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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
Computed Properties
Patents
| Synonyms | 5-TAMRA cadaverine TFA salt; Tetramethylrhodamine 5-carboxamide cadaverine |
| IUPAC Name | 5-(5-aminopentylcarbamoyl)-2-[3-(dimethylamino)-6-dimethylazaniumylidenexanthen-9-yl]benzoate |
| Canonical 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 |
| Excitation | 553 |
| Emission | 575 |
| Storage | -20 °C |
| 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 |
| 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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