Propargyl-PEG9-acid

 CAS No.: 1613752-50-3  Cat No.: BP-500522  Purity: >95% 4.5  

Propargyl-PEG9-acid is a heterobifunctional polyethylene glycol linker featuring a terminal propargyl (alkyne) handle and a carboxylic acid at the opposite end, connected through a PEG chain of intermediate length. Structurally, the flexible, hydrophilic PEG segment provides conformational mobility and improves solubility, while the propargyl group enables bioorthogonal conjugation chemistry (commonly via copper-catalyzed or strain-promoted azide–alkyne cycloaddition) to attach the linker to a complementary partner such as an azide-bearing ligand or payload. The terminal carboxyl group serves as a reactive site for amide coupling or other carboxyl-derivatization strategies, allowing integration into PROTAC architectures where one module must be covalently connected to a targeting ligand or E3-recruiting moiety. In targeted protein degradation research, this linker supports modular synthesis, facilitates controlled spatial presentation of functional groups, and can help tune effective ternary complex formation by adjusting linker length and flexibility.

Propargyl-PEG9-acid

Structure of 1613752-50-3

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Category
PROTAC Linker
Molecular Formula
C22H40O11
Molecular Weight
480.55
Appearance
Pale Yellow or Colorless Oily Liquid

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

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Purity
>95%
Appearance
Pale Yellow or Colorless Oily Liquid
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
3-[2-[2-[2-[2-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
Synonyms
Propargyl-PEG8-CH2CH2COOH; Alkyne-PEG9-COOH; Propargyl-PEG9-COOH; Propargyl-PEG8-CH2CH2COOH; 4,7,10,13,16,19,22,25,28-Nonaoxahentriacont-30-yn-1-oic acid; 4,7,10,13,16,19,22,25,28-nonaoxahentriacont-30-ynoic acid
Boiling Point
563.1±50.0°C at 760 mmHg
Density
1.1±0.1 g/cm3
InChI Key
HWLRFSSDXOQYHP-UHFFFAOYSA-N
InChI
InChI=1S/C22H40O11/c1-2-4-25-6-8-27-10-12-29-14-16-31-18-20-33-21-19-32-17-15-30-13-11-28-9-7-26-5-3-22(23)24/h1H,3-21H2,(H,23,24)
SMILES
O=C(O)CCOCCOCCOCCOCCOCCOCCOCCOCCOCC#C

Propargyl-PEG9-acid is a PEG-based linker designed to connect a terminal alkyne handle to carboxylic-acid functionality, enabling modular assembly of PROTACs for targeted protein degradation. Its flexible, hydrophilic PEG segment can help tune linker length and conformational freedom, while the propargyl group provides a versatile reactive site for bioorthogonal conjugation strategies. The carboxylic acid facilitates coupling to ligands or other fragments, supporting efficient synthesis of degraders. Detailed structural and reactivity considerations are provided below.

Structure: The linker comprises a polyethylene glycol chain terminated by a propargyl (alkyne) group and a carboxylic acid. It features ether linkages within the PEG segment, a carbon–carbon triple bond at the propargyl terminus, and a terminal carboxyl group capable of acid-base and activation chemistry. Overall, it is flexible and water-compatible.

Reactivity: The carboxylic acid is typically used for amide or ester formation after activation (for example, via common coupling reagents) under mild base/organic solvent conditions. The terminal alkyne enables click-type conjugation routes in PROTAC workflows, often using copper-catalyzed or copper-free azide–alkyne cycloaddition depending on substrate sensitivity. Reaction design generally follows established PROTAC linker coupling and bioorthogonal conjugation principles, with solvent choice guided by solubility of the ligand fragments.

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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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