Knowledge (XXG)

SYBR Green I

Source 📝

455:
binding to double-stranded DNA. The ability of the dyes to detect DNA at low concentrations was evaluated using two new metrics, absolute fluorescence enhancement (AFE) and relativefluorescence enhancement (RFE). They were tested in qPCR experiments showing some important differences in the sensitivity and qPCR efficiency, which facilitate the DNA marker selection for analytical purposes. This study showed that Sybr Green exhibits the highest fluorescence enhancement (AFE) and provided the best characteristic for PCR methods. The second best was TOPhBu, which is close in values to Sybr Green.
391: 179: 685: 407: 27: 309: 454:
A comprehensive Study of Thiazole-Orange-Based DNA Dyes were published, involving SYBR Safe, SYBR Green, PicoGreen, SYTO-16, SYTO-9 and a new derivative TOPhBu. Here, the synthesis of these compounds are published and characterised spectro-scopically to quantify their fluorescence enhancement upon
703:
Singer VL; Lawlor TE; Yue S (February 1999). "Comparison of SYBR Green I nucleic acid gel stain mutagenicity and ethidium bromide mutagenicity in the Salmonella/mammalian microsome reverse mutation assay (Ames test)".
486:, which measures the ability of chemicals to cause mutations, when assayed at the same concentration SYBR Green I was on the order of 30 times less mutagenic than ethidium bromide. 202:
InChI=1S/C32H37N4S/c1-5-20-35(22-13-21-33(2)3)31-23-25(24-32-34(4)29-18-11-12-19-30(29)37-32)27-16-9-10-17-28(27)36(31)26-14-7-6-8-15-26/h6-12,14-19,23-24H,5,13,20-22H2,1-4H3/q+1
322: 100: 383:= 520 nm). The stain preferentially binds to double-stranded DNA, but will stain single-stranded (ss) DNA with lower performance. SYBR Green can also stain 218: 439:
in order to visualise the DNA present. In addition to labelling pure nucleic acids, SYBR Green can also be used for labelling of DNA within cells for
778: 402:. The SYBR green in the sample binds to the sperm DNA and, once bound, fluoresces giving off green light when illuminated by blue light 558:"Investigations on DNA intercalation and surface binding by SYBR Green I, its structure determination and methodological implications" 193: 773: 390: 329: 157: 654:
Domahidy, Farkas; Kovács, Beatrix; Cseri, Levente; Katona, Gergely; Rózsa, Balázs; et al. (19 June 2024).
368: 471:, as both safer to work with and free from the complex waste disposal issues of ethidium bromide. However any 763: 444: 399: 753: 120: 758: 364: 39: 713: 511: 517: 174: 768: 432: 66: 495: 729: 673: 636: 587: 424: 360: 291: 721: 663: 626: 618: 577: 569: 464: 428: 241: 76: 689: 684: 717: 688: This article incorporates text from this source, which is available under the 178: 472: 440: 427:. It is used as a dye for the quantification of double stranded DNA in some methods of 300: 725: 631: 606: 582: 557: 747: 145: 406: 420: 353: 436: 349: 277: 476: 285: 264: 677: 622: 506: 501: 483: 733: 668: 655: 640: 591: 26: 573: 536: 356: 375:. The resulting DNA-dye-complex best absorbs 497 nanometer blue light (λ 468: 395: 132: 451:
