906328

BTTAA

≥95%

• Synonym(s): 2-(4-((Bis((1-(tert-butyl)-1H-1,2,3-triazol-4-yl)methyl)amino)methyl)-1H-1,2,3-triazol-1-yl)acetic acid, Copper click-chemistry ligand, Water-soluble CuAAC ligand
• Empirical Formula (Hill Notation): C₁₉H₃₀N₁₀O₂
• CAS Number: 1334179-85-9
• Molecular Weight: 430.51
• MDL number: MFCD29918287
• UNSPSC Code: 12352200

Properties

• Assay: ≥95%
• form: solid
• reaction suitability: reaction type: click chemistry
• availability: available only in USA
• storage temp.: 2-8°C
• SMILES string: [n]1(nnc(c1)CN(Cc3nn[n](c3)C(C)(C)C)Cc2nn[n](c2)CC(=O)O)C(C)(C)C
• InChI: 1S/C19H30N10O2/c1-18(2,3)28-11-15(21-24-28)8-26(7-14-10-27(23-20-14)13-17(30)31)9-16-12-29(25-22-16)19(4,5)6/h10-12H,7-9,13H2,1-6H3,(H,30,31)
• InChI key: MGQYHUDOWOGSQI-UHFFFAOYSA-N

Description

Application

BTTAA is a next-generation, water-soluble ligand for the copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) that dramatically accelerates reaction rates and suppresses cell cytotoxicity. The biocompatibility and fast kinetics of BTTAA are advancements from water-insoluble TBTA and are desirable for bio conjugation in diverse chemical biology experiments.

Other Notes

Biocompatible click chemistry enabled compartment-specific pH measurement inside E. coli

Fast, cell-compatible click chemistry with copper-chelating azides for biomolecular labeling

Metabolic labeling of fucosylated glycoproteins in Bacteroidales species

Increasing the Efficacy of Bioorthogonal Click Reactions for Bioconjugation: A Comparative Study

Safety Information

• Pictograms: GHS02
• Signal Word: Danger
• Hazard Statements: H242
• Precautionary Statements: P210 - P234 - P235 - P240 - P370 + P378 - P403
• Hazard Classifications: Self-react. C
• Storage Class Code: 5.2 - Organic peroxides and self-reacting hazardous materials
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable