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902551

Sigma-Aldrich

BocNH-PEG4-acid

Synonym(s):

2,2-Dimethyl-4-oxo-3,8,11,14,17-pentaoxa-5-azanonadecan-19-oic acid, Boc-NH-PEG4-CH2COOH

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About This Item

Empirical Formula (Hill Notation):
C15H29NO8
CAS Number:
876345-13-0
Molecular Weight:
351.39
UNSPSC Code:
12352106
NACRES:
NA.22

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

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

Other Notes

A Hexylchloride-Based Catch-and-Release System for Chemical Proteomic Applications

A Biocompatible Condensation Reaction for the Labeling of Terminal Cysteine Residues on Proteins

Legal Information

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

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Pricing

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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BisPNA targeting to DNA: Effect of neutral loop on DNA duplex strand invasion by aepPNA-N7GlaepPNA-C substituted peptide nucleic acids
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)
Jennifer L Brigham et al.
ACS chemical biology, 8(4), 691-699 (2013-01-12)
Bioorthogonal ligation methods that allow the selective conjugation of fluorophores or biotin to proteins and small molecule probes that contain inert chemical handles are an important component of many chemical proteomic strategies. Here, we present a new catch-and-release enrichment strategy
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
Erin A Losey et al.
Bioconjugate chemistry, 20(2), 376-383 (2009-01-16)
Cellular membranes play key roles in the regulation of a range of important biological processes. However, the characterization of membrane involvement in these events is difficult to achieve due to the complexity of the membrane bilayer and the challenges associated
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