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BTTAA (CCT-1236)

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Description

BTTAA is a newest generation, water-soluble accelerating ligand for CuAAC that provides much greater rate enhancement compared to previous generation ligands (e.g. THPTA or TBTA). More importantly, it minimizes perturbations to the physiological state of the cells or organisms probed and allows for effective bioconjugation with suppressed cell cytotoxicity by further lowering copper loading in the catalyst formulation.

Specifications

Unit Size100 mg, 500 mg, 1000 mg
Molecular weight430.52
Chemical compositionC19H30N10O2
CAS1334179-85-9
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. Tharp, J. M., et al. (2021). Genetic Encoding of Three Distinct Noncanonical Amino Acids Using Reprogrammed Initiator and Nonsense Codons. ACS Chem Biol.16 (4), 766-774. [PubMed]
  3. Wood, T. M., et al. (2021). Optimization of Metabolic Oligosaccharide Engineering with Ac4GalNAlk and Ac4GlcNAlk by an Engineered Pyrophosphorylase. ACS Chem. Biol., [PubMed]
  4. Li, B., et al. (2020). TMEM132A, a Novel Wnt Signaling Pathway Regulator Through Wntless (WLS) Interaction. Front Cell Dev Biol., 8, 599890. [PubMed]
  5. Simon P. Wisnovsky, et al. (2020). Metabolic precision labeling enables selective probing of O-linked N-acetylgalactosamine glycosylation. PNAS, 117 (41), 25293-25301. [PNAS]
  6. Jun Kit Ow, M., et al. (2020). Super-Resolution Fluorescence Microscopy Reveals Nanoscale Catalytic Heterogeneity on Single Copper Nanowires. ACS Appl. Nano Mater.,3, 4, 3163–7. [ACSPublications]
  7. Jiang, H., et al. (2014). Monitoring Dynamic Glycosylation in Vivo Using Supersensitive Click Chemistry. Bioconjugate Chem.,25, 698-706. [PubMed]
  8. Uttamapinant, C., et al. (2012). Fast, Cell-Compatible Click Chemistry with Copper-Chelating Azides for Biomolecular Labeling. Angew. Chem. Int. Ed,.51, 5852-56. [PubMed]
  9. Besanceney-Webler, C., et al. (2011). Increasing the efficacy of bioorthogonal click reactions for bioconjugation: a comparative study. Angew. Chem. Int. Ed,50 (35): 8051–6. [PubMed]

Applicable patents and legal notices are available at legal notices.

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