TAMRA-PEG4-acid

 CAS No.: 1909223-02-4  Cat No.: BP-501626  Purity: 98% 4.5  

TAMRA-PEG4-acid is a TAMRA (tetramethylrhodamine) fluorescent dye conjugated to a short polyethylene glycol linker terminating in a carboxylic acid. Structurally, it comprises a dye core linked to a PEG chain of four ethylene glycol units, providing both optical readout and aqueous solubility while maintaining a flexible spacer between the fluorophore and a reactive handle. In PROTAC and targeted protein degradation workflows, such linkers are valuable for building fluorescently traceable conjugates: the terminal acid enables coupling to amine- or hydrazide-bearing partners (e.g., through standard amide or related chemistries), allowing researchers to monitor synthesis efficiency, quantify conjugate integrity, and track cellular uptake or localization. Its compact PEG length helps preserve proximity-dependent recruitment while reducing nonspecific interactions compared with more hydrophobic dye attachments. Overall, TAMRA-PEG4-acid supports rigorous experimental characterization of PROTAC constructs and related targeted degradation reagents.

TAMRA-PEG4-acid

Structure of 1909223-02-4

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Category
PROTAC Linker
Molecular Formula
C₃₆H₄₃N₃O₁₀
Molecular Weight
677.80

* For research and manufacturing use only. Not for human or clinical use.

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Purity
98%
Solubility
Water, DMSO, DMF, DCM
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
5-[2-[2-[2-[2-(2-carboxyethoxy)ethoxy]ethoxy]ethoxy]ethylcarbamoyl]-2-[3-(dimethylamino)-6-dimethylazaniumylidenexanthen-9-yl]benzoate
Synonyms
5-((14-carboxy-3,6,9,12-tetraoxatetradecyl)carbamoyl)-2-(6-(dimethylamino)-3-(dimethyliminio)-3H-xanthen-9-yl)benzoate; 5-[(14-carboxy-3,6,9,12-tetraoxatetradecan-1-yl)carbamoyl]-2-[6-(dimethylamino)-3-(dimethyliminiumyl)-3H-xanthen-9-yl]benzoate 5-[2-[2-[2-[2-(2-carboxyethoxy)ethoxy]ethoxy]ethoxy]ethylcarbamoyl]-2-[3-(dimethylamino)-6-dimethylazaniumylidenexanthen-9-yl]benzoate
Excitation
553
Emission
575
InChI Key
AZESQZROUFRXLP-UHFFFAOYSA-N
InChI
InChI=1S/C36H43N3O10/c1-38(2)25-6-9-28-31(22-25)49-32-23-26(39(3)4)7-10-29(32)34(28)27-8-5-24(21-30(27)36(43)44)35(42)37-12-14-46-16-18-48-20-19-47-17-15-45-13-11-33(40)41/h5-10,21-23H,11-20H2,1-4H3,(H2-,37,40,41,42,43,44)
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)O)C(=O)[O-]

TAMRA-PEG4-acid is a PEG-based PROTAC linker bearing a carboxylic acid handle and a TAMRA fluorophore for optical tracking. Its flexible ethylene glycol segments support productive ternary-complex formation by improving linker solubility and conformational adaptability, while the acid functionality enables robust conjugation to targeting ligands or warheads. The combination of bioconjugation-ready chemistry and fluorescence makes it well suited for mechanistic studies in targeted protein degradation workflows, including synthesis and downstream binding or degradation monitoring. Detailed structure and reactivity guidance follows below.

Structure: The linker comprises a TAMRA dye scaffold connected to a short poly(ethylene glycol) chain terminating in a carboxylic acid. It features ether linkages within the PEG segment, aromatic and conjugated regions from the fluorophore, and a terminal acidic group for salt formation and coupling.

Reactivity: The carboxylic acid is typically used to form amide or ester linkages during PROTAC assembly. Suitable approaches include carbodiimide-mediated coupling with amine-bearing partners, often using coupling additives to improve efficiency, in polar aprotic or mixed aqueous/organic solvents. Reaction conditions are selected to preserve the integrity of the dye and avoid degradation of reactive groups. The mechanism proceeds via activation of the acid followed by nucleophilic acyl substitution to install the conjugation bond.

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* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
g/mol
g

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