1-Isothiocyanato-PEG4-alcohol

 CAS No.: 1835759-69-7  Cat No.: BP-500378  Purity: ≥95% 4.5  

1-Isothiocyanato-PEG4-alcohol is a short-chain, hydroxyl-terminated polyethylene glycol (PEG) linker bearing an isothiocyanate reactive group. Structurally, it provides a flexible PEG spacer of limited length that can reduce steric interference and improve the accessibility of conjugated functional moieties, while the terminal isothiocyanate enables efficient thiourea formation with primary amines or other nucleophilic residues under standard bioconjugation conditions. In PROTAC design and targeted protein degradation workflows, such linkers are commonly used to connect a ligand for an E3 ligase to a second binding element (for the target protein) or to install handles for subsequent functionalization. The PEG spacer helps maintain productive geometry and solvent compatibility across the assembled ternary complex, supporting reliable recruitment and degradation assays. This product is valuable for researchers optimizing linker length, attachment chemistry, and conjugate stability in PROTAC synthesis and structure–activity relationship studies.

1-Isothiocyanato-PEG4-alcohol

Structure of 1835759-69-7

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Category
PROTAC Linker
Molecular Formula
C9H17NO4S
Molecular Weight
235.30
Appearance
Pale Yellow Oily Matter

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

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Purity
≥95%
Solubility
Soluble in DMSO
Appearance
Pale Yellow Oily Matter
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
2-[2-[2-(2-isothiocyanatoethoxy)ethoxy]ethoxy]ethanol
Synonyms
2-(2-(2-(2-isothiocyanatoethoxy)ethoxy)ethoxy)ethan-1-ol; 3,6,9-Trioxa-12-azatridec-12-en-1-ol, 13-thioxo-; 5,8,11-Trioxa-2-azatridec-1-en-13-ol, 1-thioxo-
Boiling Point
375.0±32.0°C at 760 mmHg
Density
1.1±0.1 g/cm3
InChI Key
ZFBITNPIULLZRY-UHFFFAOYSA-N
InChI
InChI=1S/C9H17NO4S/c11-2-4-13-6-8-14-7-5-12-3-1-10-9-15/h11H,1-8H2
SMILES
C(COCCOCCOCCO)N=C=S

1-Isothiocyanato-PEG4-alcohol, provides a versatile polyethylene glycol spacer bearing an isothiocyanate handle for efficient conjugation to targeting ligands. Its flexible, hydrophilic PEG architecture supports favorable linker solubility and conformational adaptability, which are commonly beneficial for targeted protein degradation workflows. The isothiocyanate functionality enables robust thiourea formation under mild conditions, facilitating modular PROTAC assembly. Detailed structural and reactivity considerations are provided below.

Structure: The linker consists of a PEG-based, flexible polyether chain terminated with an alcohol and an isothiocyanate group. It contains an N=C=S isothiocyanate moiety capable of nucleophilic addition, along with ether linkages that confer hydrophilicity and conformational flexibility. The terminal alcohol enables further derivatization if required.

Reactivity: The isothiocyanate group reacts with primary amines or thiols to form thiourea or related thiocarbamoyl linkages, a standard conjugation strategy used in PROTAC synthesis. Conjugations are typically performed under mild, anhydrous-to-partially aqueous conditions using base or nucleophile activation as needed to promote nucleophilic attack. Common solvents include polar aprotic media or buffered aqueous systems, with temperature controlled to preserve ligand integrity.

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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

* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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