Biotin-PEG5-NH-Boc

 CAS No.: 189209-28-7  Cat No.: BP-500954 4.5  

Biotin-PEG5-NH-Boc is a heterobifunctional PEG-based linker featuring a biotin moiety connected through a five-unit polyethylene glycol chain to a Boc-protected primary amine. The PEG segment provides aqueous solubility and conformational flexibility, helping to reduce steric interference between the biotin handle and the remainder of a PROTAC or targeted degradation construct. The Boc-protected amine serves as a protected conjugation site that can be deprotected under standard laboratory conditions to enable amide or urea coupling to an E3 ligase ligand, a targeting ligand, or other functional domains. In PROTAC design, the biotin group can be used to enable affinity capture or modular attachment via biotin–streptavidin interactions, facilitating purification, immobilization, or assay workflows, while the PEG spacer maintains productive spatial orientation for ternary complex formation. This linker is valuable for researchers engineering degraders that require robust handling, modular synthesis, and reliable biotin-mediated conjugation strategies.

Biotin-PEG5-NH-Boc

Structure of 189209-28-7

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PROTAC Linker
Molecular Formula
C₂₇H₅₀N₄O₉S
Molecular Weight
606.77

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

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IUPACName
tert-butyl N-[2-[2-[2-[2-[2-[2-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]carbamate
InChI Key
RDDPDJYPEFICFA-FIXSFTCYSA-N
InChI
InChI=1S/C27H50N4O9S/c1-27(2,3)40-26(34)29-9-11-36-13-15-38-17-19-39-18-16-37-14-12-35-10-8-28-23(32)7-5-4-6-22-24-21(20-41-22)30-25(33)31-24/h21-22,24H,4-20H2,1-3H3,(H,28,32)(H,29,34)(H2,30,31,33)/t21-,22-,24-/m0/s1
SMILES
CC(C)(C)OC(=O)NCCOCCOCCOCCOCCOCCNC(=O)CCCCC1C2C(CS1)NC(=O)N2

Biotin-PEG5-NH-Boc is a PEG-based, biotin-functionalized linker designed to support modular PROTAC assembly by providing a flexible, hydrophilic spacer and an orthogonally protected amine handle. Its polyethylene glycol character helps tune solubility and linker reach, while the Boc-protected functionality enables controlled coupling strategies to install warheads and E3 ligase-binding motifs. Detailed structural and synthetic guidance is provided below for researchers optimizing targeted protein degradation constructs.

Structure: The linker contains a polyethylene glycol segment that imparts conformational flexibility and strong hydrogen-bonding capacity, improving aqueous compatibility. It bears a biotin-derived binding element and an amine protected as a Boc carbamate, featuring stable C–N and C–O linkages suitable for stepwise functionalization.

Reactivity: The Boc group can be removed under standard acid-mediated deprotection conditions to reveal a reactive amine for subsequent amide or urea-forming coupling. PROTAC linker installation commonly uses carbodiimide or activated ester chemistry with appropriate coupling partners, often in polar aprotic or mixed aqueous solvents. The flexible PEG spacer supports productive geometries for ternary complex formation, while protecting-group control helps minimize side reactions during 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

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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