A click chemistry Cu(I)-stabilizing ligand and catalyst
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BTTAA

Item No. 41089

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-[[bis[[1-(1,1-dimethylethyl)-1H-1,2,3-triazol-4-yl]methyl]amino]methyl]-1H-1,2,3-triazole-1-acetic acid
CAS Number
1334179-85-9
Molecular Formula
C19H30N10O2
Formula Weight
430.5
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Sparingly Soluble: 1-10 mg/mlEthanol: Soluble: ≥10 mg/mlPBS (pH 7.2): Sparingly Soluble: 1-10 mg/ml
SMILES
CC(C)(C)N1N=NC(CN(CC2=CN(C(C)(C)C)N=N2)CC3=CN(CC(O)=O)N=N3)=C1
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $50

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    50 mg

    $125

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    100 mg

    $224

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    Product Description

    BTTAA is a click chemistry copper (I) (Cu(I))-stabilizing ligand and catalyst.1 It displays an increased rate of Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC) in a propargyl alcohol and 3-azido-7-hydroxycoumarin reaction, as well as an increased yield, compared to the click chemistry ligands BTTES, THPTA (Item No. 35670), and TBTA (Item No. 18816) in a fluorogenic assay. BTTAA has been used with biotin-azide in CuAAC for the labeling and detection of azide-tagged glycoconjugates in Jurkat cells, zebrafish, and bacteria.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Besanceney-Webler, C., Jiang, H., Zheng, T., et al. Increasing the efficacy of bioorthogonal click reactions for bioconjugation: a comparative study. Comparative Study 50(35), 8051-8056 (2011).

    2. Besanceney-Webler, C., Jiang, H., Wang, W., et al. Metabolic labeling of fucosylated glycoproteins in Bacteroidales species. Bioorg. Med. Chem. Lett. 21(17), 4989-4992 (2011).