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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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Michael L Miller et al.
Journal of medicinal chemistry, 47(20), 4802-4805 (2004-09-17)
To develop effective taxane-antibody immunoconjugates, we have prepared a series of modified taxanes that have both improved toxicity and solubility in aqueous systems as compared to paclitaxel (1a). These taxanes have been modified at either the C-10 or C-7 position
Proline-functionalized magnetic core-shell nanoparticles as efficient and recyclable organocatalysts for aldol reactions.
Yacob Z, et al
Advanced Synthesis & Catalysis, 354(17), 3259-3264 (2012)
A new route for the synthesis of 1-amino-3,6,9,12-?tetraoxapentadecan-15-oic acid.
Wu X, et al.
J. Chem. Res. (M), 40(6), 368-370 (2016)
Efficient Synthesis of Polyethylene Glycol Mono-Carboxylate via Michael Conjugate Addition.
Chen Q. et al.
Synthetic Communications, 34(13) (2004)
Recruiting cytotoxic T cells to folate-receptor-positive cancer cells.
Sumith A Kularatne et al.
Angewandte Chemie (International ed. in English), 52(46), 12101-12104 (2014-02-28)

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