treatment may be required to reduce background from RNA in the cells.
111: 299:
Except where otherwise noted, data are given for materials in their
448: 389: 99: 89: 273: 384: 372: 162: 435:. Higher concentrations of SYBR Green can be used to stain 475:
capable of binding DNA with high affinity is a possible
656:"Comprehensive Study of Thiazole-Orange-Based DNA Dyes" 394:
A sample of herring sperm stained with SYBR Green in a
317: 226:
CCCN(CCCN(C)C)C1=CC(=Cc2sc3ccccc32C)c2ccccc2N1c1ccccc1
556:
Zipper H; Brunner H; Bernhagen J; Vitzthum F (2004).
144: 75: 463:SYBR Green I is marketed as a replacement for 605:Mackay IM; Arden KE; Nitsche A (March 2002). 8: 419:SYBR Green finds usage in several areas of 177: 18: 667: 630: 581: 363:. The SYBR family of dyes is produced by 405: 548: 379:= 497 nm) and emits green light (λ 223: 198: 173: 431:. It is also used to visualise DNA in 387:with a lower performance than ssDNA. 205:Key: CGNLCCVKSWNSDG-UHFFFAOYSA-N 119: 7: 135: 14: 683: 398:illuminated by blue light in an 307: 25: 303:(at 25 °C , 100 kPa). 50:--1-phenylquinolin-1-ium-2-yl]- 16:Dye used for molecular genetics 290:Normally supplied solvated in 1: 779:Quaternary ammonium compounds 726:10.1016/s1383-5718(98)00172-7 607:"Real-time PCR in virology" 410:Spectrogram of SYBR Green I 795: 400:epifluorescence microscope 54:-propylpropane-1,3-diamine 297: 234: 214: 189: 59: 38: 33: 24: 479:, including SYBR Green. 371:. SYBR Green I binds to 369:Thermo Fisher Scientific 774:Dimethylamino compounds 445:fluorescence microscopy 669:10.1002/cptc.202400080 562:Nucleic Acids Research 411: 403: 623:10.1093/nar/30.6.1292 482:In a study using the 409: 393: 365:Molecular Probes Inc. 348:) is an asymmetrical 490:Similar cyanine dyes 467:, a potential human 718:1999MRGTE.439...37S 433:gel electrophoresis 21: 574:10.1093/nar/gnh101 412: 404: 330:Infobox references 19: 706:Mutation Research 611:Nucleic Acids Res 447:. In these cases 425:molecular biology 361:molecular biology 338:Chemical compound 336: 335: 292:dimethylsulfoxide 158:CompTox Dashboard 101:Interactive image 786: 738: 737: 700: 694: 687: 681: 671: 651: 645: 644: 634: 602: 596: 595: 585: 553: 465:ethidium bromide 429:quantitative PCR 320: 314: 311: 310: 272: 242:Chemical formula 182: 181: 166: 164: 148: 137: 123: 103: 79: 29: 22: 794: 793: 789: 788: 787: 785: 784: 783: 744: 743: 742: 741: 702: 701: 697: 653: 652: 648: 617:(6): 1292–305. 604: 603: 599: 555: 554: 550: 545: 533: 512:Thiazole orange 492: 461: 417: 382: 378: 367:, now owned by 339: 332: 327: 326: 325:  ?) 316: 312: 308: 304: 270: 258: 254: 250: 244: 230: 227: 222: 221: 210: 207: 206: 203: 197: 196: 185: 167: 160: 151: 138: 126: 106: 93: 82: 69: 55: 17: 12: 11: 5: 792: 790: 782: 781: 776: 771: 766: 764:Benzothiazoles 761: 756: 746: 745: 740: 739: 695: 646: 597: 547: 546: 544: 541: 540: 539: 532: 529: 528: 527: 524: 521: 518:Oxazole yellow 515: 509: 504: 499: 491: 488: 473:small molecule 460: 457: 441:flow cytometry 416: 413: 380: 376: 337: 334: 333: 328: 306: 305: 301:standard state 298: 295: 294: 288: 282: 281: 280: 267: 261: 260: 256: 252: 248: 245: 240: 