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902586

Sigma-Aldrich

Hydroxy-PEG4-t-butyl ester

Synonym(s):

tert-Butyl-1-hydroxy-3,6,9,12-tetraoxapentadecan-15-oate, HO-PEG4-CO-OtBu

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About This Item

Empirical Formula (Hill Notation):
C15H30O7
CAS Number:
Molecular Weight:
322.39
UNSPSC Code:
51171641
NACRES:
NA.22

Assay

≥95%

form

liquid

reaction suitability

reagent type: cross-linking reagent

refractive index

n/D 1.4492

density

1.04746 g/mL

functional group

ester
hydroxyl

storage temp.

2-8°C

SMILES string

O=C(OC(C)(C)C)CCOCCOCCOCCOCCO

InChI

1S/C15H30O7/c1-15(2,3)22-14(17)4-6-18-8-10-20-12-13-21-11-9-19-7-5-16/h16H,4-13H2,1-3H3

InChI key

FJRDXEGYAVAMLB-UHFFFAOYSA-N

Application

This heterobifunctional, PEGylated crosslinker features a hydroxyl group at one end and t-butyl-protected carboxylic acid at the other, which can be deprotected with acidic conditions. The hydrophillic PEG linker facilitates solubility in biological applications. Hydroxy-PEG4-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.

Legal Information

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

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Product No.
Description
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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Venkata R Doppalapudi et al.
Bioorganic & medicinal chemistry letters, 17(2), 501-506 (2006-10-24)
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Surfaces containing reactive ester polymer brushes were functionalized with cyclopropenone-masked dibenzocyclooctynes for the light activated immobilization of azides using catalyst-free click chemistry. The photodecarbonylation reaction in the amorphous brush layer is first order for the first 45 s with a
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Journal of nucleic acids, 2011, 805253-805253 (2011-10-21)
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Mei D, et al
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