MedKoo Cat#: 558835 | Name: Pyrene maleimide
Featured

Description:

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

Pyrene is a fluorescent hydrocarbon which emits in blue region. This is a maleimide derivative of pyrenebutyric acid which reacts with thiols. Pyrene is a useful proximity probe as two pyrene residues close to each other exhibit strong excimer fluorescence.

Chemical Structure

Pyrene maleimide
Pyrene maleimide
CAS#1869968-64-8

Theoretical Analysis

MedKoo Cat#: 558835

Name: Pyrene maleimide

CAS#: 1869968-64-8

Chemical Formula:

Exact Mass: 0.0000

Molecular Weight: 0.00

Elemental Analysis:

Price and Availability

Size Price Availability Quantity
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
No Data
Synonym
IUPAC/Chemical Name
N/A
InChi Key
InChi Code
SMILES Code
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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 0.00 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: Barr JT, Wang Z, Min X, Wienkers HJ, Rock BM, Rock DA, Wienkers LC. Mechanistic Studies of Cytochrome P450 3A4 Time-Dependent Inhibition Using Two Cysteine-Targeting Electrophiles. Drug Metab Dispos. 2020 Jun;48(6):508-514. doi: 10.1124/dmd.119.089813. Epub 2020 Mar 19. PMID: 32193357. 2: Polat Ü, Özyiğit İE, Karakuş E. Analysis of hydrolytic differences of free and "polyacrylic acid (PAAc)-conjugated trypsin and chymotrypsin" by using fluorescence lifetime distributions. Prep Biochem Biotechnol. 2020;50(7):717-722. doi: 10.1080/10826068.2020.1734937. Epub 2020 Mar 5. PMID: 32134357. 3: Shin HW, Sohn H, Jeong YH, Lee SM. Construction of Paramagnetic Manganese- Chelated Polymeric Nanoparticles Using Pyrene-End-Modified Double-Hydrophilic Block Copolymers for Enhanced Magnetic Resonance Relaxivity: A Comparative Study with Cisplatin Pharmacophore. Langmuir. 2019 May 14;35(19):6421-6428. doi: 10.1021/acs.langmuir.9b00406. Epub 2019 Apr 30. PMID: 30998363. 4: Andris S, Rüdt M, Rogalla J, Wendeler M, Hubbuch J. Monitoring of antibody- drug conjugation reactions with UV/Vis spectroscopy. J Biotechnol. 2018 Dec 20;288:15-22. doi: 10.1016/j.jbiotec.2018.10.003. Epub 2018 Oct 12. PMID: 30321572. 5: Chen CY, Chang PC, Wang TH, Wang TV. The in vivo anti-leukemia activity of N-(1-Pyrenlyl) maleimide in a bioluminescent mouse model. Leuk Res. 2017 Nov;62:64-69. doi: 10.1016/j.leukres.2017.09.004. Epub 2017 Sep 12. PMID: 28987819. 6: Patterson RE, Weatherbee-Martin N, Rainey JK. Pyrene-Apelin Conjugation Modulates Fluorophore- and Peptide-Micelle Interactions. J Phys Chem B. 2017 May 11;121(18):4768-4777. doi: 10.1021/acs.jpcb.7b02376. Epub 2017 Apr 26. PMID: 28414462; PMCID: PMC5770199. 7: Özyiğit İE, Karakuş E, Pekcan Ö. The modifier effects of chymotrypsin and trypsin enzymes on fluorescence lifetime distribution of "N-(1-pyrenyl)maleimide-bovine serum albumin" complex. Spectrochim Acta A Mol Biomol Spectrosc. 2016 Feb 5;154:8-12. doi: 10.1016/j.saa.2015.10.008. Epub 2015 Oct 13. PMID: 26490799. 8: Huang PR, Hung SC, Pao CC, Wang TC. N-(1-pyrenyl) maleimide induces bak oligomerization and mitochondrial dysfunction in Jurkat Cells. Biomed Res Int. 2015;2015:798489. doi: 10.1155/2015/798489. Epub 2015 Jan 8. Retraction in: Biomed Res Int. 2021 Oct 28;2021:9835474. doi: 10.1155/2021/9835474. PMID: 25632401; PMCID: PMC4302375. 