Acid-PEG9-NHS ester

 CAS No.: 1895916-27-4  Cat No.: BP-500446  Purity: ≥95% 4.5  

Acid-PEG9-NHS ester is an NHS-activated polyethylene glycol (PEG) linker designed for efficient, covalent conjugation to primary amines on PROTAC components and other targeting ligands. Structurally, it comprises a carboxyl-terminated PEG chain of moderate length bearing an N-hydroxysuccinimide (NHS) ester at one end, enabling stable amide bond formation under standard bioconjugation conditions while preserving the PEG’s hydrophilic, flexible spacer properties. In PROTAC design, this linker functions as a modular “bridge” that can connect an amine-bearing ligand (e.g., a warhead or E3 ligase binder) to a second molecular element, improving effective reach and reducing steric constraints that can otherwise impair ternary complex formation. Its PEG spacer can also enhance aqueous solubility and mitigate nonspecific hydrophobic interactions, supporting more reproducible synthesis and characterization of targeted protein degradation constructs.

Acid-PEG9-NHS ester

Structure of 1895916-27-4

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Category
PROTAC Linker
Molecular Formula
C26H45NO15
Molecular Weight
611.64
Related CAS
1643594-31-3 (polymer)
Appearance
Light Yellow or White Solid

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

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Purity
≥95%
Solubility
Soluble in DMSO
Appearance
Light Yellow or White Solid
Storage
Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years)
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
3-[2-[2-[2-[2-[2-[2-[2-[2-[3-(2,5-dioxopyrrolidin-1-yl)oxy-3-oxopropoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
Synonyms
Acid-C2-PEG9-NHS ester; COOH-PEG9-SPA; COOH-PEG9-NHS; 31-[(2,5-Dioxo-1-pyrrolidinyl)oxy]-31-oxo-4,7,10,13,16,19,22,25,28-nonaoxahentriacontan-1-oic acid; 4,7,10,13,16,19,22,25,28-Nonaoxahentriacontan-1-oic acid, 31-[(2,5-dioxo-1-pyrrolidinyl)oxy]-31-oxo-
Boiling Point
685.1±65.0°C at 760 mmHg
Density
1.3±0.1 g/cm3
InChI Key
BJOKQEMLFQBOQZ-UHFFFAOYSA-N
InChI
InChI=1S/C26H45NO15/c28-23-1-2-24(29)27(23)42-26(32)4-6-34-8-10-36-12-14-38-16-18-40-20-22-41-21-19-39-17-15-37-13-11-35-9-7-33-5-3-25(30)31/h1-22H2,(H,30,31)
SMILES
C1CC(=O)N(C1=O)OC(=O)CCOCCOCCOCCOCCOCCOCCOCCOCCOCCC(=O)O

Acid-PEG9-NHS ester is a PEG-based linker designed for efficient conjugation of targeting ligands in PROTAC construction. Its NHS-ester functionality enables robust amide-bond formation with primary amines, while the PEG spacer supports favorable solubility and conformational flexibility for bioconjugation workflows. The linker is widely used to connect small-molecule ligands to protein-binding modules, improving practical coupling efficiency in targeted protein degradation research. Detailed structural and reactivity considerations are provided below.

Structure: This linker contains a polyethylene glycol segment terminated by a carboxylic acid and an N-hydroxysuccinimide ester. The NHS ester is an activated carbonate-like acylating group, while the PEG chain provides ether-rich, flexible connectivity that enhances aqueous compatibility and reduces steric constraints during coupling.

Reactivity: The NHS ester reacts with primary amines to form stable amide bonds via nucleophilic acyl substitution. Typical coupling is performed under mildly basic aqueous buffer conditions to maintain amine nucleophilicity while preserving NHS-ester reactivity. Common solvents include water or aqueous alcohol mixtures, and catalysts are generally not required beyond pH control. After coupling, unreacted NHS ester is quenched or removed to minimize side reactions.

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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

* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
g/mol
g

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