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

Synonym
Product Category
Product Code
CAS Number
MDL Number
Pubchem CID
Reaxys RN
BTTAA
Non-Fluorochemicals, Heterocyclic Building Blocks, Non-Fluorinated Ligands
KUMI0F38
1334179-85-9

56655929
21841214
image-155171-Trimethyl(trifluoromethyl)silane_reagent.png
Chemical Name
Molecular Formula
Molecular Weight
Assay
Appearance
Melting Point
Packaging
Storage
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
C19H30N10O2
430.51
≥98.0%(NMR,LCMS)
Off-white to Grey Solid
115.5-116.5°C
100mg,200mg,500mg,1g and 5g
Store recommended at -20°C Temperature
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 (BTTAA) is a novel, water-soluble accelerating ligand for CuAAC click reaction that provides much greater rate enhancement compared to previous generation ligands (e.g. THPTA or TBTA).  BTTAA ligand performed best with ubiquitin Glu18AzFMore 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 Cu loading in the catalyst formulation.
Increasing the Efficacy of Bioorthogonal Click Reactions for Bioconjugation: A Comparative Study. [1]
Fast, Cell-Compatible Click Chemistry with Copper-Chelating Azides for Biomolecular Labeling. [2]
Lanthanide tags for site-specific ligation to an unnatural amino acid and generation of pseudocontact shifts in proteins. [3]
Monitoring Dynamic Glycosylation in Vivo Using Supersensitive Click Chemistry. [4]
Copper-catalyzed click reaction on/in live cells. [5]
A pH-activatable fluorescent aptamer probe for imaging of target cancer cells. [6]
References:
[1] C.Besanceney-Webler, et al, Angew. Chem. Int. Ed., 2011, 50(35), pp 8051-8056.
[2] C.Uttamapinant, et al, Angew. Chem. Int. Ed., 2012, 51(24), pp 5852-5856.
[3] C.T.Loh, et al, Bioconjugate Chem., 2013, 24(2), pp 260-268.
[4] H.Jiang, et al, Bioconjugate Chem., 2014, 25(4), pp 698-706.
[5] S.Li,L.Wang, et al, Chem. Sci., 2017, 8(3), pp 2107-2114.
[6] Y.Zhou, et al, Wuhan Uni. J. Natural Sci., 2017, 22(3), pp 247-251.
Signal Word
Hazard Statements
Precautionary Statements
HS Code
RIDADR
Legal Information
Not a hazardous substance or mixture



NONH for all modes of transport

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