Rhodamine 110 chloride | CAS#13558-31-1 | Synthetic intermediate

MedKoo Cat#: 341324 | Name: Rhodamine 110 chloride

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Description:

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

Rhodamine 110 chloride (R110) is a laser grade dye. Rhodamine 110 chloride has been used for the synthesis of the rhodamine 110 octadecyl ester .

Chemical Structure

Rhodamine 110 chloride

CAS#13558-31-1 (chloride)

Theoretical Analysis

MedKoo Cat#: 341324

Name: Rhodamine 110 chloride

CAS#: 13558-31-1 (chloride)

Chemical Formula: C20H15ClN2O3

Exact Mass: 366.0771

Molecular Weight: 366.80

Elemental Analysis: C, 65.49; H, 4.12; Cl, 9.66; N, 7.64; O, 13.09

Price and Availability

Size	Price	Availability	Quantity
250mg	USD 350.00	2 Weeks
1g	USD 750.00	2 Weeks

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Related CAS #

82182-00-1 (cation)

Synonym

Rhodamine 110; R 110; RH 110; Rhodamine 560; Rhodamine N.

IUPAC/Chemical Name

Xanthylium, 3,6-diamino-9-(2-carboxyphenyl)-, chloride

InChi Key

MYIOYATURDILJN-UHFFFAOYSA-N

InChi Code

InChI=1S/C20H14N2O3.ClH/c21-11-5-7-15-17(9-11)25-18-10-12(22)6-8-16(18)19(15)13-3-1-2-4-14(13)20(23)24;/h1-10H,21-22H2;1H

SMILES Code

O=C(C1=CC=CC=C1C2=C3C=CC(N)=CC3=[O+]C4=C2C=CC(N)=C4)O.[Cl-]

Appearance

Solid powder

Purity

70~80% (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

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Rhodamine 110 is a green fluorescent cationic dye.

In vitro activity:

A derivative of rhodamine 110 is triggered by cleavage of an ether bond. In vitro, fluorescence was manifested by the CYP1A1 isozyme with k(cat)/K(M)=8.8x10(3)M(-1)s(-1) and K(M)=0.09microM. In cellulo, the probe revealed the induction of cytochrome P450 activity by the carcinogen 2,3,7,8-tetrachlorodibenzo-p-dioxin, and its repression by the chemoprotectant resveratrol. Reference: Bioorg Med Chem Lett. 2008 Nov 15;18(22):5864-6. https://pubmed.ncbi.nlm.nih.gov/18595692/

In vivo activity:

The distribution of rhodamine 110 in the livers and kidneys of awake rats suggest that these organs are primarily responsible for rhodamine 110 metabolism and elimination. This study describes the pharmacokinetics and a quantification method for rhodamine 110. Reference: Bioorg Med Chem Lett. 2008 Nov 15;18(22):5864-6. https://pubmed.ncbi.nlm.nih.gov/28793756/

	Solvent	mg/mL	mM
Solubility
	DMSO	30.0	81.79

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 366.80 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. Yatzeck MM, Lavis LD, Chao TY, Chandran SS, Raines RT. A highly sensitive fluorogenic probe for cytochrome P450 activity in live cells. Bioorg Med Chem Lett. 2008 Nov 15;18(22):5864-6. doi: 10.1016/j.bmcl.2008.06.015. Epub 2008 Jun 10. PMID: 18595692; PMCID: PMC2586036. 2. Wang ZQ, Liao J, Diwu Z. N-DEVD-N'-morpholinecarbonyl-rhodamine 110: novel caspase-3 fluorogenic substrates for cell-based apoptosis assay. Bioorg Med Chem Lett. 2005 May 2;15(9):2335-8. doi: 10.1016/j.bmcl.2005.02.081. PMID: 15837320. 3. Jiang SH, Cheng YY, Huo TI, Tsai TH. Pharmacokinetics of Rhodamine 110 and Its Organ Distribution in Rats. J Agric Food Chem. 2017 Sep 6;65(35):7797-7804. doi: 10.1021/acs.jafc.7b02685. Epub 2017 Aug 21. PMID: 28793756.

In vitro protocol:

In vivo protocol:

1. Jiang SH, Cheng YY, Huo TI, Tsai TH. Pharmacokinetics of Rhodamine 110 and Its Organ Distribution in Rats. J Agric Food Chem. 2017 Sep 6;65(35):7797-7804. doi: 10.1021/acs.jafc.7b02685. Epub 2017 Aug 21. PMID: 28793756.

