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

1H-1,2,3-Triazole-1-acetic acid, 4-[[bis[[1-(1,1-dimethylethyl)-1H-1,2,3-triazol-4-yl]methyl]amino]methyl]-, also known as BTTAA, is a next-generation, water-soluble ligand designed for the copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) reaction. It offers significant advancements in reaction rates and reduced cell cytotoxicity compared to previous generation ligands, making it highly desirable for bioconjugation in various chemical biology experiments.

Uses

Used in Chemical Biology Experiments:
1H-1,2,3-Triazole-1-acetic acid, 4-[[bis[[1-(1,1-dimethylethyl)-1H-1,2,3-triazol-4-yl]methyl]amino]methyl]is used as a ligand for CuAAC reactions to accelerate reaction rates and suppress cell cytotoxicity. This allows for effective bioconjugation with minimal perturbations to the physiological state of cells or organisms probed.
Used in Bioconjugation:
In the field of bioconjugation, 1H-1,2,3-Triazole-1-acetic acid, 4-[[bis[[1-(1,1-dimethylethyl)-1H-1,2,3-triazol-4-yl]methyl]amino]methyl]is used as a water-soluble ligand to facilitate the CuAAC reaction, enabling the formation of stable and biocompatible conjugates with reduced cytotoxicity.
Used in Drug Delivery Systems:
1H-1,2,3-Triazole-1-acetic acid, 4-[[bis[[1-(1,1-dimethylethyl)-1H-1,2,3-triazol-4-yl]methyl]amino]methyl]can be employed in the development of novel drug delivery systems, where its fast kinetics and biocompatibility can enhance the delivery, bioavailability, and therapeutic outcomes of various drugs.
Used in Research and Development:
In the research and development industry, 1H-1,2,3-Triazole-1-acetic acid, 4-[[bis[[1-(1,1-dimethylethyl)-1H-1,2,3-triazol-4-yl]methyl]amino]methyl]is used as a key component in the synthesis of new compounds and the study of their biological activities, thanks to its ability to accelerate CuAAC reactions and minimize cytotoxic effects.

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.