Flamma® 749 Alkyne

Product#: PWK1301
$1,336.00

Size of product (mg)

  • 1 mg
  • 5 mg
  • 25 mg
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Flamma® 749 Alkyne

Cat. No. List below

Description

Flamma® Fluors 749 Alkyne is a highly specialized near-infrared (NIR) fluorescent dye derived from cyanine structure, designed for generating stable fluorescence signals in bioimaging applications. This dye is equipped with an alkyne functional group, making it an ideal reagent for copper (I)-catalyzed azide-alkyne cycloaddition (CuAAC), commonly known as click chemistry. Its unique properties enable precise labeling of biomolecules while maintaining compatibility with native biochemical processes.

The dye has excitation and emission maxima at 749 nm and 774 nm, respectively, placing it in the NIR region. These spectral properties are comparable to other NIR dyes like Alexa 750, Cy7, IRDye 750, and DyLight 755. Flamma 749 can be excited using a 750 nm laser line or dye-pumped laser, with emission occurring in the NIR region, which is highly permeable to biological tissues. This makes it ideal for imaging applications requiring deep tissue penetration and low autofluorescence.

Flamma® Fluors 749 Alkyne reacts with azides through CuAAC to form a stable 1,4-disubstituted 1,2,3-triazole linkage. This reaction is highly selective and efficient under mild conditions, making it suitable for use in living systems without interfering with native biochemical processes. To perform CuAAC, the counterpart biomolecule must first be functionalized with an azide group via chemical or genetic modification.

Flamma® Fluors 749 Alkyne is particularly useful for bioimaging (generates stable fluorescence signals for cellular and tissue imaging), click chemistry 
(enables site-specific labeling of azide-functionalized biomolecules), nucleotide functionalization (facilitates the modification of nucleotides for imaging or tracking purposes, and protein & glycan labeling (used to label proteins or glycans modified with azides). 

The labeling process typically involves:
Functionalizing the target biomolecule with an azide group (via chemical or genetic methods).
Performing CuAAC with Flamma® Fluors 749 Alkyne in the presence of a copper (I) catalyst.
Utilizing the labeled biomolecules for imaging or other analytical applications.

Flamma® Fluors 749 Alkyne advantages:
1. High Specificity: The CuAAC reaction is highly selective for azides, minimizing off-target reactions.
2. Biocompatibility: Suitable for use in living systems without disrupting native biochemical pathways.
3. NIR Advantages: Reduced photobleaching, lower background fluorescence, and enhanced tissue penetration compared to visible light fluorophores.
4. Multiplexing Potential: Can be used alongside other fluorophores in different spec


 
Specifications
  • Fluorophore: Flamma® Fluors 749
  • Reactive group: Alkyne
  • Excitation/Emission Max.(nm): 749/774 
  • Spectrally similar dyes: Alexa750, DyLight755, Cy7, IRDye750
  • Extinction coefficient: ≥ 170,000 cm-1M-1
  • Appearance: Green Solid
  • Molecular Weight: 747.96 g/mol       
  • Solubility: DMF, DMSO
  • Storage conditions: -20 ℃, protect from light 
 
Quick link (Cat.#) FSD series EXmax (nm) EMmax (nm) Spectrally similar dyes
CWK1001 Flamma® 496 Alkyne 496 520 Alexa488, FITC, Cy2
PWK1122 Flamma® 552 Alkyne 550 564 Alexa555, DyLight549, Cy3, ATTO550
KWK1415 Flamma® 581 Alkyne 581 596 Alexa594, DyLight594
PWK1215 Flamma® 648 Alkyne 648 663 Alexa647, DyLight650, Cy5
PWK1515 Flamma® 675 Alkyne 674 691 Alexa680, DyLight680, Cy5.5, IRDye680LT
PWK1301 Flamma® 749 Alkyne 749 774 Alexa750, DyLight755, Cy7.5, IRDye750
PWK1603 Flamma® 774 Alkyne 774 800 Cy7.5, DyLight800, IRDye800


