BTTAA

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.

Price range: $209.00 through $1,233.00

Category: Accelerating Ligands

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SKU: CCT-1236

CAS Number 1334179-85-9
Molecular Weight 430.52
Appearance Off-white to grey solid
Chemical Formula C19H30N10O2
Purity >95% (HPLC)
Unit Size 100 mg, 500 mg, 1000 mg
Solubility Water, DMSO, DMF, MeOH
Storage Instructions 4°C.
Shipping Conditions Ambient temperature
Shipping Instructions Ambient temperature

Selected References

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]
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]
Wood, T. M., et al. (2021). Optimization of Metabolic Oligosaccharide Engineering with Ac₄GalNAlk and Ac₄GlcNAlk by an Engineered Pyrophosphorylase. ACS Chem. Biol., [PubMed]
Li, B., et al. (2020). TMEM132A, a Novel Wnt Signaling Pathway Regulator Through Wntless (WLS) Interaction. Front Cell Dev Biol., 8, 599890. [PubMed]
Simon P. Wisnovsky, et al. (2020). Metabolic precision labeling enables selective probing of O-linked N-acetylgalactosamine glycosylation. PNAS, 117 (41), 25293-25301. [PNAS]
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]
Jiang, H., et al. (2014). Monitoring Dynamic Glycosylation in Vivo Using Supersensitive Click Chemistry. Bioconjugate Chem.,, 25, 698-706. [PubMed]
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]
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]