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Merck
CN

902659

Amino-PEG6-t-butyl ester

Synonym(s):

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

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About This Item

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

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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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
Minoru Ueda et al.
Chemistry, an Asian journal, 6(12), 3286-3297 (2011-08-05)
Affinity chromatography by using ligand-immobilized bead technology is generally the first choice for target exploration of a bioactive ligand. However, when a ligand has comparatively low affinity against its target, serious difficulties will be raised in affinity-based target detection. We
Minoru Ueda et al.
Bioorganic & medicinal chemistry letters, 21(5), 1359-1362 (2011-02-08)
Affinity purification using immunoprecipitation (IP) is an extremely useful method for target profiling of bioactive natural products. We examined IP purification of CMetE, which is a molecular target for potassium isolespedezate (1), a leaf-opening factor of Cassia plant. We studied



Global Trade Item Number

SKUGTIN
902659-1G04061838694263
902659-250MG04061838694348