G4-DNA Ligand-3 | CAS#unknown | Human telomeric G-quadruplex DNA ligand

MedKoo Cat#: 464091 | Name: G4-DNA Ligand-3

Description:

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

G4-DNA Ligand-3 is a novel fluorescent specific ligand of human telomeric G-quadruplex DNA, binding to both G-tetrad and the lateral loop near the 5-end, reducing the telomere length and downregulating hTERC and hTERT mRNA expression in HeLa cells.

Chemical Structure

G4-DNA Ligand-3

CAS#unknown

Theoretical Analysis

MedKoo Cat#: 464091

Name: G4-DNA Ligand-3

CAS#: unknown

Chemical Formula: C35H39IN4OS

Exact Mass: 690.1889

Molecular Weight: 690.69

Elemental Analysis: C, 60.86; H, 5.69; I, 18.37; N, 8.11; O, 2.32; S, 4.64

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

G4-DNA Ligand-3; G4 DNA Ligand-3; G4-DNA Ligand 3; G4 DNA Ligand 3;

IUPAC/Chemical Name

2-((E)-4-(dimethylamino)styryl)-1-methyl-4-((Z)-(3-(3-morpholinopropyl)benzo[d]thiazol-2(3H)-ylidene)methyl)quinolin-1-ium iodide

InChi Key

GWKIKXZINVGPPC-UHFFFAOYSA-M

InChi Code

InChI=1S/C35H39N4OS.HI/c1-36(2)29-16-13-27(14-17-29)15-18-30-25-28(31-9-4-5-10-32(31)37(30)3)26-35-39(33-11-6-7-12-34(33)41-35)20-8-19-38-21-23-40-24-22-38;/h4-7,9-18,25-26H,8,19-24H2,1-3H3;1H/q+1;/p-1

SMILES Code

C[N+]1=C2C=CC=CC2=C(/C=C3SC4=CC=CC=C4N\3CCCN5CCOCC5)C=C1/C=C/C6=CC=C(N(C)C)C=C6.[I-]

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

>2 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

2934.99.9001

More Info

Instruction

View handling instruction

	Solvent	mg/mL	mM
Solubility
	Soluble in DMSO	0.0	100.00

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 690.69 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: Wu G, Tillo D, Ray S, Chang TC, Schneekloth JS Jr, Vinson C, Yang D. Custom G4 Microarrays Reveal Selective G-Quadruplex Recognition of Small Molecule BMVC: A Large-Scale Assessment of Ligand Binding Selectivity. Molecules. 2020 Jul 30;25(15):3465. doi: 10.3390/molecules25153465. PMID: 32751510; PMCID: PMC7436161. 2: Głuszyńska A, Juskowiak B, Rubiś B. Binding Study of the Fluorescent Carbazole Derivative with Human Telomeric G-Quadruplexes. Molecules. 2018 Nov 30;23(12):3154. doi: 10.3390/molecules23123154. PMID: 30513661; PMCID: PMC6321567. 3: Głuszyńska A, Juskowiak B. Practical Microwave Synthesis of Carbazole Aldehydes for the Development of DNA-Binding Ligands. Molecules. 2019 Mar 9;24(5):965. doi: 10.3390/molecules24050965. PMID: 30857275; PMCID: PMC6429063. 4: Lagah S, Tan IL, Radhakrishnan P, Hirst RA, Ward JH, O'Callaghan C, Smith SJ, Stevens MF, Grundy RG, Rahman R. RHPS4 G-quadruplex ligand induces anti- proliferative effects in brain tumor cells. PLoS One. 2014 Jan 15;9(1):e86187. doi: 10.1371/journal.pone.0086187. PMID: 24454961; PMCID: PMC3893285. 5: Huang WC, Tseng TY, Chen YT, Chang CC, Wang ZF, Wang CL, Hsu TN, Li PT, Chen CT, Lin JJ, Lou PJ, Chang TC. Direct evidence of mitochondrial G-quadruplex DNA by using fluorescent anti-cancer agents. Nucleic Acids Res. 2015 Dec 2;43(21):10102-13. doi: 10.1093/nar/gkv1061. Epub 2015 Oct 19. PMID: 26487635; PMCID: PMC4666356. 6: Tseng TY, Wang ZF, Chien CH, Chang TC. In-cell optical imaging of exogenous G-quadruplex DNA by fluorogenic ligands. Nucleic Acids Res. 2013 Dec;41(22):10605-18. doi: 10.1093/nar/gkt814. Epub 2013 Sep 11. PMID: 24030712; PMCID: PMC3905880. 7: Wang ZF, Li MH, Chen WW, Hsu ST, Chang TC. A novel transition pathway of ligand-induced topological conversion from hybrid forms to parallel forms of human telomeric G-quadruplexes. Nucleic Acids Res. 2016 May 5;44(8):3958-68. doi: 10.1093/nar/gkw145. Epub 2016 Mar 14. PMID: 26975658; PMCID: PMC4856992. 8: Si MK, Pramanik SK, Ganguly B. Tuning the ring strain effect in acridine derivatives on binding affinity with G-quadruplex-DNA: A computational and experimental study. Int J Biol Macromol. 2019 Mar 1;124:1177-1185. doi: 10.1016/j.ijbiomac.2018.12.019. Epub 2018 Dec 3. PMID: 30521912. 9: Jäger K, Bats JW, Ihmels H, Granzhan A, Uebach S, Patrick BO. Polycyclic azoniahetarenes: assessing the binding parameters of complexes between unsubstituted ligands and G-quadruplex DNA. Chemistry. 2012 Aug 27;18(35):10903-15. doi: 10.1002/chem.201103019. Epub 2012 Jul 16. PMID: 22807262.