Phthalimide-PEG4-PDM-OTBS

 Cat No.: BP-501791 4.5  

Phthalimide-PEG4-PDM-OTBS is a bifunctional PROTAC linker incorporating a phthalimide handle, a short polyethylene glycol spacer, and a PDM-derived moiety bearing an O-tert-butyldimethylsilyl (OTBS) protected alcohol. Structurally, it combines a flexible PEG4 chain that can tune solubility and spatial presentation with a linker junction designed to connect to an E3 ligase–recruiting warhead (via the phthalimide motif) and to a second targeting ligand through the PDM segment. In PROTAC architectures, the phthalimide component enables recruitment of the E3 ubiquitin ligase cereblon, while the PEG spacer helps maintain productive ternary-complex geometry by reducing steric clashes between the two binding domains. The OTBS group provides a protected functional handle that can be deprotected under appropriate conditions to enable subsequent conjugation or coupling to the target-binding element. This linker is valuable for constructing modular, experimentally tractable targeted degradation probes where linker length, flexibility, and controlled reactivity are critical to achieving robust target engagement.

Phthalimide-PEG4-PDM-OTBS

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PROTAC Linker
Molecular Formula
C₂₇H₄₄N₂O₇Si
Molecular Weight
536.73

* 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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Room temperature in continental US; may vary elsewhere.
IUPACName
2-[2-[2-[2-[2-[(3R,5S)-5-[[tert-butyl(dimethyl)silyl]oxymethyl]pyrrolidin-3-yl]oxyethoxy]ethoxy]ethoxy]ethyl]isoindole-1,3-dione
InChI Key
NLFPGFSSIZQXNJ-FCHUYYIVSA-N
InChI
InChI=1S/C27H44N2O7Si/c1-27(2,3)37(4,5)36-20-21-18-22(19-28-21)35-17-16-34-15-14-33-13-12-32-11-10-29-25(30)23-8-6-7-9-24(23)26(29)31/h6-9,21-22,28H,10-20H2,1-5H3/t21-,22+/m0/s1
SMILES
CC(C)(C)[Si](C)(C)OCC1CC(CN1)OCCOCCOCCOCCN2C(=O)C3=CC=CC=C3C2=O

Phthalimide-PEG4-PDM-OTBS is a bifunctional PROTAC linker designed to connect a phthalimide-based recognition element to a second coupling handle while providing a polyethylene glycol spacer for improved solubility and conformational flexibility. Its orthogonally protected alcohol functionality enables controlled, stepwise assembly of targeted protein degradation constructs. The linker’s features support efficient synthesis of degraders and facilitate modular optimization of linker length and attachment chemistry; detailed structural and reactivity considerations are provided below.

Structure: The molecule contains a phthalimide moiety linked through an ether-based polyethylene glycol segment to a protected alcohol (OTBS) group. It features stable amide and ether linkages, with a hydrophilic PEG domain that enhances aqueous compatibility and reduces steric constraints around conjugation sites.

Reactivity: The OTBS group is suitable for orthogonal deprotection under standard silyl ether cleavage conditions, generating a reactive alcohol for subsequent coupling to electrophiles used in PROTAC assembly. Deprotection is typically performed with mild acid or fluoride-based activators in compatible solvents, followed by nucleophilic substitution or ester/ether-forming bond construction. This stepwise strategy helps maintain the phthalimide functionality during iterative linker installation.

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L

* 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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