c2oc1=O 45:-1-benzopyran-3-carboxylic acid 506:"Violet Proliferation Dye 450" 304: 286: 41:6,8-Difluoro-7-hydroxy-2-oxo-2 1: 453:10.1016/s0960-894x(98)00578-2 650: 494:. ThermoFisher Scientific. 326: 273: 253: 221: 51: 35: 30: 21: 537:10.1021/acsomega.6b00356 586:10.1002/anie.201703298 568:Lee, Molly M. (2017). 519:Lee, Molly M. (2016). 418:and Pacific Blue C5- 408:immunohistochemistry 37:Preferred IUPAC name 322: g·mol 18: 492:"Pacific Blue dye" 359:Infobox references 16: 508:. BD Biosciences. 477:. BD Biosciences. 367:Chemical compound 365: 364: 190:CompTox Dashboard 93:Interactive image 641: 608: 607: 597: 580:(1): 6927–6931. 565: 559: 558: 548: 531:(1): 1266–1276. 516: 510: 509: 502: 496: 495: 488: 479: 478: 471: 465: 464: 447:(1): 3107–3110. 436: 406:For purposes of 349: 343: 340: 339: 321: 306: 300: 294: 288: 281:Chemical formula 214: 213: 198: 196: 180: 169: 155: 135: 115: 95: 71: 26: 19: 649: 648: 644: 643: 642: 640: 639: 638: 614: 613: 612: 611: 567: 566: 562: 518: 517: 513: 504: 503: 499: 490: 489: 482: 473: 472: 468: 438: 437: 433: 428: 404: 368: 361: 356: 355: 354:  ?) 345: 341: 337: 333: 319: 309: 303: 297: 291: 283: 269: 266: 261: 260: 249: 246: 245: 242: 236: 235: 229: 228: 217: 207:DTXSID901337443 199: 192: 183: 170: 158: 138: 118: 98: 85: 74: 61: 47: 46: 12: 11: 5: 647: 645: 637: 636: 631: 626: 616: 615: 610: 609: 560: 511: 497: 480: 466: 430: 429: 427: 424: 403: 400: 366: 363: 362: 357: 335: 334: 330:standard state 327: 324: 323: 317: 311: 310: 307: 301: 295: 289: 284: 279: 276: 275: 271: 270: 268: 267: 264: 256: 255: 254: 251: 250: 248: 247: 243: 240: 239: 237: 233: 232: 224: 223: 222: 219: 218: 216: 215: 202: 200: 188: 185: 184: 182: 181: 173: 171: 163: 160: 159: 157: 156: 148: 146: 140: 139: 137: 136: 128: 126: 120: 119: 117: 116: 108: 106: 100: 99: 97: 96: 88: 86: 79: 76: 75: 73: 72: 64: 62: 57: 54: 53: 49: 48: 40: 39: 33: 32: 28: 27: 13: 10: 9: 6: 4: 3: 2: 646: 635: 632: 630: 629:Fluorone dyes 627: 625: 624:Staining dyes 622: 621: 619: 605: 601: 596: 591: 587: 583: 579: 575: 571: 564: 561: 556: 552: 547: 542: 538: 534: 530: 526: 522: 515: 512: 507: 501: 498: 493: 487: 485: 481: 476: 470: 467: 462: 458: 454: 450: 446: 442: 435: 432: 425: 423: 421: 417: 413: 409: 401: 399: 395: 391: 388: 384: 380: 376: 372: 360: 353: 348: 331: 325: 318: 316: 313: 312: 285: 282: 278: 277: 272: 263: 259: 252: 238: 231: 227: 220: 212: 208: 204: 203: 201: 191: 187: 186: 179: 175: 174: 172: 166: 162: 161: 154: 150: 149: 147: 145: 142: 141: 134: 130: 129: 127: 125: 122: 121: 114: 110: 109: 107: 105: 102: 101: 94: 90: 89: 87: 83: 78: 77: 70: 66: 65: 63: 60: 56: 55: 50: 44: 38: 34: 29: 25: 20: 17:Pacific Blue 577: 573: 563: 528: 524: 514: 500: 469: 444: 440: 434: 405: 396: 392: 379:cell biology 371:Pacific Blue 370: 369: 133:ChEMBL104101 52:Identifiers 42: 375:fluorophore 274:Properties 113:CHEBI:63236 69:215868-31-8 618:Categories 426:References 412:antibodies 383:excitation 315:Molar mass 144:ChemSpider 80:3D model ( 59:CAS Number 634:Coumarins 525:ACS Omega 420:Maleimide 604:28485901 555:28058293 387:emission 377:used in 178:18942321 153:13906206 595:5679005 546:5204206 461:9873685 352:what is 350: ( 320:242.134 165:PubChem 602:  592:  553:  543:  459:  381:. Its 347:verify 344:  258:SMILES 124:ChEMBL 31:Names 416:ester 402:Usage 226:InChI 104:ChEBI 82:JSmol 600:PMID 551:PMID 457:PMID 590:PMC 582:doi 541:PMC 533:doi 449:doi 195:EPA 168:CID 620:: 598:. 588:. 578:56 576:. 572:. 549:. 539:. 527:. 523:. 483:^ 455:. 443:. 422:. 290:10 606:. 584:: 557:. 535:: 529:6 463:. 451:: 445:8 342:N 308:5 305:O 302:2 299:F 296:4 293:H 287:C 197:) 193:( 84:) 43:H

Index


Preferred IUPAC name
CAS Number
215868-31-8
JSmol
Interactive image
ChEBI
CHEBI:63236
ChEMBL
ChEMBL104101
ChemSpider
13906206
PubChem
18942321
CompTox Dashboard
DTXSID901337443
Edit this at Wikidata
InChI
SMILES
Chemical formula
Molar mass
standard state
verify
what is
Infobox references
fluorophore
cell biology
excitation
emission
immunohistochemistry

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