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Safety Information

902675

Sigma-Aldrich

BocNH-PEG6-acid

Synonym(s):

2,2-Dimethyl-4-oxo-3,8,11,14,17,20,23-heptaoxa-5-azapentacosan-25-oic acid, Boc-NH-PEG6-CH2COOH

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About This Item

Empirical Formula (Hill Notation):
C19H37NO10
CAS Number:
391684-36-9
Molecular Weight:
439.50
MDL number:
MFCD30489670
UNSPSC Code:
12352106
NACRES:
NA.22

form

liquid

reaction suitability

reagent type: linker

refractive index

n/D 1.4657

functional group

Boc
amine
carboxylic acid

storage temp.

−20°C

SMILES string

OC(COCCOCCOCCOCCOCCOCCNC(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 hydrophillic PEG linker facilitates solubility in biological applications. BocNH-PEG6-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.

Other Notes

αvβ3 Integrin-Targeting Arg-Gly-Asp (RGD) Peptidomimetics Containing Oligoethylene Glycol

Ultrasmall particle of iron oxide-RGD peptidomimetic conjugate: synthesis and characterization

Legal Information

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

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

902675-250MG:
902675-BULK:
902675-VAR:
902675-1G:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCS9898

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Vincent Rerat et al.
Journal of medicinal chemistry, 52(22), 7029-7043 (2009-10-29)
RGD peptides are used in biomaterials science for surface modifications with a view to elicit selective cellular responses. Our objective is to replace peptides by small peptidomimetics acting similarly. We designed novel molecules targeting alpha(v)beta(3) integrin and featuring spacer-arms (for
Vincent Rerat et al.
Bioorganic & medicinal chemistry letters, 20(6), 1861-1865 (2010-02-23)
Ultrasmall particles of iron oxide (USPIOs) coated with 3,3'-bis(phosphonate)propionic acid were covalently coupled to a home-made Arg-Gly-Asp (RGD) peptidomimetic molecule via a short oligoethylene-glycol (OEG) spacer. The conjugation rate was measured by X-ray photoelectron spectroscopy (XPS). The particle size and

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