Phenazine ethosulfate | CAS#10510-77-7 | Cationic dye

MedKoo Cat#: 464554 | Name: Phenazine ethosulfate

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Description:

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

Phenazine ethosulfate is a cationic dye and a chemical electron acceptor. It is used in dye-linked enzyme assays. At a high pH, the dye produces free radicals, which may be the actual electron acceptors.

Chemical Structure

Phenazine ethosulfate

CAS#10510-77-7

Theoretical Analysis

MedKoo Cat#: 464554

Name: Phenazine ethosulfate

CAS#: 10510-77-7

Chemical Formula: C16H18N2O4S

Exact Mass: 334.0987

Molecular Weight: 334.39

Elemental Analysis: C, 57.47; H, 5.43; N, 8.38; O, 19.14; S, 9.59

Price and Availability

Size	Price	Availability	Quantity
1g	USD 260.00	2 Weeks
5g	USD 570.00	2 Weeks

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Synonym

Phenazine ethosulfate; NSC 402863; NSC402863; NSC-402863;

IUPAC/Chemical Name

5-ethylphenazin-5-ium ethyl sulfate

InChi Key

VDJKJPMLWJWQIH-UHFFFAOYSA-M

InChi Code

InChI=1S/C14H13N2.C2H6O4S/c1-2-16-13-9-5-3-7-11(13)15-12-8-4-6-10-14(12)16;1-2-6-7(3,4)5/h3-10H,2H2,1H3;2H2,1H3,(H,3,4,5)/q+1;/p-1

SMILES Code

CCOS(=O)([O-])=O.CC[n+](c(cccc1)c1n2)c3c2cccc3

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

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

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

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Phenazine ethosulfate is a cationic dye (Ex=390 nm, Em=530 nm) and an electron acceptor that can be used in dye-linked enzyme assays.

In vitro activity:

Thirty-seven novel chalcone-phenazine hybrid molecules (C1∼C13 and F1∼F24) with 1,2,3-triazole or ethyl group as linkers were designed and synthesized in this study. C4 was verified to induce ferroptosis in U87-MG cells by transcription, lipid peroxidation, lipid ROS assays. Furthermore, C4 was up-regulated LC3-II, degradated FTH1, and then increasing iron resulted in the down-regulation of NCOA4. Reference: Chem Biodivers. 2023 Feb;20(2):e202201117. https://pubmed.ncbi.nlm.nih.gov/36536551/

In vivo activity:

Notably, treatment with PCA (phenazine-1-carboxylic acid) gave highly significant protective activities against the development of V. anguillarum C312 on zebrafish. Additionally, the marine derived PCA was further found to effectively inhibit the growth of agricultural pathogens, Acidovorax citrulli NP1 and Phytophthora nicotianae JM1. Taken together, this study reveals that marine Pseudomonas derived PCA carries antagonistic activities against both aquacultural and agricultural pathogens, which broadens the application fields of PCA. Reference: Front Microbiol. 2017 Feb 27;8:289. https://pubmed.ncbi.nlm.nih.gov/28289406/

	Solvent	mg/mL	mM	comments
Solubility
	EtOH	50.0	149.00

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 334.39 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

Formulation protocol:

1. Zhang C, Ding Q, Xia Z, Wang H, Jiang F, Lu Y. Novel Chalcone-Phenazine Hybrids Induced Ferroptosis in U87-MG Cells through Activating Ferritinophagy. Chem Biodivers. 2023 Feb;20(2):e202201117. doi: 10.1002/cbdv.202201117. Epub 2023 Jan 10. PMID: 36536551. 2. Salin NH, Hariono M, Khalili NSD, Zakaria II, Saqallah FG, Mohamad Taib MNA, Kamarulzaman EE, Wahab HA, Khawory MH. Computational study of nitro-benzylidene phenazine as dengue virus-2 NS2B-NS3 protease inhibitor. Front Mol Biosci. 2022 Nov 17;9:875424. doi: 10.3389/fmolb.2022.875424. PMID: 36465554; PMCID: PMC9715268. 3. Zhang L, Tian X, Kuang S, Liu G, Zhang C, Sun C. Antagonistic Activity and Mode of Action of Phenazine-1-Carboxylic Acid, Produced by Marine Bacterium Pseudomonas aeruginosa PA31x, Against Vibrio anguillarum In vitro and in a Zebrafish In vivo Model. Front Microbiol. 2017 Feb 27;8:289. doi: 10.3389/fmicb.2017.00289. PMID: 28289406; PMCID: PMC5326748. 4. Lavaggi ML, Cabrera M, Pintos C, Arredondo C, Pachón G, Rodríguez J, Raymondo S, Pacheco JP, Cascante M, Olea-Azar C, López de Ceráin A, Monge A, Cerecetto H, González M. Novel Phenazine 5,10-Dioxides Release OH in Simulated Hypoxia and Induce Reduction of Tumour Volume In Vivo. ISRN Pharmacol. 2011;2011:314209. doi: 10.5402/2011/314209. Epub 2011 Jun 22. PMID: 22084710; PMCID: PMC3196961.

In vitro protocol:

In vivo protocol:

1. Zhang L, Tian X, Kuang S, Liu G, Zhang C, Sun C. Antagonistic Activity and Mode of Action of Phenazine-1-Carboxylic Acid, Produced by Marine Bacterium Pseudomonas aeruginosa PA31x, Against Vibrio anguillarum In vitro and in a Zebrafish In vivo Model. Front Microbiol. 2017 Feb 27;8:289. doi: 10.3389/fmicb.2017.00289. PMID: 28289406; PMCID: PMC5326748. 2. Lavaggi ML, Cabrera M, Pintos C, Arredondo C, Pachón G, Rodríguez J, Raymondo S, Pacheco JP, Cascante M, Olea-Azar C, López de Ceráin A, Monge A, Cerecetto H, González M. Novel Phenazine 5,10-Dioxides Release OH in Simulated Hypoxia and Induce Reduction of Tumour Volume In Vivo. ISRN Pharmacol. 2011;2011:314209. doi: 10.5402/2011/314209. Epub 2011 Jun 22. PMID: 22084710; PMCID: PMC3196961.

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Interactions between dietary flavonoids apigenin or luteolin and chemotherapeutic drugs to potentiate anti-proliferative effect on human pancreatic cancer cells, in vitro. Food Chem Toxicol. 2013 Oct;60:83-91. doi: 10.1016/j.fct.2013.07.036. Epub 2013 Jul 18. PMID: 23871783. 14: Stenuit B, Lamblin G, Cornelis P, Agathos SN. Aerobic denitration of 2,4,6-trinitrotoluene in the presence of phenazine compounds and reduced pyridine nucleotides. Environ Sci Technol. 2012 Oct 2;46(19):10605-13. doi: 10.1021/es302046h. Epub 2012 Sep 10. PMID: 22881832. 15: Gajda B, Romek M, Grad I, Krzysztofowicz E, Bryla M, Smorag Z. Lipid content and cryotolerance of porcine embryos cultured with phenazine ethosulfate. Cryo Letters. 2011 Jul-Aug;32(4):349-57. PMID: 22020414. 16: Romek M, Gajda B, Krzysztofowicz E, Kepczyński M, Smorag Z. Lipid content in pig blastocysts cultured in the presence or absence of protein and vitamin E or phenazine ethosulfate. Folia Biol (Krakow). 2011;59(1-2):45-52. 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