SMCy 5.5

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Description: Fluorogenic fluorescent probe for imaging lipid droplets; suitable for use with two-photon microscopy
Chemical Name: 6,8-Dicyclohexyl-4-((1E,3E,5E)-5-(1,1-dimethyl-3-(pent-4-yn-1-yl)-1,3-dihydro-2H-benzo[e]indol-2-ylidene)penta-1,3-dien-1-yl)-2,2-difluoro-2,8-dihydro-5H-1λ3,2λ4-[1,3,2]dioxaborinino[6,5-d]pyrimidine-5,7(6H)-dione
Purity: ≥95% (HPLC)
Datasheet
Citations
Reviews
Literature (1)

Biological Activity for SMCy 5.5

SMCy 5.5 is a fluorogenic fluorescent probe for imaging lipid droplets that exhibits sharp excitation and emission bands and high brightness. SMCy 5.5 is suitable for use with two-photon microscopy. It is useful for deep tissue imaging and 3D imaging. Excitation/emission maxima for SMCy 5.5 in THF are 643/672 nm; Quantum yield = 0.75; Extinction coefficient = 209,000 M-1 cm-1. SMCy 5.5 displays high two-photon absorption (TPA) cross-section values (13330 GM and 10400 GM at 770 and 820 nm, respectively). The probe also has a click reactive handle.

Optical Data for SMCy 5.5

SMCy 5.5 Dye Spectra
Emission Color Far Red
Brightness
λabs 636 nm
λem 660 nm
Extinction Coefficient (ε) 194,000 M-1cm-1
Quantum Yield (φ) 1
Closest Laser line 640 nm
Reactive Group Alkyne
Reactivity Click
Cell Permeable Yes
Application 2PE Fluorescence Imaging, Deep Tissue Imaging, 3D Imaging

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Technical Data for SMCy 5.5

M. Wt 693.64
Formula C41H46BF2N3O4
Storage Store at -20°C
Purity ≥95% (HPLC)
CAS Number 2417507-09-4
InChI Key CCEAGIQCUXUBGY-GNVKXZRTSA-N
Smiles CC1(/C(N(C2=C1C3=CC=CC=C3C=C2)CCCC#C)=C\C=C\C=C\C4=C(C(N(C(N5C6CCCCC6)=O)C7CCCCC7)=O)C5=[O+][B-](F)(F)O4)C

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data for SMCy 5.5

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 6.94 10

Preparing Stock Solutions for SMCy 5.5

The following data is based on the product molecular weight 693.64. 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.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
0.1 mM 14.42 mL 72.08 mL 144.17 mL
0.5 mM 2.88 mL 14.42 mL 28.83 mL
1 mM 1.44 mL 7.21 mL 14.42 mL
5 mM 0.29 mL 1.44 mL 2.88 mL

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References for SMCy 5.5

References are publications that support the biological activity of the product.

Collot et al (2018) Ultrabright and fluorogenic probes for multicolor imaging and tracking of lipid droplets in cells and tissues. J.Am.Chem.Soc. 140 5401 PMID: 29446627

Fam et al (2018) Recent advances in fluorescent probes for lipid droplets. Materials (Basel) 11 1768 PMID: 30231571


If you know of a relevant reference for SMCy 5.5, please let us know.

Keywords: SMCy 5.5, SMCy 5.5 supplier, Fluorescent, fluorogenic, probe, imaging, lipid, droplets, two-photon, microscopy, 2-photon, Lipid, Probes, and, Cell, Membrane, Stains, Click-Reactive, Dyes, 7295, Tocris Bioscience

Citations for SMCy 5.5

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Fluorescent Dyes and Probes Research Product Guide

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