TAMRA-PEG4-Tetrazine

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TAMRA-PEG4-Tetrazine

TAMRA-PEG4-Tetrazine

Catalog Number F07-0028
Category TAMRA
Molecular Formula C45H50N8O9
Molecular Weight 846.9
Catalog Number Size Price Quantity
F07-0028 -- $--

Product Introduction

TAMRA-PEG4-Tetrazine is a tatrazine attached tetramethylrhodamine (TAMRA) dye. Rhodamine is a commonly used red fluorescent dye tracer in biology for staining cells, tissues, biomarkers or nanoparticles. It has peak fluorescence emission at 572-575 nm. Tetrazin demonstrates exceptionally fast cycloaddition kinetics (up to 30 000 M-1 s-1) with trans-cyclooctene (TCO) as the dienophile, the fastest kinetics ever reported for any bioorthogonal reaction.

Chemical Information

Purity 846.9
IUPAC Name 2-[3-(dimethylamino)-6-dimethylazaniumylidenexanthen-9-yl]-4-[2-[2-[2-[2-[3-oxo-3-[[4-(1,2,4,5-tetrazin-3-yl)phenyl]methylamino]propoxy]ethoxy]ethoxy]ethoxy]ethylcarbamoyl]benzoate;2-[3-(dimethylamino)-6-dimethylazaniumylidenexanthen-9-yl]-5-[2-[2-[2-[2-[3-oxo-3-[[4-(1,2,4,5-tetrazin-3-yl)phenyl]methylamino]propoxy]ethoxy]ethoxy]ethoxy]ethylcarbamoyl]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)NCCOCCOCCOCCOCCC(=O)NCC5=CC=C(C=C5)C6=NN=CN=N6)C(=O)[O-].CN(C)C1=CC2=C(C=C1)C(=C3C=CC(=[N+](C)C)C=C3O2)C4=C(C=CC(=C4)C(=O)NCCOCCOCCOCCOCCC(=O)NCC5=CC=C(C=C5)C6=NN=CN=N6)C(=O)[O-]
InChI InChI=1S/2C45H50N8O9/c1-52(2)33-10-13-36-39(26-33)62-40-27-34(53(3)4)11-14-37(40)42(36)38-25-32(9-12-35(38)45(56)57)44(55)46-16-18-59-20-22-61-24-23-60-21-19-58-17-15-41(54)47-28-30-5-7-31(8-6-30)43-50-48-29-49-51-43;1-52(2)33-10-13-36-39(26-33)62-40-27-34(53(3)4)11-14-37(40)42(36)35-12-9-32(25-38(35)45(56)57)44(55)46-16-18-59-20-22-61-24-23-60-21-19-58-17-15-41(54)47-28-30-5-7-31(8-6-30)43-50-48-29-49-51-43/h2*5-14,25-27,29H,15-24,28H2,1-4H3,(H2-,46,47,54,55,56,57)
InChI Key ALWNCKYHRQJXJO-UHFFFAOYSA-N
  • Product Specification
  • Application
Storage -20 °C

TAMRA-PEG4-Tetrazine, a versatile molecule renowned for its utility in various bioorthogonal chemistry applications, boasts exceptional fluorescent properties. Here we delve into four key applications of TAMRA-PEG4-Tetrazine:

Fluorescent Labeling: Widely embraced for its prowess in biomolecule labeling, TAMRA-PEG4-Tetrazine finds extensive use in affixing fluorescent tags to proteins, nucleic acids, and small molecules. The fluorescence emitted by this compound enables the visual tracking of labeled entities within intricate biological systems. This attribute proves invaluable in advanced imaging modalities, such as fluorescence microscopy and flow cytometry.

Bioorthogonal Chemistry: Standing out in the realm of bioorthogonal reactions, TAMRA-PEG4-Tetrazine engages in high-specificity interactions with trans-cyclooctene (TCO) groups, deftly sidestepping interference with natural biological activities. This precision allows for targeted modifications of biomolecules within living organisms, a boon for in vivo studies and biochemical assays calling for minimal background noise.

Drug Delivery Systems: Enterprising researchers harness the potential of TAMRA-PEG4-Tetrazine in crafting tailored drug delivery systems. By conjugating the fluorescent tetrazine to therapeutic agents, scientists gain real-time insights into drug distribution and release dynamics. This real-time monitoring not only refines drug delivery efficacy but also mitigates off-target effects.

Protein-Protein Interaction Studies: In the intricate domain of protein interactions, TAMRA-PEG4-Tetrazine emerges as a crucial ally in labeling and tracking one of the interacting partners. This capability enables researchers to scrutinize the real-time dynamics of these interactions within live cells, offering profound insights into cellular signaling pathways and potential drug targets. The application of this compound in protein-protein interaction studies propels the frontiers of molecular biology and drug discovery.

Computed Properties

Hydrogen Bond Donor Count 4
Hydrogen Bond Acceptor Count 28
Rotatable Bond Count 42
Exact Mass 1692.74015040 g/mol
Monoisotopic Mass 1692.74015040 g/mol
Topological Polar Surface Area 405Ų
Heavy Atom Count 124
Formal Charge 0
Complexity 3110
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 2
Compound Is Canonicalized Yes
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