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THPTA (CCT-1010)

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Description

THPTA (tris-hydroxypropyltriazolylmethylamine) is a water-soluble, very effective accelerating ligand for copper-catalyzed Alkyne-Azide click chemistry reactions (CuAAC). In addition to greatly enhancing the rate of CuAAC, THPTA minimizes perturbations to the physiological state of the cells or organisms probed and allows for the effective bioconjugation with suppressed cell cytotoxicity by further lowering Cu loading in the catalyst formulation. The water-soluble THPTA ligand further simplifies click chemistry by allowing the entire reaction to be run in water.

Specifications

Unit Size100 mg, 500 mg, 1000 mg, 5 g  
Chemical compositionC18H30N10O3
Molecular weight434.50
CAS760952-88-3
SolubilityWater, DMSO, DMF, MeOH
Purity>95% (HPLC)
AppearanceOff-white to grey solid
Storage Conditions4°C.
Shipping ConditionsAmbient temperature

Selected References

  1. Graham, A. J., et al. (2022). Extracellular Electron Transfer Enables Cellular Control of Cu(I)-Catalyzed Alkyne-Azide Cycloaddition. ACS Cent Sci.8 (2), 246-257. [PubMed]
  2. Loebel , C., et al. (2022). Metabolic labeling of secreted matrix to investigate cell-material interactions in tissue engineering and mechanobiology. Nat Protoc.10.1038, Online ahead of print. [PubMed]
  3. Leach, R. W., et al. (2021). Activity-based RNA-modifying enzyme probing reveals DUS3L-mediated dihydrouridylation. Nat Chem Biol.17 (11), 1178-1187. [PubMed]
  4. Buch-Larsen, S. C., et al. (2021). Chemical genetics and proteome-wide site mapping reveal cysteine MARylation by PARP-7 on immune-relevant protein targets. Elife10, e60480. [PubMed]
  5. Kang, D., et al. (2021). Bioorthogonal Retro-Cope Elimination Reaction of N, N-Dialkylhydroxylamines and Strained Alkynes. J Am Chem Soc.143 (15), 5616-5621. [PubMed]
  6. Bazrafshan, A. et al. (2021). DNA Gold Nanoparticle Motors Demonstrate Processive Motion with Bursts of Speed Up to 50 nm Per Second. ACS Publications, Online ahead of print. [PubMed]
  7. Baskin, J. A., et al. (2021). A chemoproteomics approach to profile phospholipase D-derived phosphatidyl alcohol interactions. Cambridge: Cambridge Open Engage, This content is a preprint and has not been peer-reviewed. [ChemRxiv.]
  8. Batrouni, A. G., et al. (2021). A palmitoylation code controls PI4KIIIα complex formation and PI(4,5)P2 homeostasis at the plasma membrane bioRxiv, This content is a preprint and has not been peer-reviewed. [bioRxiv]
  9. Feng, S., et al. (2021). Combining Metabolic Alkyne Labeling and Click Chemistry for Secretome Analysis of Serum-Containing Conditioned MediumChin. J. Chem.39, 1843-1848. [Wiley Online Library]
  10. Willems, L. I., et al. (2020). Tandem Bioorthogonal Labeling Uncovers Endogenous Cotranslationally O-GlcNAc Modified Nascent Proteins. J Am Chem Soc.142 (37), 15729-15739. [PubMed]
  11. Daughtry, J. L., et al. (2020). Clickable Galactose Analogues for Imaging Glycans in Developing Zebrafish. ACS Chem Biol.15 (2), 318-324. [PubMed]
  12. Tong, M., et al. (2020). Effective Method for Accurate and Sensitive Quantitation of Rapid Changes of Newly Synthesized Proteins. Anal. Chem.92(14), 10048-57. [PubMed]

Applicable patents and legal notices are available at legal notices.

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