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902683

Sigma-Aldrich

BocNH-PEG5-acid

Synonym(s):

2,2-Dimethyl-4-oxo-3,8,11,14,17,20-hexaoxa-5-azadocosan-22-oic acid, Boc-NH-PEG5-CH2COOH

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About This Item

Empirical Formula (Hill Notation):
C17H33NO9
CAS Number:
Molecular Weight:
395.45
UNSPSC Code:
12352106
NACRES:
NA.22

form

liquid

reaction suitability

reaction type: Pegylations
reagent type: cross-linking reagent

functional group

Boc
amine
carboxylic acid

storage temp.

−20°C

SMILES string

OC(COCCOCCOCCOCCOCCNC(OC(C)(C)C)=O)=O

Application

This heterobifunctional, PEGylated crosslinker features a carboxylic acid at one end and Boc-protected amino group at the other, which can be deprotected with mildly acidic conditions. The hydrophilic PEG linker facilitates solubility in biological applications. BocNH-PEG5-acid can be used for bioconjugation or as a building block for synthesis of small molecules, conjugates of small molecules and/or biomolecules, or other tool compounds for chemical biology and medicinal chemistry that require ligation. Examples of applications include its synthetic incorporation into antibody-drug conjugates or proteolysis-targeting chimeras (PROTAC® molecules) for targeted protein degradation.

Technology Spotlight: Degrader Building Blocks for Targeted Protein Degradation

Legal Information

PROTAC is a registered trademark of Arvinas Operations, Inc., and is used under license

Related product

Product No.
Description
Pricing

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Miyuki Mabuchi et al.
Bioorganic & medicinal chemistry letters, 25(16), 3373-3377 (2015-06-24)
This Letter presents an effective method for the identification of target proteins of bioactive compounds such as drugs, natural products, and intrinsic ligands, using an affinity resin. The application of a photo-labile linker to an affinity resin enabled the selective

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