Cyanine5 maleimide

• CAT Number: I025347
• CAS Number: 1437872-46-2
• Molecular Formula: C38H45F6N4O3P
• Molecular Weight: 750.80
• Purity: 98%
• Solubility: Soluble in DMSO
• Appearance: Solid powder
• Storage: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
• IUPAC Name: 6-[3,3-dimethyl-2-[(2E,4E)-5-(1,3,3-trimethylindol-1-ium-2-yl)penta-2,4-dienylidene]indol-1-yl]-N-[2-(2,5-dioxopyrrol-1-yl)ethyl]hexanamide;hexafluorophosphate
• InChI: 1S/C38H44N4O3.F6P/c1-37(2)28-16-11-13-18-30(28)40(5)32(37)20-8-6-9-21-33-38(3,4)29-17-12-14-19-31(29)41(33)26-15-7-10-22-34(43)39-25-27-42-35(44)23-24-36(42)45;1-7(2,3,4,5)6/h6,8-9,11-14,16-21,23-24H,7,10,15,22,25-27H2,1-5H3;/q;-1/p+1
• InChIKey: CQVAAOIIPPYUIT-UHFFFAOYSA-O
• SMILES: CC1(C2=CC=CC=C2[N+](=C1/C=C/C=C/C=C3C(C4=CC=CC=C4N3CCCCCC(=O)NCCN5C(=O)C=CC5=O)(C)C)C)C.F[P-](F)(F)(F)(F)F

Cyanine5 maleimide (Cat No.: I025347) is a far-red fluorescent dye used for labeling thiol-containing biomolecules, such as cysteine residues in proteins or peptides. The maleimide group reacts selectively with sulfhydryl groups to form stable thioether bonds, enabling site-specific conjugation. With excitation/emission maxima around 650/670 nm, Cyanine5 maleimide offers bright fluorescence, excellent photostability, and minimal background interference. It is widely used in applications like fluorescence imaging, flow cytometry, and biomolecular tracking, especially in multiplex assays and live-cell studies requiring near-infrared detection.

Reference

1.Yang, M.; Zhang, L.; Sun, R.; Zhong, W.; Yang, Y.; Chen, C. Streptococcus pyogenes Cas9 displays biased one-dimensional diffusion on dsDNA to search for a target. bioRxiv, preprint. doi: 10.1101/754564
2. Ast, J.; Arvaniti, A.; Fine, N.H.F.; Nasteska, D.; Ashford, F.B.; Stamataki, Z.M Koszegi, Z.; Bacon, A.; Trapp, S.; Jones, B.J.; Hastoy, B.; Tomas, A.; Reissaus, C.; Linnemann, A.K.; D’Este, E.; Calebiro, D.; Johnsson, K.; Podewin, T.; Broichhagen, J.; Hodson, D.J. LUXendins reveal endogenous glucagon-like peptide-1 receptor distribution and dynamics. bioRxiv, preprint. doi: 10.1101/557132
3. Kesarwani, V.; Kelly, H.G.; Shankar, M.; Robinson, K.J.; Kent, S.J.; Traven, A.; Corrie, S.R. Characterisation of key bio-nano interactions between organosilica nanoparticles and Candida albicans. ACS Applied Materials & Interfaces, 2019, 11(38), 34676–34687. doi: 10.1021/acsami.9b10853
4. Gardinier, T.C.; Turker, M.Z.; Hinckley, J.A.; Katt, W.P.; DomNwachukwu, N.; Woodruff, F.; Hersh, J.; Wang, J.; Cerione, R.A.; Wiesner, U.B. Controlling Surface Chemical Heterogeneities of Ultrasmall Fluorescent Core–Shell Silica Nanoparticles as Revealed by High-Performance Liquid Chromatography. The Journal of Physical Chemistry C, 2019, 123(37), 23246–23254. doi: 10.1021/acs.jpcc.9b06905