t-Boc-N-amido-PEG12-amine

 CAS No.: 1642551-09-4  Cat No.: BP-501514  Purity: ≥95% 4.5  

t-Boc-N-amido-PEG12-amine is a protected, terminally functionalized polyethylene glycol (PEG) linker featuring a Boc-protected amine at one end and an amide-linked PEG chain terminating in a primary amine at the other. The PEG segment provides a flexible, hydrophilic spacer that can reduce steric interference between a ligand-binding moiety and the recruited E3 ligase module, while the amide/amine functionality enables reliable conjugation chemistry. In PROTAC construction, this linker is used to connect two protein-interacting components through stable amide or urea-forming reactions after appropriate activation of the terminal amine, thereby positioning the two ligands at an effective distance and relative orientation for productive ternary complex formation. Its long, ether-rich chain is commonly leveraged to improve solubility and to tune linker length-dependent degradation potency and selectivity. This makes it a valuable building block for systematic linker optimization in targeted protein degradation workflows.

t-Boc-N-amido-PEG12-amine

Structure of 1642551-09-4

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Category
PROTAC Linker
Molecular Formula
C31H64N2O14
Molecular Weight
688.85
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 DMSO
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-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]carbamate
Synonyms
NHBoc-PEG12-amine; BocNH-PEG12-CH2CH2NH2; 5,8,11,14,17,20,23,26,29,32,35,38-Dodecaoxa-2-azatetracontanoic acid, 40-amino-, 1,1-dimethylethyl ester; Boc-N-amido-PEG12-amine; Boc-NH-PEG12-NH2; 2-Methyl-2-propanyl (38-amino-3,6,9,12,15,18,21,24,27,30,33,36-dodecaoxaoctatriacont-1-yl)carbamate; Carbamic acid, N-(38-amino-3,6,9,12,15,18,21,24,27,30,33,36-dodecaoxaoctatriacont-1-yl)-, 1,1-dimethylethyl ester
Boiling Point
695.1±55.0°C at 760 mmHg
Density
1.1±0.1 g/cm3
InChI Key
USZAQHILQQTIAZ-UHFFFAOYSA-N
InChI
InChI=1S/C31H64N2O14/c1-31(2,3)47-30(34)33-5-7-36-9-11-38-13-15-40-17-19-42-21-23-44-25-27-46-29-28-45-26-24-43-22-20-41-18-16-39-14-12-37-10-8-35-6-4-32/h4-29,32H2,1-3H3,(H,33,34)
SMILES
CC(C)(C)OC(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCN

t-Boc-N-amido-PEG12-amine is a polyethylene glycol-based PROTAC linker building block designed to provide conformational flexibility, improved solubility, and a handle for controlled amide coupling. Its protected amine enables sequential synthetic strategies commonly used in targeted protein degradation workflows, facilitating the assembly of bifunctional degraders with reliable attachment points to ligands. The following sections describe its structure and practical reactivity considerations in detail.

Structure: The molecule contains a PEG oligomer segment with a terminal primary amine and an amine protected as a tert-butoxycarbonyl (t-Boc) carbamate at the opposite end. It features ether linkages along the PEG chain and a Boc carbamate carbonyl, with a protecting group that can be removed under acidic conditions.

Reactivity: For PROTAC assembly, the t-Boc group is typically removed using mild acid to reveal the free amine, enabling formation of new amide bonds with activated carboxylic acids or carboxylate derivatives. Amide coupling is commonly performed using standard peptide-coupling reagent systems in polar aprotic solvents, proceeding via activation of the acid followed by nucleophilic acyl substitution by the liberated amine.

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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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