237: 236: 232: 231: 229: 228: 225: 217: 216: 215: 212: 211: 209: 208: 204: 201: 200: 192: 191: 190: 187: 186: 184: 183: 175:DTXSID60936871 170: 168: 156: 153: 152: 150: 149: 141: 139: 131: 128: 127: 125: 124: 116: 114: 108: 107: 105: 104: 96: 94: 87: 84: 83: 81: 80: 72: 70: 65: 62: 61: 57: 56: 42: 36: 35: 31: 30: 15: 13: 10: 9: 6: 4: 3: 2: 791: 780: 777: 775: 772: 770: 767: 765: 762: 760: 757: 755: 754:Staining dyes 752: 751: 749: 735: 731: 727: 723: 719: 715: 711: 707: 699: 696: 693: 691: 686: 679: 675: 670: 665: 661: 660:ChemPhotoChem 657: 650: 647: 642: 638: 633: 628: 624: 620: 616: 612: 608: 601: 598: 593: 589: 584: 579: 575: 571: 567: 563: 559: 552: 549: 542: 538: 535: 534: 530: 525: 522: 519: 516: 513: 510: 508: 505: 503: 500: 497: 494: 493: 489: 487: 485: 480: 478: 474: 470: 466: 458: 456: 452: 450: 446: 442: 438: 434: 430: 426: 422: 414: 408: 401: 397: 392: 388: 386: 374: 370: 366: 362: 358: 355: 351: 347: 343: 331: 324: 319: 302: 296: 293: 289: 287: 284: 283: 279: 275: 268: 266: 263: 262: 246: 243: 239: 238: 233: 224: 220: 213: 199: 195: 188: 180: 176: 172: 171: 169: 159: 155: 154: 147: 143: 142: 140: 134: 130: 129: 122: 121:ChEMBL1198924 118: 117: 115: 113: 110: 109: 102: 98: 97: 95: 91: 86: 85: 78: 74: 73: 71: 68: 64: 63: 58: 53: 49: 45: 41: 37: 32: 28: 23: 20:SYBR Green I 759:Cyanine dyes 712:(1): 37–47. 709: 705: 698: 682: 659: 649: 614: 610: 600: 568:(12): e103. 565: 561: 551: 481: 462: 453: 437:agarose gels 421:biochemistry 418: 354:nucleic acid 345: 342:SYBR Green I 341: 340: 60:Identifiers 51: 47: 43: 350:cyanine dye 235:Properties 77:163795-75-3 769:Quinolines 748:Categories 543:References 526:Chai Green 523:Safe-Green 477:carcinogen 352:used as a 286:Solubility 265:Molar mass 88:3D model ( 67:CAS Number 46:-dimethyl- 40:IUPAC name 690:CC BY 4.0 678:2367-0932 507:SYBR Gold 502:SYBR Safe 496:PicoGreen 484:Ames test 734:10029672 692:license. 641:11884626 592:15249599 537:GelGreen 531:See also 259:S 146:10436340 714:Bibcode 469:mutagen 396:cuvette 323:what is 321: ( 133:PubChem 732:  676:  639:  632:101343 629:  590:  583:484200 580:  459:Safety 318:verify 315:  271:  269:509.73 219:SMILES 112:ChEMBL 34:Names 449:RNase 357:stain 194:InChI 90:JSmol 44:N',N' 730:PMID 674:ISSN 637:PMID 588:PMID 520:(YO) 514:(TO) 498:(PG) 443:and 423:and 415:Uses 722:doi 710:439 664:doi 627:PMC 619:doi 578:PMC 570:doi 385:RNA 381:max 377:max 373:DNA 359:in 278:mol 163:EPA 136:CID 750:: 728:. 720:. 708:. 672:. 662:. 658:. 635:. 625:. 615:30 613:. 609:. 586:. 576:. 566:32 564:. 560:. 346:SG 253:37 249:32 736:. 724:: 716:: 680:. 666:: 643:. 621:: 594:. 572:: 344:( 313:N 276:/ 274:g 257:4 255:N 251:H 247:C 165:) 161:( 92:) 52:N 48:N

Index


IUPAC name
CAS Number
163795-75-3
JSmol
Interactive image
ChEMBL
ChEMBL1198924
PubChem
10436340
CompTox Dashboard
DTXSID60936871
Edit this at Wikidata
InChI
SMILES
Chemical formula
Molar mass
g
mol
Solubility
dimethylsulfoxide
standard state
verify
what is
Infobox references
cyanine dye
nucleic acid
stain
molecular biology
Molecular Probes Inc.

Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.