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MedKoo Cat#: 461284 | Name: RH 421

Description:

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

RH 421 is an amphiphilic styryl dye.

Chemical Structure

RH 421
RH 421
CAS#107610-19-5

Theoretical Analysis

MedKoo Cat#: 461284

Name: RH 421

CAS#: 107610-19-5

Chemical Formula: C29H42N2O3S

Exact Mass: 498.2916

Molecular Weight: 498.72

Elemental Analysis: C, 69.84; H, 8.49; N, 5.62; O, 9.62; S, 6.43

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.
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Related CAS #
No Data
Synonym
RH 421; RH-421; RH421;
IUPAC/Chemical Name
4-(4-((1E,3E)-4-(4-(dipentylamino)phenyl)buta-1,3-dien-1-yl)pyridin-1-ium-1-yl)butane-1-sulfonate
InChi Key
URNCTMHGJQSLOC-UHFFFAOYSA-N
InChi Code
InChI=1S/C29H42N2O3S/c1-3-5-9-22-31(23-10-6-4-2)29-17-15-27(16-18-29)13-7-8-14-28-19-24-30(25-20-28)21-11-12-26-35(32,33)34/h7-8,13-20,24-25H,3-6,9-12,21-23,26H2,1-2H3
SMILES Code
O=S(CCCC[N+]1=CC=C(/C=C/C=C/C2=CC=C(N(CCCCC)CCCCC)C=C2)C=C1)([O-])=O
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

Preparing Stock Solutions

The following data is based on the product molecular weight 498.72 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.

Recalculate based on batch purity %
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: Mikhaĭlova EV, Efimova SS, Ostroumova OS. [The effects of RH 421 on the activity of amphotericin B in cell and model membranes]. Tsitologiia. 2013;55(2):136-9. Russian. PubMed PMID: 23718076. 2: Ostroumova OS, Efimova SS, Mikhailova EV, Schagina LV. The interaction of dipole modifiers with amphotericin-ergosterol complexes. Effects of phospholipid and sphingolipid membrane composition. Eur Biophys J. 2014 May;43(4-5):207-15. doi: 10.1007/s00249-014-0946-0. Epub 2014 Feb 23. PubMed PMID: 24563224. 3: Apetrei A, Mereuta L, Luchian T. The RH 421 styryl dye induced, pore model-dependent modulation of antimicrobial peptides activity in reconstituted planar membranes. Biochim Biophys Acta. 2009 Aug;1790(8):809-16. doi: 10.1016/j.bbagen.2009.04.002. Epub 2009 Apr 9. PubMed PMID: 19362116. 4: Chulkov EG, Schagina LV, Ostroumova OS. Membrane dipole modifiers modulate single-length nystatin channels via reducing elastic stress in the vicinity of the lipid mouth of a pore. Biochim Biophys Acta. 2015 Jan;1848(1 Pt A):192-9. doi: 10.1016/j.bbamem.2014.09.004. Epub 2014 Sep 16. PubMed PMID: 25223717. 5: Malkov DY, Sokolov VS. Fluorescent styryl dyes of the RH series affect a potential drop on the membrane/solution boundary. Biochim Biophys Acta. 1996 Jan 31;1278(2):197-204. PubMed PMID: 8593277. 6: Ostroumova OS, Efimova SS, Schagina LV. Probing amphotericin B single channel activity by membrane dipole modifiers. PLoS One. 2012;7(1):e30261. doi: 10.1371/journal.pone.0030261. Epub 2012 Jan 19. PubMed PMID: 22276169; PubMed Central PMCID: PMC3261894. 7: Stürmer W, Apell HJ. Fluorescence study on cardiac glycoside binding to the Na,K-pump. Ouabain binding is associated with movement of electrical charge. FEBS Lett. 1992 Mar 23;300(1):1-4. PubMed PMID: 1312482. 8: Malkov DY, Pavlov KV, Sokolov VS. Dipole potential drop due to RH-dye adsorption on the lipid bilayer and its influence on Na+/K+-ATPase activity. Ann N Y Acad Sci. 1997 Nov 3;834:357-60. PubMed PMID: 9432911. 9: Efimova SS, Ostroumova OS, Malev VV, Shchagina LV. [Transport of large organic ions through syringomycin channels in the membranes containing dipole modifiers]. Tsitologiia. 2011;53(5):450-6. Russian. PubMed PMID: 21786689. 10: Bühler R, Stürmer W, Apell HJ, Läuger P. Charge translocation by the Na,K-pump: I. Kinetics of local field changes studied by time-resolved fluorescence measurements. J Membr Biol. 1991 Apr;121(2):141-61. PubMed PMID: 1652643. 11: Heyse S, Wuddel I, Apell HJ, Stürmer W. Partial reactions of the Na,K-ATPase: determination of rate constants. J Gen Physiol. 1994 Aug;104(2):197-240. PubMed PMID: 7807047; PubMed Central PMCID: PMC2229205. 12: Ostroumova OS, Kaulin YA, Gurnev PA, Schagina LV. Effect of agents modifying the membrane dipole potential on properties of syringomycin E channels. Langmuir. 2007 Jun 19;23(13):6889-92. Epub 2007 May 18. PubMed PMID: 17508767. 13: Damnjanovic B, Weber A, Potschies M, Greie JC, Apell HJ. Mechanistic analysis of the pump cycle of the KdpFABC P-type ATPase. Biochemistry. 2013 Aug 20;52(33):5563-76. doi: 10.1021/bi400729e. Epub 2013 Aug 9. PubMed PMID: 23930894. 14: Salama G, Kanai A, Efimov IR. Subthreshold stimulation of Purkinje fibers interrupts ventricular tachycardia in intact hearts. Experimental study with voltage-sensitive dyes and imaging techniques. Circ Res. 1994 Apr;74(4):604-19. PubMed PMID: 8137497. 15: Efimov IR, Ermentrout B, Huang DT, Salama G. Activation and repolarization patterns are governed by different structural characteristics of ventricular myocardium: experimental study with voltage-sensitive dyes and numerical simulations. J Cardiovasc Electrophysiol. 1996 Jun;7(6):512-30. PubMed PMID: 8743757. 16: Stimac R, Kerek F, Apell HJ. Macrocyclic carbon suboxide oligomers as potent inhibitors of the Na,K-ATPase. Ann N Y Acad Sci. 2003 Apr;986:327-9. PubMed PMID: 12763840. 17: Bamberg E, Clarke RJ, Fendler K. Electrogenic properties of the Na+,K+-ATPase probed by presteady state and relaxation studies. J Bioenerg Biomembr. 2001 Oct;33(5):401-5. Review. PubMed PMID: 11762915. 18: Pilotelle-Bunner A, Cornelius F, Sebban P, Kuchel PW, Clarke RJ. Mechanism of Mg2+ binding in the Na+,K+-ATPase. Biophys J. 2009 May 6;96(9):3753-61. doi: 10.1016/j.bpj.2009.01.042. PubMed PMID: 19413981; PubMed Central PMCID: PMC2711396. 19: Fromherz P, Vetter T. Cable properties of arborized Retzius cells of the leech in culture as probed by a voltage-sensitive dye. Proc Natl Acad Sci U S A. 1992 Mar 15;89(6):2041-5. PubMed PMID: 1549563; PubMed Central PMCID: PMC48592. 20: Shapovalov VL, Kotova EA, Rokitskaya TI, Antonenko YN. Effect of gramicidin A on the dipole potential of phospholipid membranes. Biophys J. 1999 Jul;77(1):299-305. PubMed PMID: 10388758; PubMed Central PMCID: PMC1300330.

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