Background

Flamma® Fluors

BioActs offers a broad range of Flamma® Fluors dyes equipped with variety of reactive and functional groups, which can cover the full spectral range from UV to NIR with their excellent fluorescence performance. Characteristic features of these superior dyes are strong absorption, high fluorescence quantum yield and high photostability. Flamma® dyes maintain good fluorescence activity and stability after conjugation to biomolecules and allow the detection of low-abundance biological structures with great sensitivity. The dyes are compatible with optical conditions of most of fluorescent equipment and are ideal for any applications in biological studies.
  • Covering the full spectral range from UV to NIR
  • Equipped with a variety of reactive groups: NHS and Sulfo-NHS ester, Vinylsulfone, Maleimide, Click chemistry, isothiocyanate, hydrazide and hydrophobic substances.
  • High quantum yields and photostability
  • High purity and compatible with most of biomolecules
 

Flamma® Fluors for Click Chemistry

The most widely utilized click chemistry is 1,3-dipolar cycloaddition between an azide and an alkyne to produce 1,4-disubstituted 1,2,3-triazole. There are two types of 1,3-dipolar cycloaddition methods: copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) and strain-promoted azide-alkyne cycloaddition (SPAAC). BioActs offers Flamma® Fluors Alkyne dyes for CuAAC, Flamma® Fluors ADIBO products for SPAAC and Flamma® Fluors Azide dyes for both CuAAC and SPAAC.

  

Figure 1.   Absorption (upper) and emission (bottom) spectra overlap of Flamma® Fluors

 

Figure 2.   Immunofluorescence imaging and in situ hybridization imaging

 

Figure 3.   Fluorescence images of Flamma® 749 (upper) and Flamma® 774 (bottom) carboxylic acid injected mouse model


Citation & Reference

1. Xu, Peisheng. Zwitterionic chitosan derivatives for pH-sensitive stealth coating. Biomacromolecules 11.9 (2010): 2352-2358.
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3. Oh, Keun Sang. Accurate sequential detection of primary tumor and metastatic lymphatics using a temperature-induced phase transition nanoparticulate system. International journal of nanomedicine 9 (2014): 2955.
4. Yhee, Ji Young. Tumor-targeting transferrin nanoparticles for systemic polymerized siRNA delivery in tumor-bearing mice. Bioconjugate chemistry 24.11 (2013): 1850-1860.
5. Yoon, Hong Yeol. Glycol chitosan nanoparticles as specialized cancer therapeutic vehicles: Sequential delivery of doxorubicin and Bcl-2 siRNA. Scientific reports 4 (2014).
6. Ryu, Ju Hee. Early diagnosis of arthritis in mice with collagen?induced arthritis, using a fluorogenic matrix metalloproteinase 3–specific polymeric probe. Arthritis & Rheumatism 63.12 (2011): 3824-3832.
7. Hollis, Christin P. In vivo investigation of hybrid paclitaxel nanocrystals with dual fluorescent probes for cancer theranostics. Pharmaceutical research 31.6 (2014): 1450-1459.
8. Koo, Heebeom. The movement of self-assembled amphiphilic polymeric nanoparticles in the vitreous and retina after intravitreal injection. Biomaterials 33.12 (2012): 3485-3493.
9. Zhu, Lei. Real-time monitoring of caspase cascade activation in living cells. Journal of controlled release 163.1 (2012): 55-62.
10. Yoon, Hong Yeol. Bioreducible hyaluronic acid conjugates as siRNA carrier for tumor targeting. Journal of Controlled Release 172.3 (2013): 653-661.
11. Yhee, Ji Young. Cancer-targeted MDR-1 siRNA delivery using self-cross-linked glycol chitosan nanoparticles to overcome drug resistance. Journal of Controlled Release 198 (2015): 1-9.
12. Park, Jin Woo. Wide-Ranged Fluorescent Molecular Weight Size Markers for Electrophoresis. Bulletin of the Korean Chemical Society 34.1 (2013): 29-30.
13. Huang, Xinglu. Multiplex Imaging of an Intracellular Proteolytic Cascade by using a Broad?Spectrum Nanoquencher. Angewandte Chemie International Edition 51.7 (2012): 1625-1630.

 

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