bis-ANS | CAS#65664-81-5 | fluorescent probe

MedKoo Cat#: 130209 | Name: bis-ANS

Description:

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

Bis-ANS is a fluorescent probe that has many applications centering around the titration of hydrophobic surfaces of proteins.

Chemical Structure

bis-ANS

CAS#65664-81-5

Theoretical Analysis

MedKoo Cat#: 130209

Name: bis-ANS

CAS#: 65664-81-5

Chemical Formula: C32H22K2N2O6S2

Exact Mass:

Molecular Weight: 672.85

Elemental Analysis: C, 57.12; H, 3.30; K, 11.62; N, 4.16; O, 14.27; S, 9.53

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

bis-ANS; bis-ans; bis ANS; bis-Ans

IUPAC/Chemical Name

potassium 4,4'-bis(phenylamino)-[1,1'-binaphthalene]-5,5'-disulfonate

InChi Key

VWLWTJHKQHRTNC-UHFFFAOYSA-L

InChi Code

InChI=1S/C32H24N2O6S2.2K/c35-41(36,37)29-15-7-13-25-23(17-19-27(31(25)29)33-21-9-3-1-4-10-21)24-18-20-28(34-22-11-5-2-6-12-22)32-26(24)14-8-16-30(32)42(38,39)40;;/h1-20,33-34H,(H,35,36,37)(H,38,39,40);;/q;2*+1/p-2

SMILES Code

O=S(C1=C2C(NC3=CC=CC=C3)=CC=C(C4=C5C=CC=C(S(=O)([O-])=O)C5=C(NC6=CC=CC=C6)C=C4)C2=CC=C1)([O-])=O.[K+].[K+]

Appearance

To be determined

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 672.85 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. Mazumdar M, Parrack PK, Mukhopadhyay K, Bhattacharyya B. Bis-ANS as a specific inhibitor for microtubule-associated protein induced assembly of tubulin. Biochemistry. 1992 Jul 21;31(28):6470-4. doi: 10.1021/bi00143a016. PMID: 1633159. 2.Kamal MZ, Ali J, Rao NM. Binding of bis-ANS to Bacillus subtilis lipase: a combined computational and experimental investigation. Biochim Biophys Acta. 2013 Aug;1834(8):1501-9. doi: 10.1016/j.bbapap.2013.04.021. Epub 2013 Apr 29. PMID: 23639749. 3. Dobieżyńska A, Miszkiewicz J, Darżynkiewicz ZM, Tyras M, Stankiewicz-Drogoń A, Trylska J, Darżynkiewicz E, Grzela R. Development of bis-ANS-based modified fluorescence titration assay for IFIT/RNA studies. Biochem Biophys Res Commun. 2020 Dec 10;533(3):391-396. doi: 10.1016/j.bbrc.2020.09.006. Epub 2020 Sep 20. PMID: 32962861. 4. Hawe A, Poole R, Jiskoot W. Misconceptions over Förster resonance energy transfer between proteins and ANS/bis-ANS: Direct excitation dominates dye fluorescence. Anal Biochem. 2010 Jun 1;401(1):99-106. doi: 10.1016/j.ab.2010.02.031. Epub 2010 Mar 1. PMID: 20197057. 5. Bothra A, Bhattacharyya A, Mukhopadhyay C, Bhattacharyya K, Roy S. A fluorescence spectroscopic and molecular dynamics study of bis-ANS/protein interaction. J Biomol Struct Dyn. 1998 Apr;15(5):959-66. doi: 10.1080/07391102.1998.10508216. PMID: 9619517. 6. Takashi R, Tonomura Y, Morales MF. 4,4'-Bis (1-anilinonaphthalene 8-sulfonate) (bis-ANS): a new probe of the active site of myosin. Proc Natl Acad Sci U S A. 1977 Jun;74(6):2334-8. doi: 10.1073/pnas.74.6.2334. PMID: 267928; PMCID: PMC432165. 7. Hawe A, Rispens T, Herron JN, Jiskoot W. Probing bis-ANS binding sites of different affinity on aggregated IgG by steady-state fluorescence, time-resolved fluorescence and isothermal titration calorimetry. J Pharm Sci. 2011 Apr;100(4):1294-305. doi: 10.1002/jps.22368. Epub 2010 Oct 18. PMID: 20957745. 8. Mozes E, Hunya A, Toth A, Ayaydin F, Penke B, Datki ZL. A novel application of the fluorescent dye bis-ANS for labeling neurons in acute brain slices. Brain Res Bull. 2011 Oct 10;86(3-4):217-21. doi: 10.1016/j.brainresbull.2011.07.004. Epub 2011 Jul 18. PMID: 21782906. 9. Smoot AL, Panda M, Brazil BT, Buckle AM, Fersht AR, Horowitz PM. The binding of bis-ANS to the isolated GroEL apical domain fragment induces the formation of a folding intermediate with increased hydrophobic surface not observed in tetradecameric GroEL. Biochemistry. 2001 Apr 10;40(14):4484-92. doi: 10.1021/bi001822b. PMID: 11284705. 10. Cordeiro Y, Lima LM, Gomes MP, Foguel D, Silva JL. Modulation of prion protein oligomerization, aggregation, and beta-sheet conversion by 4,4'-dianilino-1,1'-binaphthyl-5,5'-sulfonate (bis-ANS). J Biol Chem. 2004 Feb 13;279(7):5346-52. doi: 10.1074/jbc.M312262200. Epub 2003 Nov 21. PMID: 14634010. 11. Yin H, Zhou Q, Panda M, Yeh LC, Zavala MC, Lee JC. A fluorescence study of type I and type II receptors of bone morphogenetic proteins with bis-ANS (4, 4'-dianilino-1, 1'-bisnaphthyl-5, 5' disulfonic acid). Biochim Biophys Acta. 2007 Apr;1774(4):493-501. doi: 10.1016/j.bbapap.2007.02.003. Epub 2007 Feb 14. PMID: 17363346. 12. Stopa B, Konieczny L, Piekarska B, Roterman I, Rybarska J, Skowronek M. Effect of self association of bis-ANS and bis-azo dyes on protein binding. Biochimie. 1997;79(1):23-6. doi: 10.1016/s0300-9084(97)87621-3. PMID: 9195042. 13. Fu X, Chang Z. Identification of bis-ANS binding sites in Mycobacterium tuberculosis small heat shock protein Hsp16.3: evidences for a two-step substrate-binding mechanism. Biochem Biophys Res Commun. 2006 Oct 13;349(1):167-71. doi: 10.1016/j.bbrc.2006.08.036. Epub 2006 Aug 15. PMID: 16930542. 14. Bhattacharyya A, Mandal AK, Banerjee R, Roy S. Dynamics of compact denatured states of glutaminyl-tRNA synthetase probed by bis-ANS binding kinetics. Biophys Chem. 2000 Oct 30;87(2-3):201-12. doi: 10.1016/s0301-4622(00)00192-7. PMID: 11099182. 15. Korte T, Herrmann A. pH-dependent binding of the fluorophore bis-ANS to influenza virus reflects the conformational change of hemagglutinin. Eur Biophys J. 1994;23(2):105-13. doi: 10.1007/BF00208864. PMID: 8050396.