Carboxy-PEG5-sulfonic acid

 CAS No.: 1817735-38-8  Cat No.: BP-500211  Purity: ≥95% 4.5  

Carboxy-PEG5-sulfonic acid is a heterobifunctional polyethylene glycol (PEG) linker bearing both a terminal carboxylic acid and a sulfonic acid group, providing a short, hydrophilic chain that can be used to tune solubility and spacing in targeted protein degradation constructs. The PEG segment acts as a flexible spacer to reduce steric interference between the two functional modules of a PROTAC, while the acidic termini enable controlled conjugation chemistry: the carboxyl group is commonly used for amide or ester formation with ligand-bearing amines or alcohols, and the sulfonic acid can support stable ionic interactions and improved aqueous compatibility during synthesis and downstream handling. In PROTAC design, such linkers help optimize the effective geometry for ternary complex formation by allowing the recruiting ligand and the target-binding ligand to adopt productive relative orientations. This product is valuable for researchers seeking reproducible linker architectures that enhance handling properties and can improve the practical performance of degradation molecules in biochemical assays.

Carboxy-PEG5-sulfonic acid

Structure of 1817735-38-8

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Category
PROTAC Linker
Molecular Formula
C13H26O10S
Molecular Weight
374.39

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

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Purity
≥95%
Solubility
Soluble in DMSO, Water
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-sulfoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
Synonyms
1-Sulfo-3,6,9,12,15-pentaoxaoctadecan-18-oic acid; Propanoic acid, 3-[(14-sulfo-3,6,9,12-tetraoxatetradec-1-yl)oxy]-; 3,6,9,12,15-Pentaoxaoctadecan-18-oic acid, 1-sulfo-
Density
1.3±0.1 g/cm3
InChI Key
BNXDKCHNWPCUMT-UHFFFAOYSA-N
InChI
InChI=1S/C13H26O10S/c14-13(15)1-2-19-3-4-20-5-6-21-7-8-22-9-10-23-11-12-24(16,17)18/h1-12H2,(H,14,15)(H,16,17,18)
SMILES
C(COCCOCCOCCOCCOCCS(=O)(=O)O)C(=O)O

Carboxy-PEG5-sulfonic acid is a PEG-based linker designed to support targeted protein degradation workflows by providing a hydrophilic, flexible spacer that can be conjugated into PROTAC architectures. Its dual functional handles enable robust attachment strategies while improving solubility and reducing nonspecific interactions. The following sections describe its structure-related features and practical reactivity considerations for constructing PROTAC conjugates in the laboratory.

Structure: This linker contains a polyethylene glycol chain bearing a terminal carboxylic acid and a sulfonic acid group. It features ether linkages within the PEG backbone and strongly polar acidic functionalities, providing high aqueous compatibility and multiple sites for controlled chemical derivatization.

Reactivity: The carboxylic acid is typically activated for amide bond formation using standard coupling chemistries under mild base conditions, often with carbodiimide or uronium-type activators and a suitable coupling additive. The sulfonic acid generally remains stable and can influence local charge during conjugation. For PROTAC assembly, orthogonal functionalization and purification are commonly planned to preserve linker integrity and maintain solubility.

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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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