Skip to Content
Merck
All Photos(1)

Key Documents

902659

Sigma-Aldrich

Amino-PEG6-t-butyl ester

Synonym(s):

tert-Butyl 1-amino-3,6,9,12,15,18-hexaoxahenicosan-21-oate, H2N-PEG6-CH2CH2COOtBu

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C19H39NO8
CAS Number:
Molecular Weight:
409.51
MDL number:
UNSPSC Code:
51171641
NACRES:
NA.22

form

liquid

reaction suitability

reagent type: cross-linking reagent

refractive index

n/D 1.4562

density

1.06581 g/mL

functional group

amine
ester

storage temp.

−20°C

SMILES string

NCCOCCOCCOCCOCCOCCOCCC(OC(C)(C)C)=O

InChI

1S/C19H39NO8/c1-19(2,3)28-18(21)4-6-22-8-10-24-12-14-26-16-17-27-15-13-25-11-9-23-7-5-20/h4-17,20H2,1-3H3

InChI key

QGSFECNPSLZGGT-UHFFFAOYSA-N

Application

This heterobifunctional, PEGylated crosslinker features an amino group at one end and t-butyl-protected carboxyl group at the other, which can be deprotected with acidic conditions. The hydrophillic PEG linker facilitates solubility in biological applications. Amino-PEG6-t-butyl ester 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 Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Judit Erchegyi et al.
Journal of medicinal chemistry, 59(3), 854-866 (2016-01-21)
CRF mediates numerous stress-related endocrine, autonomic, metabolic, and behavioral responses. We present the synthesis and chemical and biological properties of astressin B analogues {cyclo(30-33)[D-Phe(12),Nle(21,38),C(α)MeLeu(27,40),Glu(30),Lys(33)]-acetyl-h/r-CRF(9-41)}. Out of 37 novel peptides, 17 (2, 4, 6-8, 10, 11, 16, 17, 27, 29, 30
Radiolabeled dendritic probes as tools for high in vivo tumor targeting: application to melanoma
Parat A, et al.
Journal of Material Chemistry B: Materials for Biology and Medicine (2015)
Zhiling Zhu et al.
Biomaterials science, 3(6), 842-851 (2015-07-30)
Prevention of pathogenic colonization on medical devices over a long period of time remains a great challenge, especially in a high-nutrient environment that accelerates the production of biomass leading to biofouling of the device. Since biofouling and the subsequent pathogen
Efficient synthesis of small-sized phosphonated dendrons: potential organic coatings of iron oxide nanoparticles
Garofalo A, et al.
New. J. Chem. (2014)
Cynthia Ghobril et al.
Chemical communications (Cambridge, England), 49(80), 9158-9160 (2013-08-31)
The functionalization of superparamagnetic iron oxide nanoparticles (SPION) with PEGylated PAMAM dendrons through a bisphosphonate tweezers yielded 15 and 30 nm dendritic nano-objects stable in physiological media and showing both renal and hepatobiliary elimination.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service