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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:
518044-32-1
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

Related Categories

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.

Other Notes

Recruiting cytotoxic T cells to folate-receptor-positive cancer cells

Syntheses and characterizations of novel pyrrolocoumarin probes for SNAP-tag labeling technology

High density orthogonal surface immobilization via photoactivated copper-free click chemistry

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’.

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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
Synthesis of novel heterobifunctional isocyanato cross-linkers and their applications for the preparation of 10-hydroxycamptothecin and SN-38 conjugates with melanotransferrin P97.
Li Z, et al.
Synthetic Communications, 37(11) (2007)
Syntheses and characterizations of novel pyrrolocoumarin probes for SNAP-tag labeling technology.
Mei D, et al
Tetrahedron, 67(12), 2251-2259 (2011)
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)
Nico Rublack et al.
Journal of nucleic acids, 2011, 805253-805253 (2011-10-21)
Nowadays, RNA synthesis has become an essential tool not only in the field of molecular biology and medicine, but also in areas like molecular diagnostics and material sciences. Beyond synthetic RNAs for antisense, aptamer, ribozyme, and siRNA technologies, oligoribonucleotides carrying
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