Cbz-N-amido-PEG6-acid

 CAS No.: 1334177-80-8  Cat No.: BP-500505  Purity: >98% 4.5  

Cbz-N-amido-PEG6-acid is a protected amino-PEG linker with a free acid. Structurally, it contains a Cbz-protected primary amine connected through PEG6 to a terminal propionic acid. The carboxylic acid can be activated for amide coupling, while hydrogenolytic removal of the Cbz carbamate exposes a primary amine for a second acylation, urea formation, carbamate formation, or other amine-selective reaction. In PROTAC and related targeted protein degradation research, the differentiated acid and protected amine enable sequential connection of two molecular components across a defined PEG spacer. Its defined architecture allows researchers to evaluate how linker polarity, flexibility, attachment sequence, and terminal-group selection influence conjugate preparation and the spatial requirements of productive target–E3 ligase engagement. Clear assignment of the protected and reactive groups also supports reproducible reaction planning and systematic comparison of alternative linker designs in research-focused targeted protein degradation workflows.

Cbz-N-amido-PEG6-acid

Structure of 1334177-80-8

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Category
PROTAC Linker
Molecular Formula
C₂₃H₃₇NO₁₀
Molecular Weight
487.54
Appearance
Viscous Liquid

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

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Purity
>98%
Appearance
Viscous Liquid
Storage
Pure form, -20°C, 3 years; 4°C, 2 years; In solvent, -80°C, 6 months; -20°C, 1 month
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
3-[2-[2-[2-[2-[2-[2-(phenylmethoxycarbonylamino)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
Synonyms
Cbz-21-amino-4,7,10,13,16,19-hexaoxaheneicosanoic acid; Cbz-NH-PEG6-CH2CH2COOH; Cbz-NH-PEG6-propionic acid
InChI Key
QWAOJWRYJPALAN-UHFFFAOYSA-N
InChI
InChI=1S/C23H37NO10/c25-22(26)6-8-28-10-12-30-14-16-32-18-19-33-17-15-31-13-11-29-9-7-24-23(27)34-20-21-4-2-1-3-5-21/h1-5H,6-20H2,(H,24,27)(H,25,26)
SMILES
C1=CC=C(C=C1)COC(=O)NCCOCCOCCOCCOCCOCCOCCC(=O)O

Cbz-N-amido-PEG6-acid is a polyethylene glycol (PEG)-based PROTAC linker building block designed to provide aqueous compatibility, conformational flexibility, and controlled spatial separation between a ligand and an E3-recruiting module. Its amide-containing architecture and terminal acid functionality support robust conjugation strategies commonly used in targeted protein degradation workflows. The following sections describe its structural features and practical reactivity considerations for assembling PROTAC constructs.

Structure: The linker contains a PEG chain that confers hydrophilicity and dynamic conformational freedom, coupled to an N-amide linkage and a Cbz-protected functionality. The molecule features ether linkages within the PEG segment and stable amide/carbonyl bonds, with a terminal carboxylic acid enabling further derivatization.

Reactivity: The terminal carboxylic acid is suitable for standard PROTAC conjugation via amide-bond formation, typically using coupling reagents that activate carboxylates toward nucleophilic attack by an amine-bearing partner. Common approaches employ base and polar aprotic solvents to promote efficient coupling under mild conditions, while the Cbz group can be retained during linkage assembly and later removed when deprotection is required.

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It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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