
5-TAMRA Cadaverine
| Catalog Number | F07-0007 |
| Category | TAMRA Dyes |
| Molecular Formula | C30H34N4O4 |
| Molecular Weight | 514.6 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
5-TAMRA cadaverine can used to modify carboxylic acid group in the presence of activators (e.g. EDC, or DCC) or activated esters (e.g. NHS esters) through a stable amide bond. It also can be reversibly coupled to aldehydes and ketones to form a Schiff base-which can be reduced to a generate stable amine derivative by sodium borohydride (NaBH4) or sodium cyanoborohydride (NaCNH3).
Although the mixed isomers of 5(6)-TAMRA cadaverine is a preferred, routinely used orange-fluorescent dye for staining proteins, it is rearly used for labeling peptides and nucleotides. Purification of 5(6)-TAMRA labeled peptide and nucleotides might be troublesome due to significant signal broadening in HPLC purification. Peptides and nucleotides labeled with a single isomer TAMRA usually give better resolution in HPLC purification that is often required in the conjugation processes.
Chemical Information
Product Specification
Application
Computed Properties
Patents
Chemical Information
| Synonyms | 5-TAMRA cadaverine TFA salt; Tetramethylrhodamine 5-carboxamide cadaverine |
| IUPAC Name | 5-(5-aminopentylcarbamoyl)-2-[3-(dimethylamino)-6-dimethylazaniumylidenexanthen-9-yl]benzoate |
| SMILES | CN(C)C1=CC2=C(C=C1)C(=C3C=CC(=[N+](C)C)C=C3O2)C4=C(C=C(C=C4)C(=O)NCCCCCN)C(=O)[O-] |
| InChI | InChI=1S/C30H34N4O4/c1-33(2)20-9-12-23-26(17-20)38-27-18-21(34(3)4)10-13-24(27)28(23)22-11-8-19(16-25(22)30(36)37)29(35)32-15-7-5-6-14-31/h8-13,16-18H,5-7,14-15,31H2,1-4H3,(H-,32,35,36,37) |
| InChIKey | GGMFTOCYWNYUSU-UHFFFAOYSA-N |
| Solubility | DMSO, DMF, MeOH |
Product Specification
| Excitation | 553 |
| Emission | 575 |
| Storage | -20 °C |
Application
5-TAMRA Cadaverine is a TAMRA-based fluorescent cadaverine analog designed for amine-reactive labeling workflows in chemical biology and fluorescence microscopy. The dye provides bright red emission for tracking newly incorporated primary amines, while the cadaverine scaffold supports incorporation into amine-containing biomolecule and biomaterial contexts where amine-reactive detection is required. Researchers commonly use this reagent as a fluorescent reporter to visualize and quantify amine labeling in labeling, imaging, and flow-based readouts.
1. Fluorescent Amine Labeling
5-TAMRA Cadaverine is widely used as a fluorescent reporter for labeling primary amine-containing targets in cell biology workflows, including tracking amine incorporation and amine-rich biomolecule tagging. In practice, it supports downstream fluorescence imaging and quantitative readouts by providing a red-emitting TAMRA signal that can be monitored in standard fluorescence microscopy and plate-based assays. Chemical biology teams often pair it with complementary stains or labeling reagents to map relative labeling patterns across experimental conditions.
2. Metabolic Incorporation Imaging
5-TAMRA Cadaverine is frequently employed in experiments where cadaverine-like amine analogs are introduced to cells or biological systems to visualize incorporation into newly formed amine-containing components. Researchers use the TAMRA fluorescence to monitor spatial distribution and relative abundance of labeled material within fixed or processed samples, enabling comparative imaging across time points, treatments, or genetic perturbations. This application is particularly common in studies that rely on fluorescent amine reporters to follow incorporation trends rather than requiring target-specific antibodies.
3. Flow Cytometry Fluorescent Readout
5-TAMRA Cadaverine is used to generate a measurable red fluorescence signal for flow cytometry-based quantification of amine labeling intensity across cell populations. In typical workflows, researchers label samples with the reagent, wash to remove unbound material, and analyze fluorescence distribution to compare labeling levels between experimental groups. This approach supports rapid population-level readouts when the goal is to quantify relative incorporation or labeling extent rather than to resolve a specific protein target.
4. Biomaterial and Surface Tagging
5-TAMRA Cadaverine is also used in biomaterials and surface functionalization studies where amine-containing motifs are labeled to visualize coating formation, adsorption, or surface-associated labeling. Materials scientists and biomaterials researchers incorporate the fluorescent amine reporter into workflows that examine how amine-bearing components interact with engineered surfaces, hydrogels, or polymer matrices. The TAMRA signal enables direct visualization of labeled regions and supports comparative assessment of labeling uniformity across material batches or preparation conditions.
5. Fluorescent Labeling Standards
5-TAMRA Cadaverine serves as a practical fluorescent amine-containing reference reagent for method development and assay optimization in fluorescence-based experiments. Laboratories developing labeling protocols, imaging settings, or calibration approaches often use it to verify staining consistency, confirm instrument alignment for TAMRA detection, and establish working conditions for red-channel readouts. This use is especially helpful when workflows require a reproducible fluorescent amine signal for routine checks and troubleshooting.
Computed Properties
| XLogP3 | 0.8 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 8 |
| Exact Mass | 514.25800558 g/mol |
| Monoisotopic Mass | 514.25800558 g/mol |
| Topological Polar Surface Area | 111Ų |
| Heavy Atom Count | 38 |
| Formal Charge | 0 |
| Complexity | 974 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| US-10195289-B2 | Engineered polypeptide conjugates using transglutaminase | 2013-07-31 |
| US-10842881-B2 | Engineered polypeptide conjugates using transglutaminase | 2013-07-31 |
| US-2021162058-A1 | Engineered polypeptide conjugates using transglutaminase | 2013-07-31 |
| US-9676871-B2 | Engineered polypeptide conjugates and methods for making thereof using transglutaminase | 2010-11-05 |
| US-10941216-B2 | Engineered polypeptide conjugates and methods for making thereof using transglutaminase | 2010-11-05 |
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