216308-19-9|DB293|2-(5-Amidino-2-benzimidazolyl)-5-(4-amidinophenyl)furan|-范德生物科技公司

DB293

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names：
2-(5-Amidino-2-benzimidazolyl)-5-(4-amidinophenyl)furan
CAS号：
216308-19-9
MDL Number：
MF(分子式)： C19H16N6O MW(分子量)： 344.38
EINECS: Reaxys Number:
Pubchem ID: Brand:BIOFOUNT

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中文别名	DB293
英文别名	DB-293; DB 293; DB293
CAS号	216308-19-9
SMILES	NC(C1=CC=C(C2=CC=C(C3=NC4=CC(C(N)=N)=CC=C4N3)O2)C=C1)=N
Inchi	InChI=1S/C19H16N6O/c20-17(21)11-3-1-10(2-4-11)15-7-8-16(26-15)19-24-13-6-5-12(18(22)23)9-14(13)25-19/h1-9H,(H3,20,21)(H3,22,23)(H,24,25)
InchiKey	LXJNJISEUJIGFP-UHFFFAOYSA-N
分子式 Formula	C19H16N6O
分子量 Molecular Weight	344.38
闪点 FP
熔点 Melting point
沸点 Boiling point
Polarizability极化度
密度 Density
蒸汽压 Vapor Pressure
溶解度Solubility
性状	Solid powder
储藏条件 Storage conditions	Dry, dark and store at 0-4℃ for short term (days to weeks) or -20℃ for long term (Store correctly 2-3years).

产品说明	DB293(CAS:216308-19-9):仅限应用于工业或者科学研究过程中非医疗目的，不应用于人类或动物的临床诊断以及治过程疗，该产品非药用，非食用。
Introduction	DB293 is an inhibitor of PIT-1 and BRN-3 transcription factors. DB293 binds as head-to-tail stacked dimers in the minor groove of 5'-ATGA sequence, thereby leading to an increase in the size of minor groove.
Application1
Application2
Application3

警示图
危险性	Warning
危险性警示
安全声明
安全防护
备注

[1]Laughlin S, Wang S, Kumar A, Boykin DW, Wilson WD. A novel approach using electrospray ionization mass spectrometry to study competitive binding of small molecules with mixed DNA sequences. Anal Bioanal Chem. 2014 Oct;406(25):6441-5. doi: 10.1007/s00216-014-8044-9. Epub 2014 Jul 30. PubMed PMID: 25074546; PubMed Central PMCID: PMC4339222.

[2]Munde M, Kumar A, Nhili R, Depauw S, David-Cordonnier MH, Ismail MA, Stephens CE, Farahat AA, Batista-Parra A, Boykin DW, Wilson WD. DNA minor groove induced dimerization of heterocyclic cations: compound structure, binding affinity, and specificity for a TTAA site. J Mol Biol. 2010 Oct 8;402(5):847-64. doi: 10.1016/j.jmb.2010.08.018. Epub 2010 Aug 14. PubMed PMID: 20713062; PubMed Central PMCID: PMC2988403.

[3] Peixoto P, Liu Y, Depauw S, Hildebrand MP, Boykin DW, Bailly C, Wilson WD, David-Cordonnier MH. Direct inhibition of the DNA-binding activity of POU transcription factors Pit-1 and Brn-3 by selective binding of a phenyl-furan-benzimidazole dication. Nucleic Acids Res. 2008 Jun;36(10):3341-53. doi: 10.1093/nar/gkn208. Epub 2008 Apr 25. PubMed PMID: 18440973; PubMed Central PMCID: PMC2425483.

[4] Tanious F, Wilson WD, Wang L, Kumar A, Boykin DW, Marty C, Baldeyrou B, Bailly C. Cooperative dimerization of a heterocyclic diamidine determines sequence-specific DNA recognition. Biochemistry. 2003 Nov 25;42(46):13576-86. PubMed PMID: 14622004.

[5] Lansiaux A, Dassonneville L, Facompré M, Kumar A, Stephens CE, Bajic M, Tanious F, Wilson WD, Boykin DW, Bailly C. Distribution of furamidine analogues in tumor cells: influence of the number of positive charges. J Med Chem. 2002 May 9;45(10):1994-2002. PubMed PMID: 11985467.

6: Wang L, Kumar A, Boykin DW, Bailly C, Wilson WD. Comparative thermodynamics for monomer and dimer sequence-dependent binding of a heterocyclic dication in the DNA minor groove. J Mol Biol. 2002 Mar 29;317(3):361-74. PubMed PMID: 11922670.7: Bailly C, Tardy C, Wang L, Armitage B, Hopkins K, Kumar A, Schuster GB, Boykin DW, Wilson WD. Recognition of ATGA sequences by the unfused aromatic dication DB293 forming stacked dimers in the DNA minor groove. Biochemistry. 2001 Aug 21;40(33):9770-9. PubMed PMID: 11502170.8: Wang L, Carrasco C, Kumar A, Stephens CE, Bailly C, Boykin DW, Wilson WD. Evaluation of the influence of compound structure on stacked-dimer formation in the DNA minor groove. Biochemistry. 2001 Feb 27;40(8):2511-21. PubMed PMID: 11327873.9: Wang L, Bailly C, Kumar A, Ding D, Bajic M, Boykin DW, Wilson WD. Specific molecular recognition of mixed nucleic acid sequences: an aromatic dication that binds in the DNA minor groove as a dimer. Proc Natl Acad Sci U S A. 2000 Jan 4;97(1):12-6. PubMed PMID: 10618362; PubMed Central PMCID: PMC26607.

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