DNP-COOH (Peracetylated GalNAc Acid Building Block)
Oligonucleotide Conjugation & Delivery Ligands
Produktübersicht
Kurzüberblick
- Produktfamilie
- Oligonucleotide Conjugation & Delivery Ligands
- MF
- C19H29NO11
- MW
- 447.4
- Reinheit
- 99%
DNP-COOH is a peracetylated GalNAc (N-acetylgalactosamine) building block for assembling GalNAc clusters: a peracetylated GalNAc pyranose unit — the ring hydroxyls acetyl-protected and the amine acetamido — connected through a short linker to a terminal carboxylic acid. Key identifiers include CAS 1159408-54-4, molecular formula C19H29NO11, and molecular weight 447.4 (PubChem CID 127243363).
The acetyl groups protect the sugar hydroxyls during synthesis and are removed later by deacetylation; the carboxylic acid is the coupling handle for attaching the sugar to a branched scaffold or linker when building a triantennary GalNAc cluster. Assembled triantennary GalNAc binds the asialoglycoprotein receptor (ASGPR), a lectin on the surface of hepatocytes.
Synonyme
peracetylated GalNAc-acid building block; acetyl-protected N-acetylgalactosamine carboxylic acid linker
Identität und Spezifikationen
| Catalog No. | CH67010 |
| CAS No. | 1159408-54-4 |
| Molecular Formula | C19H29NO11 |
| Molecular Weight | 447.4 |
| PubChem CID | 127243363 |
| InChIKey | CIMKBXFSXWOMDK-IQZDNPOKSA-N |
| Purity | 99% |
Lagerbedingungen
2-8 C
Technische Merkmale
- Ligand unit
- N-Acetylgalactosamine (GalNAc)
- Protection state
- Peracetylated
- Functional handle
- Carboxylic acid
- Assembly role
- GalNAc cluster building block
- Packaging
- 5 g; 25 g; 100 g; Custom packaging on request
- Physical form
- white to off-white solid
Anwendungskontext
- GalNAc cluster building block: a single peracetylated GalNAc unit with a carboxylic-acid coupling handle, used to assemble triantennary GalNAc clusters.
- Acetyl-protected hydroxyls: the sugar hydroxyls are acetyl-protected during synthesis and removed by deacetylation afterward.
- ASGPR ligand (assembled): assembled triantennary GalNAc binds the asialoglycoprotein receptor (ASGPR), a lectin on the surface of hepatocytes.
Zugehörige technische Ressourcen
Öffentliche Quellen
- Targeted delivery of antisense oligonucleotides to hepatocytes using triantennary N-acetyl galactosamine improves potency in mice
Nucleic Acids Research, 2014
Product-family technical context
- Multivalent N-acetylgalactosamine-conjugated siRNA localizes in hepatocytes and elicits RNAi-mediated gene silencing
Journal of the American Chemical Society, 2014
Product-family technical context
- siRNA Conjugates Carrying Sequentially Assembled Trivalent N-Acetylgalactosamine Linked Through Nucleosides Elicit Robust Gene Silencing In Vivo in Hepatocytes
ACS Chemical Biology, 2015
Product-family technical context
- Comparative Characterization of Hepatic Distribution and mRNA Reduction of Antisense Oligonucleotides Conjugated with Triantennary N-Acetyl Galactosamine and Lipophilic Ligands
Journal of Pharmacology and Experimental Therapeutics, 2016
Product-family technical context
- PubChem-Verbindung 127243363
PubChem · CID 127243363
Häufig gestellte Fragen
What is DNP-COOH used for?
It is a peracetylated GalNAc (N-acetylgalactosamine) unit with a carboxylic-acid linker — a building block for assembling triantennary GalNAc clusters. The carboxylic acid couples the sugar to a scaffold; the acetyl groups protect the hydroxyls and are removed by deacetylation.
Why are the sugar hydroxyls acetylated?
The acetyl groups protect the reactive hydroxyls of the sugar during synthesis. They are removed by deacetylation once the GalNAc cluster is assembled, revealing the free hydroxyls of the finished ligand.
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