9: Bains GK, Kim SH, Sorin EJ, Narayanaswami V. The extent of pyrene excimer fluorescence emission is a reflector of distance and flexibility: analysis of the segment linking the LDL receptor-binding and tetramerization domains of apolipoprotein E3. Biochemistry. 2012 Aug 7;51(31):6207-19. doi: 10.1021/bi3005285. Epub 2012 Jul 26. PMID: 22779734; PMCID: PMC3448802. 10: Mizuguchi C, Hata M, Dhanasekaran P, Nickel M, Phillips MC, Lund-Katz S, Saito H. Fluorescence analysis of the lipid binding-induced conformational change of apolipoprotein E4. Biochemistry. 2012 Jul 17;51(28):5580-8. doi: 10.1021/bi300672s. Epub 2012 Jul 3. PMID: 22730894; PMCID: PMC3447985. 11: Huang PR, Yeh YM, Pao CC, Chen CY, Wang TC. N-(1-Pyrenyl) maleimide inhibits telomerase activity in a cell free system and induces apoptosis in Jurkat cells. Mol Biol Rep. 2012 Sep;39(9):8899-905. doi: 10.1007/s11033-012-1757-y. Epub 2012 Jun 17. PMID: 22707200. 12: Niwayama S, Kassar AS, Zhao T, Sutton RB, Altenberg GA. A pyrene maleimide with a flexible linker for sampling of longer inter-thiol distances by excimer formation. PLoS One. 2011;6(10):e26691. doi: 10.1371/journal.pone.0026691. Epub 2011 Oct 20. PMID: 22028936; PMCID: PMC3197676. 13: Jain N, Bhattacharya M, Mukhopadhyay S. Chain collapse of an amyloidogenic intrinsically disordered protein. Biophys J. 2011 Oct 5;101(7):1720-9. doi: 10.1016/j.bpj.2011.08.024. PMID: 21961598; PMCID: PMC3183800. 14: Warman JM, Luthjens LH, de Haas MP. High-energy radiation monitoring based on radio-fluorogenic co-polymerization II: fixed fluorescent images of collimated x-ray beams using an RFCP gel. Phys Med Biol. 2011 Mar 7;56(5):1487-508. doi: 10.1088/0031-9155/56/5/017. Epub 2011 Feb 15. PMID: 21321387. 15: Patel AB, Khumsupan P, Narayanaswami V. Pyrene fluorescence analysis offers new insights into the conformation of the lipoprotein-binding domain of human apolipoprotein E. Biochemistry. 2010 Mar 2;49(8):1766-75. doi: 10.1021/bi901902e. PMID: 20073510. 16: Mancek-Keber M, Gradisar H, Iñigo Pestaña M, Martinez de Tejada G, Jerala R. Free thiol group of MD-2 as the target for inhibition of the lipopolysaccharide- induced cell activation. J Biol Chem. 2009 Jul 17;284(29):19493-500. doi: 10.1074/jbc.M109.003756. Epub 2009 May 27. PMID: 19473973; PMCID: PMC2740575. 17: Kono M, Okumura Y, Tanaka M, Nguyen D, Dhanasekaran P, Lund-Katz S, Phillips MC, Saito H. Conformational flexibility of the N-terminal domain of apolipoprotein a-I bound to spherical lipid particles. Biochemistry. 2008 Oct 28;47(43):11340-7. doi: 10.1021/bi801503r. Epub 2008 Oct 2. PMID: 18831538; PMCID: PMC2667695. 18: Liu FY, Chen XH, Bi KS. [Determination of tiopronin in rat plasma by HPLC following fluorescent derivatization]. Yao Xue Xue Bao. 2008 Jul;43(7):733-6. Chinese. PMID: 18819478. 19: Ates B, Ercal BC, Manda K, Abraham L, Ercal N. Determination of glutathione disulfide levels in biological samples using thiol-disulfide exchanging agent, dithiothreitol. Biomed Chromatogr. 2009 Feb;23(2):119-23. doi: 10.1002/bmc.1083. PMID: 18646192. 20: Zibouche M, Vincent M, Illien F, Gallay J, Ayala-Sanmartin J. The N-terminal domain of annexin 2 serves as a secondary binding site during membrane bridging. J Biol Chem. 2008 Aug 8;283(32):22121-7. doi: 10.1074/jbc.M801000200. Epub 2008 May 28. PMID: 18508775.