BePI | CAS#133712-11-5 | DNA intercalator

MedKoo Cat#: 563242 | Name: BePI

Description:

WARNING: This product is for research use only, not for human or veterinary use.

BePI is a specific intercalator of both double and triple-helical DNA.

Chemical Structure

BePI

CAS#133712-11-5

Theoretical Analysis

MedKoo Cat#: 563242

Name: BePI

CAS#: 133712-11-5

Chemical Formula: C20H22N4O

Exact Mass: 334.1794

Molecular Weight: 334.42

Elemental Analysis: C, 71.83; H, 6.63; N, 16.75; O, 4.78

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

Bulk Inquiry

Related CAS #

No Data

Synonym

BePI; Be-PI; Be PI; NSC-664711; NSC 664711; NSC664711;

IUPAC/Chemical Name

3-Methoxy-7H-8-methyl-11-[(3'-amino)propylamino]-benzo[e]pyrido[4,3-b]indole

InChi Key

ZRXYNJUDISKEAO-UHFFFAOYSA-N

InChi Code

InChI=1S/C20H22N4O/c1-12-11-23-20(22-9-3-8-21)18-17-15-6-5-14(25-2)10-13(15)4-7-16(17)24-19(12)18/h4-7,10-11,24H,3,8-9,21H2,1-2H3,(H,22,23)

