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902551

Sigma-Aldrich

BocNH-PEG4-acid

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Synonym(s):
2,2-Dimethyl-4-oxo-3,8,11,14,17-pentaoxa-5-azanonadecan-19-oic acid, Boc-NH-PEG4-CH2COOH
Empirical Formula (Hill Notation):
C15H29NO8
CAS Number:
Molecular Weight:
351.39

form

liquid

reaction suitability

reaction type: Pegylations
reagent type: cross-linking reagent

refractive index

n/D 1.4641

density

1.1395 g/mL

functional group

Boc
amine
carboxylic acid

storage temp.

−20°C

SMILES string

OC(COCCOCCOCCOCCNC(OC(C)(C)C)=O)=O

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This Item
902683902675QBD10760
vibrant-m

902551

BocNH-PEG4-acid

vibrant-m

902683

BocNH-PEG5-acid

vibrant-m

902675

BocNH-PEG6-acid

vibrant-m

QBD10760

t-Boc-N-amido-dPEG®8-acid

form

liquid

form

liquid

form

liquid

form

solid or viscous liquid

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

refractive index

n/D 1.4641

refractive index

-

refractive index

n/D 1.4657

refractive index

-

density

1.1395 g/mL

density

-

density

-

density

-

functional group

Boc

functional group

Boc, amine, carboxylic acid

functional group

Boc, amine, carboxylic acid

functional group

-

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-PEG4-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

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Jennifer L Brigham et al.
ACS chemical biology, 8(4), 691-699 (2013-01-12)
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Shirude P S, et sl.
European Journal of Organic Chemistry, 2005, 5207-5215 (2005)
A biocompatible condensation reaction for the labeling of terminal cysteine residues on proteins.
Hongjun Ren et al.
Angewandte Chemie (International ed. in English), 48(51), 9658-9662 (2009-11-20)
Zinc(II) cyclen-peptide conjugates interacting with the weak effector binding state of RaS.
Rosnizeck I C, et al.
Inorgorganica Chimica Acta, 365 (1), 38-48 (2011)
Pratistha Ranjitkar et al.
Chemistry & biology, 17(2), 195-206 (2010-03-02)
A number of small-molecule inhibitors have been developed that target the catalytic domains of protein kinases that are not in an active conformation. An inactive form that has been observed in several kinases is the DFG-out conformation. This conformation is

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