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Chembiochem. 2017 Jan 17;18(2):171-175. doi: 10.1002/cbic.201600515. Epub 2016 Dec 8. PubMed PMID: 27930845. 5: Zhang X, Poniewierski A, Jelińska A, Zagożdżon A, Wisniewska A, Hou S, Hołyst R. Determination of equilibrium and rate constants for complex formation by fluorescence correlation spectroscopy supplemented by dynamic light scattering and Taylor dispersion analysis. Soft Matter. 2016 Oct 4;12(39):8186-8194. PubMed PMID: 27714379. 6: Anciaux SK, Geiger M, Bowser MT. 3D Printed Micro Free-Flow Electrophoresis Device. Anal Chem. 2016 Aug 2;88(15):7675-82. doi: 10.1021/acs.analchem.6b01573. Epub 2016 Jul 15. PubMed PMID: 27377354. 7: Wu Y, Liu J, Ma J, Liu Y, Wang Y, Wu D. Ratiometric Nanothermometer Based on Rhodamine Dye-Incorporated F127-Melamine-Formaldehyde Polymer Nanoparticle: Preparation, Characterization, Wide-Range Temperature Sensing, and Precise Intracellular Thermometry. ACS Appl Mater Interfaces. 2016 Jun 15;8(23):14396-405. doi: 10.1021/acsami.6b03366. 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Highly Sensitive and Multiple Enzyme Activity Assay Using Reagent-release Capillary-Isoelectric Focusing with Rhodamine 110-based Substrates. Anal Sci. 2015;31(11):1155-61. doi: 10.2116/analsci.31.1155. PubMed PMID: 26561260. 12: Prabhu SR, Dutt GB. Rotational Diffusion of Nonpolar and Ionic Solutes in 1-Alkyl-3-methylimidazolium Tetrafluoroborate-LiBF4 Mixtures: Does the Electrolyte Induce the Structure-Making or Structure-Breaking Effect? J Phys Chem B. 2015 Dec 3;119(48):15040-5. doi: 10.1021/acs.jpcb.5b10047. Epub 2015 Nov 19. PubMed PMID: 26551307. 13: Geiger M, Harstad RK, Bowser MT. Effect of Surface Adsorption on Temporal and Spatial Broadening in Micro Free Flow Electrophoresis. Anal Chem. 2015 Dec 1;87(23):11682-90. doi: 10.1021/acs.analchem.5b02262. Epub 2015 Nov 9. PubMed PMID: 26496470. 14: Hedde PN, Ranjit S, Gratton E. 3D fluorescence anisotropy imaging using selective plane illumination microscopy. Opt Express. 2015 Aug 24;23(17):22308-17. doi: 10.1364/OE.23.022308. PubMed PMID: 26368202; PubMed Central PMCID: PMC4646523. 15: Haaß W, Kleiner H, Müller MC, Hofmann WK, Fabarius A, Seifarth W. Measurement of separase proteolytic activity in single living cells by a fluorogenic flow cytometry assay. PLoS One. 2015 Aug 12;10(8):e0133769. doi: 10.1371/journal.pone.0133769. eCollection 2015. PubMed PMID: 26267133; PubMed Central PMCID: PMC4534294. 16: Prabhu SR, Dutt GB. Rotational Diffusion of Charged and Nondipolar Solutes in Ionic Liquid-Organic Solvent Mixtures: Evidence for Stronger Specific Solute-Solvent Interactions in Presence of Organic Solvent. J Phys Chem B. 2015 Aug 20;119(33):10720-6. doi: 10.1021/acs.jpcb.5b06297. Epub 2015 Aug 7. PubMed PMID: 26218101. 17: Itoh N, Santa T, Kato M. Rapid and mild purification method for nanoparticles from a dispersed solution using a monolithic silica disk. J Chromatogr A. 2015 Jul 24;1404:141-5. doi: 10.1016/j.chroma.2015.05.047. Epub 2015 May 28. PubMed PMID: 26058950. 18: Wellman SM, Jockusch RA. Moving in on the Action: An Experimental Comparison of Fluorescence Excitation and Photodissociation Action Spectroscopy. J Phys Chem A. 2015 Jun 18;119(24):6333-8. doi: 10.1021/acs.jpca.5b04835. Epub 2015 Jun 9. PubMed PMID: 26020810. 19: Antonenko YN, Nechaeva NL, Baksheeva VE, Rokitskaya TI, Plotnikov EY, Kotova EA, Zorov DB. Intramitochondrial accumulation of cationic Atto520-biotin proceeds via voltage-dependent slow permeation through lipid membrane. Biochim Biophys Acta. 2015 Jun;1848(6):1277-84. doi: 10.1016/j.bbamem.2015.02.028. Epub 2015 Mar 6. PubMed PMID: 25753112. 20: Geng H, Zhang XF. Spectroscopic insights on selfassembly and excited state interactions between rhodamine and phthalocyanine molecules. Spectrochim Acta A Mol Biomol Spectrosc. 2015 Mar 15;139:13-9. doi: 10.1016/j.saa.2014.12.010. Epub 2014 Dec 16. PubMed PMID: 25546492.