tri-GalNAc-C5-amine

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Description: Asialoglycoprotein receptor ligand with alkylC5 linker and amine group for onward chemistry
Chemical Name: N-[2-[[1-[2-[2-[2-[2-[[2-(Acetylamino)-2-deoxy-β-D-galactopyranosyl]oxy]ethoxy]ethoxy]ethoxy]ethyl]-1H-1,2,3-triazol-4-yl]methoxy]-1,1-bis[[[1-[2-[2-[2-[2-[[2-(acetylamino)-2-deoxy-β-D-galactopyranosyl]oxy]ethoxy]ethoxy]ethoxy]ethyl]-1H-1,2,3-triazol-4-yl]methoxy]methyl]ethyl]-6-aminohexanamide
Purity: ≥90% (HPLC)
Datasheet
Citations
Reviews
Literature (2)

Biological Activity for tri-GalNAc-C5-amine

tri-GalNAc-C5-amine is a functionalized asialoglycoprotein receptor (ASGPR) ligand for lysosomal targeting chimera (LYTAC) research and development; each molecule incorporates three ASGPR ligands with an alkylC5 linker and an amine group reactive handle ready for conjugation. Upon binding to the ASGPR, tri-GalNAc conjugates are efficiently internalized via ASGPR-mediated endocytosis. tri-GalNAc conjugation can be employed as a strategy to effectively deliver cargo such as RNA or Cas9 complexes in a cell-specific manner to hepatocytes. Can be used to generate LYTACs, or labeled with dye for tissue imaging.

Technical Data for tri-GalNAc-C5-amine

M. Wt 1615.75
Formula C67H118N14O31
Storage Store at -20°C
Purity ≥90% (HPLC)
CAS Number 2098275-86-4
PubChem ID 129115287
InChI Key WGZBAOGYHCXOAV-WUQQNBSDSA-N
Smiles CC(N[C@H]([C@H]([C@H]([C@H](O1)CO)O)O)[C@@H]1OCCOCCOCCOCCN(N=N2)C=C2COCC(COCC3=CN(N=N3)CCOCCOCCOCCO[C@H]4[C@@H]([C@H]([C@H]([C@H](O4)CO)O)O)NC(C)=O)(NC(CCCCCN)=O)COCC5=CN(N=N5)CCOCCOCCOCCO[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O)O)NC(C)=O)=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data for tri-GalNAc-C5-amine

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
water 161.57 100

Preparing Stock Solutions for tri-GalNAc-C5-amine

The following data is based on the product molecular weight 1615.75. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 0.62 mL 3.09 mL 6.19 mL
5 mM 0.12 mL 0.62 mL 1.24 mL
10 mM 0.06 mL 0.31 mL 0.62 mL
50 mM 0.01 mL 0.06 mL 0.12 mL

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Product Datasheets for tri-GalNAc-C5-amine

References for tri-GalNAc-C5-amine

References are publications that support the biological activity of the product.

Sanhueza et al (2017) Efficient liver targeting by polyvalent display of a compact ligand for the asialoglycoprotein receptor. J.Am.Chem.Soc. 139 3528 PMID: 28230359


If you know of a relevant reference for tri-GalNAc-C5-amine, please let us know.

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Keywords: tri-GalNAc-C5-amine, tri-GalNAc-C5-amine supplier, triGalNAcC5amine, ASGPR, asialoglycoprotein, receptor, ligand, hepatocytes, conjugation, LYTAC, lysosomal, targeting, chimera, alkylc5, amine, degradation, degraders, Building, Blocks, 7781, Tocris Bioscience

Citations for tri-GalNAc-C5-amine

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TPD and Induced Proximity Research Product Guide

TPD and Induced Proximity Research Product Guide

This brochure highlights the tools and services available from Bio-Techne to support your Targeted Protein Degradation and Induced Proximity research, including:

  • Active Degraders
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Targeted Protein Degradation Poster

Degraders (e.g. PROTACs) are bifunctional small molecules, that harness the Ubiquitin Proteasome System (UPS) to selectively degrade target proteins within cells. They consist of three covalently linked components: an E3 ubiquitin ligase ligand, a linker and a ligand for the target protein of interest. Authored in-house, this poster outlines the generation of a toolbox of building blocks for the development of Degraders. The characteristics and selection of each of these components are discussed. Presented at EFMC 2018, Ljubljana, Slovenia