Name: Tri-GalNAc-NHS ester
Brand: BOC Sciences
Rating: 5 (1 reviews)

Size

Price

Stock

Quantity

$--

In stock

Purity

>95%

Appearance

Solid

Storage

Store at -20 °C, under inert atmosphere

IUPACName

(2,5-dioxopyrrolidin-1-yl) 3-[2-[2-[2-[2-[3-[[1,3-bis[3-[3-[5-[(2R,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypentanoylamino]propylamino]-3-oxopropoxy]-2-[[3-[3-[5-[(2R,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypentanoylamino]propylamino]-3-oxopropoxy]methyl]propan-2-yl]amino]-3-oxopropoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate

Synonyms

Tris-GalNAc-b-PEG5-NHS ester; 4,7,10,13,16,23-Hexaoxa-20,27,31-triazahexatriacontanoic acid, 36-[[2-(acetylamino)-2-deoxy-β-D-galactopyranosyl]oxy]-21,21-bis[[3-[[3-[[5-[[2-(acetylamino)-2-deoxy-β-D-galactopyranosyl]oxy]-1-oxopentyl]amino]propyl]amino]-3-oxopropoxy]methyl]-19,26,32-trioxo-, 2,5-dioxo-1-pyrrolidinyl ester; 2,5-Dioxo-1-pyrrolidinyl 36-[[2-(acetylamino)-2-deoxy-β-D-galactopyranosyl]oxy]-21,21-bis[[3-[[3-[[5-[[2-(acetylamino)-2-deoxy-β-D-galactopyranosyl]oxy]-1-oxopentyl]amino]propyl]amino]-3-oxopropoxy]methyl]-19,26,32-trioxo-4,7,10,13,16,23-hexaoxa-20,27,31-triazahexatriacontanoate

Density

1.37±0.1 g/cm3

InChI Key

JMACKZAHKSDYQD-XSFVKFJNSA-N

InChI

InChI=1S/C79H137N11O37/c1-51(94)86-67-73(110)70(107)54(45-91)124-76(67)121-29-7-4-13-57(97)80-23-10-26-83-60(100)18-33-118-48-79(89-63(103)21-32-113-37-39-115-41-43-117-44-42-116-40-38-114-36-22-66(106)127-90-64(104)16-17-65(90)105,49-119-34-19-61(101)84-27-11-24-81-58(98)14-5-8-30-122-77-68(87-52(2)95)74(111)71(108)55(46-92)125-77)50-120-35-20-62(102)85-28-12-25-82-59(99)15-6-9-31-123-78-69(88-53(3)96)75(112)72(109)56(47-93)126-78/h54-56,67-78,91-93,107-112H,4-50H2,1-3H3,(H,80,97)(H,81,98)(H,82,99)(H,83,100)(H,84,101)(H,85,102)(H,86,94)(H,87,95)(H,88,96)(H,89,103)/t54-,55-,56-,67-,68-,69-,70+,71+,72+,73-,74-,75-,76-,77-,78-/m1/s1

SMILES

CC(=O)N[C@@H]1[C@H]([C@H]([C@H](O[C@H]1OCCCCC(=O)NCCCNC(=O)CCOCC(COCCC(=O)NCCCNC(=O)CCCCO[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)O)NC(=O)C)(COCCC(=O)NCCCNC(=O)CCCCO[C@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO)O)O)NC(=O)C)NC(=O)CCOCCOCCOCCOCCOCCC(=O)ON4C(=O)CCC4=O)CO)O)O

Mechanism

Target: Tri-GalNAc-NHS ester targets hepatocyte ASGPR for liver-directed conjugate uptake.

Binding site: Its triantennary GalNAc motif binds ASGPR carbohydrate-recognition domains.

Mechanism of action: Tri-GalNAc-NHS ester is not a conventional intracellular PROTAC but a high-affinity GalNAc ligand used for hepatocyte-targeted delivery and LYTAC-style conjugate construction. The triantennary N-acetylgalactosamine motif binds the asialoglycoprotein receptor, while the NHS ester reacts with primary amines on antibodies, proteins, or other amine-containing payloads. Resulting conjugates can undergo ASGPR-mediated uptake and lysosomal trafficking, enabling liver-directed clearance or degradation of extracellular proteins. This reagent is useful for studying receptor-mediated delivery, hepatocyte-selective targeting, LYTAC design, and conjugation-dependent degradation workflows.

Applications

• PROTAC Development: Tri-GalNAc-NHS ester can be utilized in the synthesis of PROTAC molecules, facilitating the conjugation of ligands that target specific proteins for degradation. This application is crucial for creating bifunctional molecules that can selectively degrade disease-relevant proteins, advancing the field of targeted protein degradation.

• Targeted Degradation Research: This compound serves as a chemical linker in the design of PROTACs, enabling the study of novel degradation pathways. By allowing precise targeting of proteins, researchers can investigate the mechanistic aspects of protein turnover and its implications in various cellular processes.

• Enhanced Ligand Conjugation: The Tri-GalNAc-NHS ester provides a reactive site for attaching targeting ligands in PROTACs, optimizing the efficiency of protein degradation. This application is essential for refining the specificity and potency of PROTACs, contributing to the development of next-generation therapeutic strategies.

• Protein Interaction Studies: By incorporating Tri-GalNAc-NHS ester in PROTAC constructs, scientists can explore protein-protein interactions and their modulation through targeted degradation. This aids in understanding the dynamic nature of proteomic networks and their role in cellular homeostasis.

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* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C₁V₁ = C₂V₂