1334179-85-9

Basic information

• Product Name: 1H-1,2,3-Triazole-1-acetic acid, 4-[[bis[[1-(1,1-diMethylethyl)-1H-1,2,3-triazol-4-yl]Methyl]aMino]Methyl]-
• Synonyms: 1H-1,2,3-Triazole-1-acetic acid, 4-[[bis[[1-(1,1-diMethylethyl)-1H-1,2,3-triazol-4-yl]Methyl]aMino]Methyl]-;(4-{[Bis-(1-tert-butyl-1H-[1,2,3]triazol-4-ylmethyl)-amino]-methyl}-[1,2,3]triazol-1-yl)-acetic acid;BTTAA;(4-{[Bis-(1-tert-butyl-1H-[1,2,3]triazol-4-ylmethyl)-amino]-methyl}-[1,2,3]triazol-1-yl)-acetic acid (other name: BTTAA);{4-[(Bis{[1-(2-methyl-2-propanyl)-1H-1,2,3-triazol-4-yl]methyl}amino)methyl]-1H-1,2,3-triazol-1-yl}acetic acid;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
• CAS NO: 1334179-85-9
• Molecular Formula: C19H30N10O2
• Molecular Weight: 430.5073
• EINECS: -0
• Mol File: 1334179-85-9.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 620.7±65.0 °C(Predicted)
• Appearance: /
• Density: 1.32±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• Solubility: Soluble in DMSO, DMF, MeOH
• PKA: 3.33±0.10(Predicted)
• CAS DataBase Reference: 1H-1,2,3-Triazole-1-acetic acid, 4-[[bis[[1-(1,1-diMethylethyl)-1H-1,2,3-triazol-4-yl]Methyl]aMino]Methyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-1,2,3-Triazole-1-acetic acid, 4-[[bis[[1-(1,1-diMethylethyl)-1H-1,2,3-triazol-4-yl]Methyl]aMino]Methyl]-(1334179-85-9)
• EPA Substance Registry System: 1H-1,2,3-Triazole-1-acetic acid, 4-[[bis[[1-(1,1-diMethylethyl)-1H-1,2,3-triazol-4-yl]Methyl]aMino]Methyl]-(1334179-85-9)

Safety Data

• Hazardous Substances Data: 1334179-85-9(Hazardous Substances Data)

Usage

Description

BTTP is a newest generation, 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. Nature Communications. 5: 4981(2014) Chem Asian J., 6(10), 2796-802(2011)

Uses

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.

Upstream product

• 129027-65-2 1-(tert-butyl)-1H-1,2,3-triazole-4-carbaldehyde 
• 1257633-67-2 1-tert-butyl-4-(diethoxymethyl)-1H-1,2,3-triazole 
• 18523-48-3 2-azidoacetic acid 
• 1257633-68-3 N,N-bis((1-(tert-butyl)-1H-1,2,3-triazol-4-yl)methyl)prop-2-yn-1-amine 

Relevant articles and documents

Increasing the efficacy of bioorthogonal click reactions for bioconjugation: A comparative study

Raising the bar: The efficacy of bioorthogonal reactions for bioconjugation has been thoroughly evaluated in four different biological settings. Powered by the development of new biocompatible ligands, the copper-catalyzed azide-alkyne cycloaddition (see picture) has brought about unsurpassed bioconjugation efficiency, and thus it holds great promise as a highly potent and adaptive tool for a broader spectrum of biological applications.