MeNH-PEG4-COOtBu

 CAS No.: 1621616-14-5  Cat No.: BP-500509  Purity: ≥95% 4.5  

MeNH-PEG4-COOtBu is a polyethylene glycol–based PROTAC linker featuring a terminal N-methylamino group (MeNH) connected through an ether-linked PEG chain of four ethylene glycol units to a protected carboxylate ester (tBu ester). Structurally, it provides a flexible, hydrophilic spacer that can tune the relative positioning and effective concentration of the two binding partners in a PROTAC construct. In targeted protein degradation workflows, this linker is used to connect or functionalize ligands so that the resulting conjugate can simultaneously engage the target protein and the E3 ligase, promoting formation of a productive ternary complex and downstream ubiquitination. The PEG segment helps reduce steric clashes and can improve solubility and handling of bulky conjugates, while the tBu-protected carboxyl group supports synthetic coupling strategies under conditions that preserve the rest of the linker. Overall, it is a practical building block for designing degraders with controllable geometry and physicochemical properties.

MeNH-PEG4-COOtBu

Structure of 1621616-14-5

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Category
PROTAC Linker
Molecular Formula
C16H33NO6
Molecular Weight
335.44
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
tert-butyl 3-[2-[2-[2-[2-(methylamino)ethoxy]ethoxy]ethoxy]ethoxy]propanoate
Synonyms
Methylamino-PEG4-t-butyl ester; Methylamino-PEG4-Boc; MeNH-PEG4-CH2CH2COOtBu; 2-Methyl-2-propanyl 5,8,11,14-tetraoxa-2-azaheptadecan-17-oate; 5,8,11,14-Tetraoxa-2-azaheptadecan-17-oic acid, 1,1-dimethylethyl ester; 4,7,10,13-Tetraoxa-16-azaheptadecanoic acid, 1,1-dimethylethyl ester; tert-Butyl 5,8,11,14-tetraoxa-2-azaheptadecan-17-oate
Boiling Point
401.7±35.0 °C at 760 mmHg
Density
1.015±0.06 g/cm3 (Predicted)
InChI Key
ZNZXARLRHZPMJU-UHFFFAOYSA-N
InChI
InChI=1S/C16H33NO6/c1-16(2,3)23-15(18)5-7-19-9-11-21-13-14-22-12-10-20-8-6-17-4/h17H,5-14H2,1-4H3
SMILES
CC(C)(C)OC(=O)CCOCCOCCOCCOCCNC

MeNH-PEG4-COOtBu is a PEG-based PROTAC linker building block designed to provide a flexible, hydrophilic spacer between target-binding and E3-ligase-recruiting modules. Its ether-rich backbone supports conformational adaptability, which can improve productive ternary complex formation. The protected carboxylate functionality enables controlled derivatization during PROTAC synthesis, facilitating late-stage coupling strategies. The structure and reactivity considerations for constructing PROTAC conjugates are described in detail below.

Structure: The linker contains a polyethylene glycol segment with repeating ether linkages, providing high polarity and water compatibility. A terminal methanamine substituent and an ester-protected carboxylate are present, with a tert-butyl group masking the acid functionality to enhance handling stability during synthesis.

Reactivity: The tert-butyl ester can be converted to the corresponding carboxylic acid under standard acidolysis conditions, enabling subsequent amide or ester coupling to PROTAC fragments. The amine functionality supports nucleophilic substitution and coupling reactions using activated carboxylic acid derivatives. Common approaches include carbodiimide-mediated amide formation with suitable bases in polar aprotic solvents, following established PROTAC linker derivatization workflows.

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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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