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Tri-GalNAc-NHS ester

Tri-GalNAc-NHS ester - CAS 1953146-83-2

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

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Tri-GalNAc-NHS ester is a multifunctional ligand designed to target the asialoglycoprotein receptor (ASGPR), which is highly expressed in hepatocytes. It features three N-acetylgalactosamine (GalNAc) clusters linked to an NHS ester group. This structure allows for efficient conjugation with amine-containing biomolecules, such as peptides, proteins, or nucleic acids, enabling the development of targeted drug delivery systems and lysosome-targeting chimeras (LYTACs). Its ability to bind ASGPR makes it a valuable tool for enhancing the uptake of therapeutic agents by liver cells, facilitating protein degradation, and improving the delivery efficiency of siRNA and other nucleic acid-based therapies.

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Molecular Formula

C79H137N11O37

Molecular Weight

1832.98

Tri-GalNAc-NHS ester

- Specification
  - Purity
    
    >95%
    
    Appearance
    
    Solid
    
    Storage
    
    Store at -20 °C, under inert atmosphere
    
    IUPAC Name
    
    (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
- Properties
  - 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
    
    Canonical 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

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