Boc-NH-PEG3-sulfonic acid

Name: Boc-NH-PEG3-sulfonic acid
Brand: BOC Sciences
Rating: 5 (1 reviews)

CAS No.: 1817735-32-2

Cat No.: BP-501383 4.5

Boc-NH-PEG3-sulfonic acid is a polyethylene glycol (PEG) linker building block featuring a Boc-protected amino terminus and a terminal sulfonic acid group, providing a short, flexible, hydrophilic chain suitable for controlled conjugation chemistry. In PROTAC and targeted protein degradation constructs, such PEG–sulfonate linkers are commonly used to tune the spatial separation and conformational freedom between a ligand-recruiting module (e.g., E3 ligase binder) and the target-binding module, thereby improving productive ternary complex formation and reducing steric clashes. The sulfonic acid mainly contributes strong acidity, charge, and aqueous solubility, while the Boc-protected amine becomes the principal coupling handle after deprotection. This product is valuable for researchers seeking reproducible linker architectures that enhance solubility and help optimize degradation potency through systematic variation of linker length and polarity.

Structure of 1817735-32-2

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Category

PROTAC Linker

Molecular Formula

C₁₃H₂₇NO₈S

Molecular Weight

357.42

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

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Please store the product under the recommended conditions in the Certificate of Analysis.

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IUPACName

2-[2-[2-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethoxy]ethoxy]ethoxy]ethanesulfonic acid

InChI Key

OVHIYMDHNOIKJZ-UHFFFAOYSA-N

InChI

InChI=1S/C13H27NO8S/c1-13(2,3)22-12(15)14-4-5-19-6-7-20-8-9-21-10-11-23(16,17)18/h4-11H2,1-3H3,(H,14,15)(H,16,17,18)

SMILES

CC(C)(C)OC(=O)NCCOCCOCCOCCS(=O)(=O)O

Boc-NH-PEG3-sulfonic acid is a polyethylene glycol (PEG)-based PROTAC linker building block designed to introduce a hydrophilic spacer and a sulfonic acid handle for controlled conjugation chemistry. Its Boc-protected amine enables stepwise synthesis, while the sulfonate functionality supports robust coupling strategies used to connect ligands and tune linker polarity and solubility in targeted protein degradation constructs. The details below describe its structure and practical reactivity for PROTAC assembly.

Structure: The molecule contains a Boc-protected amino group attached to a short PEG chain, terminating in a sulfonic acid. It features ether linkages within the PEG segment, an amide-bearing Boc motif, and a strongly ionizable sulfonate group, providing high polarity and water compatibility.

Reactivity: For PROTAC construction, the Boc group is typically removed under mild acid conditions to reveal a reactive amine for subsequent bond formation. The liberated amine can be used in standard coupling reactions (for example, amide or urea-forming chemistries) with appropriately activated carboxyl or carbonyl partners. The sulfonic acid can be retained to improve solubility or transformed via activation chemistry when a sulfonate-derived linkage is required.

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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