COOH-PEG6-COOMe

 CAS No.: 1807512-38-4  Cat No.: BP-501501  Purity: ≥95% 4.5  

COOH-PEG6-COOMe is a bifunctional polyethylene glycol linker featuring a terminal carboxylic acid and a terminal methyl ester separated by a six-unit ethylene glycol chain. Structurally, the PEG segment provides a flexible, hydrophilic spacer that can reduce steric constraints and improve solubility of conjugated PROTAC components, while the free carboxylic acid enables standard carboxyl coupling and the methyl ester can be hydrolyzed or otherwise transformed for subsequent functionalization. In PROTAC design, this linker acts as a molecular “bridge” that positions an E3 ligase binder and a target-binding ligand at an appropriate distance and relative orientation to facilitate formation of the ternary complex and subsequent ubiquitination. The two functional groups allow modular synthesis, enabling researchers to vary attachment chemistries and optimize linker length and polarity for degradation potency and selectivity. As a standardized PEG-based spacer, it is valuable for systematic studies of linker effects in targeted protein degradation workflows.

COOH-PEG6-COOMe

Structure of 1807512-38-4

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Category
PROTAC Linker
Molecular Formula
C17H32O10
Molecular Weight
396.43
Appearance
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, DMF, DMSO, Water
Appearance
Colorless Oily Matter
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
3-[2-[2-[2-[2-[2-(3-methoxy-3-oxopropoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
Synonyms
Carboxy-PEG6-mono-methyl ester; Acid-PEG6-mono-methyl ester; Acid-PEG6-Methyl Ester; 3-Oxo-2,6,9,12,15,18,21-heptaoxatetracosan-24-oic acid; 4,7,10,13,16,19-Hexaoxadocosane-1,22-dioic acid, monomethyl ester
Boiling Point
503.7±50.0°C at 760 mmHg
Density
1.1±0.1 g/cm3
InChI Key
AQDNMXGBKPHQBA-UHFFFAOYSA-N
InChI
InChI=1S/C17H32O10/c1-21-17(20)3-5-23-7-9-25-11-13-27-15-14-26-12-10-24-8-6-22-4-2-16(18)19/h2-15H2,1H3,(H,18,19)
SMILES
COC(=O)CCOCCOCCOCCOCCOCCOCCC(=O)O

COOH-PEG6-COOMe is a polyethylene glycol-based bifunctional linker designed to support PROTAC assembly by providing two complementary functional handles for controlled conjugation. Its ether-rich PEG scaffold offers conformational flexibility and improved solubility, which can help maintain productive spatial relationships between the target-binding ligand and the E3 ligase-recruiting moiety. The linker is particularly useful for constructing PROTACs where linker length and hydrophilicity influence ternary complex formation and degradation efficiency. Detailed structural and reactivity considerations are provided below.

Structure: The linker contains a PEG backbone composed of repeating ether units, terminating in a carboxylic acid and a methyl ester. It features stable C–O ether linkages and ester/acid functionalities that enable selective derivatization. The overall polarity and hydrogen-bonding capacity promote aqueous compatibility and favorable handling in conjugation workflows.

Reactivity: The carboxylic acid can be activated for amide or ester coupling using standard carbodiimide or related activation chemistries, typically in polar aprotic solvents with base. The methyl ester can undergo hydrolysis under controlled aqueous or alcoholic conditions to regenerate a carboxylic acid, or be transformed via nucleophilic acyl substitution. These reactions follow well-established acyl-activation and ester-conversion principles commonly used in PROTAC linker synthesis.

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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 ╳
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