SMILES Code

NCCCNC1=NC=C(C)C(N2)=C1C3=C2C=CC4=CC(OC)=CC=C34

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.03.00

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 334.42 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Le LT, Couvet M, Favier B, Coll JL, Nguyen CH, Molla A. Discovery of benzo[e]pyridoindolones as kinase inhibitors that disrupt mitosis exit while erasing AMPK-Thr172 phosphorylation on the spindle. Oncotarget. 2015 Sep 8;6(26):22152-66. PubMed PMID: 26247630; PubMed Central PMCID: PMC4673153. 2: Le LT, Vu HL, Naud-Martin D, Bombled M, Nguyen CH, Molla A. Hydrosoluble benzo[e]pyridoindolones as potent inhibitors of aurora kinases. ChemMedChem. 2013 Feb;8(2):289-96. doi: 10.1002/cmdc.201200479. Epub 2012 Dec 28. PubMed PMID: 23281044. 3: Battistelli E, Falciani P, Magnani P, Midollini B, Preti G, Re E. Galileo Avionica's technologies and instruments for planetary exploration. Orig Life Evol Biosph. 2006 Dec;36(5-6):587-96. PubMed PMID: 17120125. 4: Han MS, Lytton-Jean AK, Mirkin CA. A gold nanoparticle based approach for screening triplex DNA binders. J Am Chem Soc. 2006 Apr 19;128(15):4954-5. PubMed PMID: 16608320; PubMed Central PMCID: PMC3200552. 5: Keppler MD, James PL, Neidle S, Brown T, Fox KR. DNA sequence specificity of triplex-binding ligands. Eur J Biochem. 2003 Dec;270(24):4982-92. PubMed PMID: 14653824. 6: Ting ST, Earley B, Hughes JM, Crowe MA. Effect of ketoprofen, lidocaine local anesthesia, and combined xylazine and lidocaine caudal epidural anesthesia during castration of beef cattle on stress responses, immunity, growth, and behavior. J Anim Sci. 2003 May;81(5):1281-93. PubMed PMID: 12772856. 7: Vinogradov S, Roig V, Sergueeva Z, Nguyen CH, Arimondo P, Thuong NT, Bisagni E, Sun JS, Hélène C, Asseline U. Synthesis and binding properties of oligo-2'-deoxyribonucleotides conjugated with triple-helix-specific intercalators: benzo[e] and benzo[g] pyridoindoles. Bioconjug Chem. 2003 Jan-Feb;14(1):120-35. PubMed PMID: 12526701. 8: Keppler MD, Neidle S, Fox KR. Stabilisation of TG- and AG-containing antiparallel DNA triplexes by triplex-binding ligands. Nucleic Acids Res. 2001 May 1;29(9):1935-42. PubMed PMID: 11328877; PubMed Central PMCID: PMC37244. 9: Walter A, Schütz H, Simon H, Birch-Hirschfeld E. Evidence for a DNA triplex in a recombination-like motif: I. Recognition of Watson-Crick base pairs by natural bases in a high-stability triplex. J Mol Recognit. 2001 Mar-Apr;14(2):122-39. PubMed PMID: 11301482. 10: Marchand C, Nguyen CH, Ward B, Sun JS, Bisagni E, Garestier T, Hélène C. A new family of sequence-specific DNA-cleaving agents directed by triple-helical structures: benzopyridoindole-EDTA conjugates. Chemistry. 2000 May 2;6(9):1559-63. PubMed PMID: 10839173. 11: Ren J, Chaires JB. Sequence and structural selectivity of nucleic acid binding ligands. Biochemistry. 1999 Dec 7;38(49):16067-75. PubMed PMID: 10587429. 12: Yamamoto K, Shimizu T, Tanaka Y, Narabayashi I. [Evaluation of utility of MR T2-weighted images using multishot echoplanar imaging of female pelvis: comparison with fat-suppressed fast spin echo]. Nihon Igaku Hoshasen Gakkai Zasshi. 1999 Jun;59(7):313-7. Japanese. PubMed PMID: 10429429. 13: Kukreti S, Sun JS, Loakes D, Brown DM, Nguyen CH, Bisagni E, Garestier T, Helene C. Triple helices formed at oligopyrimidine*oligopurine sequences with base pair inversions: effect of a triplex-specific ligand on stability and selectivity. Nucleic Acids Res. 1998 May 1;26(9):2179-83. PubMed PMID: 9547278; PubMed Central PMCID: PMC147530. 14: Bailly C, Waring MJ. Diethylpyrocarbonate and osmium tetroxide as probes for drug-induced changes in DNA conformation in vitro. Methods Mol Biol. 1997;90:51-79. Review. PubMed PMID: 9407527. 15: Giovannangeli C, Perrouault L, Escudé C, Nguyen T, Hélène C. Specific inhibition of in vitro transcription elongation by triplex-forming oligonucleotide-intercalator conjugates targeted to HIV proviral DNA. Biochemistry. 1996 Aug 13;35(32):10539-48. PubMed PMID: 8756710. 16: Escudé C, Sun JS, Nguyen CH, Bisagni E, Garestier T, Hélène C. Ligand-induced formation of triple helices with antiparallel third strands containing G and T. Biochemistry. 1996 May 7;35(18):5735-40. PubMed PMID: 8639533. 17: Marchand C, Bailly C, Nguyen CH, Bisagni E, Garestier T, Hélène C, Waring MJ. Stabilization of triple helical DNA by a benzopyridoquinoxaline intercalator. Biochemistry. 1996 Apr 16;35(15):5022-32. PubMed PMID: 8664295. 18: de Bizemont T, Duval-Valentin G, Sun JS, Bisagni E, Garestier T, Hélène C. Alternate strand recognition of double-helical DNA by (T,G)-containing oligonucleotides in the presence of a triple helix-specific ligand. Nucleic Acids Res. 1996 Mar 15;24(6):1136-43. PubMed PMID: 8604349; PubMed Central PMCID: PMC145754. 19: Bailly C, Marchand C, Hung Nguyen C, Bisagni E, Garestier T, Hélène C, Waring MJ. Localized chemical reactivity in double-stranded DNA associated with the intercalative binding of benzo[e]pyridoindole and benzo[g]pyridoindole triple-helix-stabilizing ligands. Eur J Biochem. 1995 Aug 15;232(1):66-76. PubMed PMID: 7556172. 20: Duval-Valentin G, de Bizemont T, Takasugi M, Mergny JL, Bisagni E, Hélène C. Triple-helix specific ligands stabilize H-DNA conformation. J Mol Biol. 1995 Apr 14;247(5):847-58. PubMed PMID: 7723037.