
AkaLumine | CAS 1176235-08-7
| Catalog Number | A18-0107 |
| Category | Fluorescent Enzyme Substrates |
| Molecular Formula | C16H18N2O2S |
| Molecular Weight | 302.39 |
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Product Introduction
AkaLumine is a luciferin analog. The bioluminescence produced by AkaLumine in reactions with native firefly luciferase is in the near-infrared wavelength ranges (λmax=677 nm), and yields significantly increased target-detection sensitivity from deep tissues with maximal signals attained at very low concentrations.
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| Synonyms | 4,5-dihydrothiazole-4-carboxylic acid; 2-[(1E,3E)-4-(4-Dimethylaminophenyl)buta-1,3-dienyl]-; 2-[(1E,3E)-4-(4-Dimethylaminophenyl)buta-1,3-dienyl]- 4,5-dihydrothiazole-4-carboxylic acid; 2-[(1E,3E)-4-[4-(dimethylamino)phenyl]buta-1,3-dien-1-yl]-4,5-dihydro-1,3-thiazole-4-carboxylic acid |
| IUPAC Name | 2-[(1E,3E)-4-[4-(dimethylamino)phenyl]buta-1,3-dienyl]-4,5-dihydro-1,3-thiazole-4-carboxylic acid |
| SMILES | CN(C)C1=CC=C(C=C1)C=CC=CC2=NC(CS2)C(=O)O |
| InChI | InChI=1S/C16H18N2O2S/c1-18(2)13-9-7-12(8-10-13)5-3-4-6-15-17-14(11-21-15)16(19)20/h3-10,14H,11H2,1-2H3,(H,19,20)/b5-3+,6-4+ |
| InChIKey | ULTVSKXCSMDCHR-GGWOSOGESA-N |
| Solubility | Soluble in DMSO. |
| Density | 1.2±0.1 g/cm3 |
| Appearance | Solid Powder |
| Boiling Point | 541.4±60.0 °C at 760 mmHg |
Product Specification
| Emission | 677 |
| Storage | Store at -20°C |
Application
AkaLumine is a fluorescent labeling reagent built around an "Aka" fluorophore scaffold designed for bright, convenient incorporation into biomolecules and imaging workflows. Its use in chemical biology is typically centered on generating fluorescent conjugates for microscopy and fluorescence readouts, where the dye's emission enables visualization of labeled targets in research assays.
1. Fluorescent Bioconjugation Labeling
AkaLumine is used by chemical biology and glycobiology groups to prepare fluorescent bioconjugates for tracking biomolecules in complex mixtures. Researchers commonly incorporate the dye into proteins, peptides, or other amine- or thiol-containing targets during conjugate preparation, then use the resulting fluorescent conjugates to monitor binding, uptake, or localization in cell and material systems. In these workflows, AkaLumine functions as a practical fluorescence tag for downstream imaging and quantitative fluorescence measurements, supporting experiments where consistent labeling and straightforward handling are important.
2. Fluorescence Microscopy Imaging
AkaLumine is applied as a fluorescent staining or labeling reagent for fluorescence microscopy experiments that require visualization of labeled biomolecular components. Cell biology labs and imaging core facilities use AkaLumine-labeled conjugates to generate contrast for cellular imaging studies, including co-localization experiments with other fluorescent markers. Because microscopy workflows often rely on compatible fluorophore brightness and stable signal during imaging sessions, AkaLumine is positioned as a useful dye for preparing fluorescent samples for widefield and confocal imaging readouts.
3. Flow Cytometry Fluorescent Tagging
AkaLumine is frequently used to generate fluorescent labeling reagents for flow cytometry-based analysis of labeled biomolecules or cells exposed to fluorescent conjugates. In these experiments, researchers prepare AkaLumine-labeled targets or stain components, then quantify fluorescence intensity distributions by flow cytometry to assess labeling levels, binding to cell-associated features, or relative abundance across populations. This application is particularly common in assay development and screening workflows where fluorescent readouts provide an efficient way to compare multiple conditions under standardized instrument settings.
4. Fluorescence-Based Bioassay Development
AkaLumine supports fluorescence assay development in biochemical and materials research by enabling fluorescent labeling of assay components used to report on molecular interactions or process outcomes. Teams developing fluorescence-based binding assays, labeling-based detection formats, or fluorescence readout steps in screening workflows use AkaLumine to convert non-fluorescent biological inputs into measurable signals. The reagent's role is typically to provide a stable fluorescent reporter on the relevant component so that assay performance can be evaluated using standard fluorescence instrumentation and plate-based workflows.
Computed Properties
| XLogP3 | 3 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 5 |
| Exact Mass | 302.10889899 g/mol |
| Monoisotopic Mass | 302.10889899 g/mol |
| Topological Polar Surface Area | 78.2Ų |
| Heavy Atom Count | 21 |
| Formal Charge | 0 |
| Complexity | 449 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 1 |
| Defined Bond Stereocenter Count | 2 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| WO-2022050233-A1 | Light-emitting system and cytochrome p450 quantification method | 2020-09-03 |
| US-2019227077-A1 | Assays for Detecting Antibodies Capable of Mediating Antibody-Dependent Cell-Mediated Cytotoxicity | 2018-01-25 |
| US-11402380-B2 | Assays for detecting antibodies capable of mediating antibody-dependent cell-mediated cytotoxicity | 2018-01-25 |
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