
5-TAMRA Guanidyl
| Catalog Number | F07-0005 |
| Category | TAMRA Dyes |
| Molecular Formula | C31H35N7O5 |
| Molecular Weight | 585.67 |
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Product Introduction
5-TAMRA Guanidyl is used primarily as a fluorescent labeling agent in biochemical and molecular biology research. Its strong fluorescence properties make it ideal for tagging nucleic acids and proteins, facilitating their detection and visualization in various assays, such as microscopy and flow cytometry. This compound enhances the sensitivity and specificity of molecular probes in diagnostic assays, enabling real-time tracking and quantification of biological molecules. Overall, it is a versatile tool for studying complex biological processes and interactions.
Chemical Information
Application
Chemical Information
| Synonyms | 4-((1-amino-5-guanidino-1-oxopentan-2-yl)carbamoyl)-2-(6-(dimethylamino)-3-(dimethyliminio)-3H-xanthen-9-yl)benzoate |
| SMILES | O=C([O-])C1=CC=C(C(NC(CCCNC(N)=N)C(N)=O)=O)C=C1C2=C3C=C/C(C=C3OC4=C2C=CC(N(C)C)=C4)=[N+](C)/C |
| InChI | InChI=1S/C31H35N7O5/c1-37(2)18-8-11-21-25(15-18)43-26-16-19(38(3)4)9-12-22(26)27(21)23-14-17(7-10-20(23)30(41)42)29(40)36-24(28(32)39)6-5-13-35-31(33)34/h7-12,14-16,24H,5-6,13H2,1-4H3,(H7-,32,33,34,35,36,39,40,41,42) |
| InChIKey | DKUWFMZFVFBNDZ-UHFFFAOYSA-N |
Application
5-TAMRA Guanidyl is a TAMRA-based fluorescent labeling reagent bearing a guanidyl functional group, enabling strong electrostatic interactions with nucleic acids and other anionic biomolecular surfaces. In fluorescence workflows, it is used to generate bright, visible red/orange readouts for tracking binding, localization, and labeling efficiency in chemical biology and analytical assays. The guanidyl handle also supports practical conjugate construction for nucleic acid staining and probe development where TAMRA signal reporting is required.
1. Nucleic Acid Labeling
5-TAMRA Guanidyl is used as a fluorescent nucleic acid labeling reagent for staining DNA and RNA in microscopy and gel-based workflows, supporting visualization of nucleic acid distribution and relative abundance. Researchers frequently employ it in oligonucleotide handling and nucleic acid workflow development to monitor labeling outcomes, assess hybridization conditions, and follow sample preparation steps where a TAMRA fluorophore provides robust signal under standard fluorescence imaging. The guanidyl functionality promotes practical association with polyanionic nucleic acid backbones, making it useful for constructing fluorescent nucleic acid standards and imaging reagents without requiring covalent modification of bases in every workflow.
2. Fluorescent Probe Construction
5-TAMRA Guanidyl is incorporated into fluorescent probe development efforts where TAMRA is used as a reporting tag for nucleic-acid-based recognition formats and binding studies. Chemical biology teams use it to build labeled oligonucleotide reagents for fluorescence readouts in assay development, including probe libraries for method screening and optimization of labeling density. The guanidyl group provides a convenient functional motif for preparing fluorescent probe constructs that can be used to track probe binding to nucleic acid targets, monitor reagent performance during assay optimization, and generate imaging-compatible probe materials for microscopy-based studies.
3. Microscopy-Based Localization Studies
5-TAMRA Guanidyl supports fluorescence microscopy experiments that require red/orange signal to visualize nucleic acid-containing structures or nucleic acid-associated processes in fixed samples and imaging preparations. Researchers use the reagent to highlight nucleic acid localization patterns, map labeled material distribution on substrates, and compare labeling conditions across experimental groups. In molecular imaging workflows, TAMRA's brightness helps generate clear contrast for qualitative localization and semi-quantitative visualization, while the guanidyl functionality improves practical retention of fluorescence associated with nucleic acid-rich regions during imaging preparation and washing steps.
4. Fluorescence Bioassay Development
5-TAMRA Guanidyl is used in fluorescence assay development where TAMRA labeling enables monitoring of nucleic acid binding events and reagent behavior in plate-based or cuvette-based formats. Assay developers incorporate it into experimental designs that require tracking of nucleic acid reagent handling, hybridization progression, or binding-dependent fluorescence changes using standard fluorescence readers. The reagent's guanidyl-driven association with nucleic acids provides a practical route to fluorescent assay components for method development, enabling rapid iteration of labeling conditions and probe preparation parameters during workflow optimization.
5. Fluorescent Standards And Controls
5-TAMRA Guanidyl is commonly used to prepare fluorescent standards and assay controls for nucleic acid-related fluorescence experiments. In laboratories running microscopy, gel imaging, or plate reader assays, it helps generate reference materials for evaluating staining consistency, comparing batch-to-batch labeling behavior, and supporting instrument setup using a TAMRA-based signal. The guanidyl functionality facilitates reproducible fluorescent nucleic-acid-associated staining behavior across typical laboratory imaging workflows, making it useful for internal controls when consistent fluorescence reporting is required.
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