t-Boc-N-amido-PEG8-amine

 CAS No.: 1052207-59-6  Cat No.: BP-500178  Purity: ≥95% 4.5  

t-Boc-N-amido-PEG8-amine is a polyethylene glycol (PEG) linker building block featuring an amine terminus for conjugation and a protected amide functionality (t-Boc) that enables controlled coupling chemistry. The PEG8 chain provides a flexible, hydrophilic spacer that can reduce steric interference and improve the effective reach between a ligand-binding moiety and an E3-recruiting or target-binding component in PROTAC constructs. In targeted protein degradation workflows, such linkers are used to tune spatial orientation and linker length so that the assembled ternary complex can form efficiently, facilitating ubiquitination and subsequent proteasomal turnover. The t-Boc protection supports stepwise synthesis by allowing selective deprotection and amide bond formation under standard peptide/amide coupling conditions. This product is valuable for researchers optimizing PROTAC performance, as it offers a practical platform for generating amide-linked conjugates with improved solubility and controllable linker geometry.

t-Boc-N-amido-PEG8-amine

Structure of 1052207-59-6

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Category
PROTAC Linker
Molecular Formula
C23H48N2O10
Molecular Weight
512.64
Related CAS
890091-42-6 (polymer) 198227-38-2 (polymer)
Appearance
Pale Yellow or 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
Pale Yellow or Colorless Oily Matter
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
tert-butyl N-[2-[2-[2-[2-[2-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]carbamate
Synonyms
BocNH-PEG8-CH2CH2NH2; NHBoc-PEG8-amine; Boc-NH-PEG8-NH2; Boc-N-amido-PEG8-NH2; tert-Butyl (26-amino-3,6,9,12,15,18,21,24-octaoxahexacosyl)carbamate; 5,8,11,14,17,20,23,26-Octaoxa-2-azaoctacosanoic acid, 28-amino-, 1,1-dimethylethyl ester; 2-Methyl-2-propanyl (26-amino-3,6,9,12,15,18,21,24-octaoxahexacos-1-yl)carbamate; Carbamic acid, N-(26-amino-3,6,9,12,15,18,21,24-octaoxahexacos-1-yl)-, 1,1-dimethylethyl ester
Boiling Point
579.4±50.0°C at 760 mmHg
Density
1.1±0.1 g/cm3
InChI Key
RJDFELJBUQILOQ-UHFFFAOYSA-N
InChI
InChI=1S/C23H48N2O10/c1-23(2,3)35-22(26)25-5-7-28-9-11-30-13-15-32-17-19-34-21-20-33-18-16-31-14-12-29-10-8-27-6-4-24/h4-21,24H2,1-3H3,(H,25,26)
SMILES
CC(C)(C)OC(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCCN
ConcentrationVolumeMass1 mg5 mg10 mg
1 mM1.9507 mL9.7536 mL19.5072 mL
5 mM0.3901 mL1.9507 mL3.9014 mL
10 mM0.1951 mL0.9754 mL1.9507 mL

t-Boc-N-amido-PEG8-amine is a polyethylene glycol–based linker building block designed to support PROTAC assembly by providing a hydrophilic, flexible spacer and an amide-containing attachment handle. Its protected amine enables controlled coupling to electrophilic partners, while the PEG segment helps tune solubility and conformational freedom in targeted protein degradation constructs. The detailed structural and reactivity considerations are provided below.

Structure: The linker contains a PEG chain that confers hydrophilicity and conformational flexibility, an amide linkage that can participate in hydrogen bonding, and a terminal amine masked as a t-Boc carbamate. It features stable C–N and C–O bonds, with a protection group that can be removed under acidic conditions.

Reactivity: PROTAC synthesis using this linker typically relies on orthogonal functional-group chemistry: deprotection of the t-Boc group under mild acid to reveal the primary amine, followed by nucleophilic coupling to activated carboxylic acids or activated derivatives (e.g., NHS/aryl sulfonate esters) to form stable amide or related linkages. Common coupling strategies employ carbodiimide-based systems with appropriate bases in polar aprotic solvents, while maintaining anhydrous, controlled pH conditions to minimize side reactions.

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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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