Bis-PEG6-NHS ester

 CAS No.: 1526718-98-8  Cat No.: BP-500171  Purity: ≥95% 4.5  

Bis-PEG6-NHS ester is a bifunctional polyethylene glycol (PEG) linker bearing two N-hydroxysuccinimide (NHS) ester groups at the termini of a PEG chain segment, enabling efficient formation of stable amide bonds with primary amines on PROTAC-relevant ligands. Structurally, it provides a flexible, hydrophilic spacer that separates conjugated domains, helping to reduce steric hindrance and often improving solubility and the accessibility of binding motifs. In PROTAC design, this linker serves as a “molecular bridge” to connect two complementary components—such as an E3 ligase binder and a target-binding ligand—by sequential NHS-amine coupling under standard peptide-conjugation conditions, yielding a defined heterobifunctional construct. Its value for targeted protein degradation research lies in its modularity and reproducible chemistry, allowing researchers to tune linker flexibility and distance between binding sites to optimize ternary complex formation and degradation potency while maintaining aqueous compatibility for downstream biochemical assays.

Bis-PEG6-NHS ester

Structure of 1526718-98-8

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Category
PROTAC Linker
Molecular Formula
C24H36N2O14
Molecular Weight
576.55
Related CAS
123502-57-8 (polymer)
Appearance
Pale Yellow or Colorless Oily Matter

* For research and manufacturing use only. Not for human or clinical use.

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Purity
≥95%
Solubility
Soluble in DCM, DMSO
Appearance
Pale Yellow or Colorless Oily Matter
ShelfLife
-20°C 3 years powder; -80°C 2 years in solvent
Storage
Store at 2-8°C
Shipping
Room temperature
IUPACName
(2,5-dioxopyrrolidin-1-yl) 3-[2-[2-[2-[2-[2-[3-(2,5-dioxopyrrolidin-1-yl)oxy-3-oxopropoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
Synonyms
NHS-PEG6-NHS; 4,7,10,13,16,19-Hexaoxadocosanedioic acid, 1,22-bis(2,5-dioxo-1-pyrrolidinyl) ester; Bis(2,5-dioxopyrrolidin-1-yl) 4,7,10,13,16,19-hexaoxadocosanedioate; Di-NHS Ester-PEG6; 1,1'-[(1,22-Dioxo-4,7,10,13,16,19-hexaoxadocosane-1,22-diyl)bis(oxy)]di(2,5-pyrrolidinedione); 2,5-Pyrrolidinedione, 1,1'-[(1,22-dioxo-4,7,10,13,16,19-hexaoxadocosane-1,22-diyl)bis(oxy)]bis-
Boiling Point
659.4±65.0°C at 760 mmHg
Density
1.4±0.1 g/cm3
InChI Key
FDLGRFGWAMAWTE-UHFFFAOYSA-N
InChI
InChI=1S/C24H36N2O14/c27-19-1-2-20(28)25(19)39-23(31)5-7-33-9-11-35-13-15-37-17-18-38-16-14-36-12-10-34-8-6-24(32)40-26-21(29)3-4-22(26)30/h1-18H2
SMILES
C1CC(=O)N(C1=O)OC(=O)CCOCCOCCOCCOCCOCCOCCC(=O)ON2C(=O)CCC2=O
Biological Activity
Bis-PEG6-NHS ester is a cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs)[1] . In Vitro: ADCs are comprised of an antibody to which is attached an ADC cytotoxin through an ADC linker.
ConcentrationVolumeMass1 mg5 mg10 mg
1 mM1.7345 mL8.6723 mL17.3445 mL
5 mM0.3469 mL1.7345 mL3.4689 mL
10 mM0.1734 mL0.8672 mL1.7345 mL

Bis-PEG6-NHS ester, is a bifunctional polyethylene glycol (PEG)-based PROTAC linker designed to enable efficient conjugation of two ligands through N-hydroxysuccinimide (NHS) ester chemistry. Its PEG spacer improves solubility and provides conformational flexibility, supporting productive ternary complex formation in targeted protein degradation workflows. Detailed structural and reactivity considerations are provided below to guide experimental PROTAC construction.

Structure: Bis-PEG6-NHS ester contains a PEG-based, flexible spacer terminated with NHS ester groups. The NHS esters are activated carboxylate derivatives, enabling acyl transfer to nucleophiles. The molecule features ether linkages within the PEG chain and amide-forming potential upon reaction, yielding stable conjugates.

Reactivity: Suitable reactions typically use amine-containing ligands or amino-functionalized targeting moieties to drive NHS ester acylation. The process proceeds via nucleophilic attack on the activated carbonyl, forming an amide bond with concomitant NHS release. Common conditions employ aqueous or mixed aqueous buffers at mildly basic pH, with NHS esters handled under controlled moisture exposure. No specialized catalysts are required; solvent choice balances solubility and nucleophile availability.

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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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