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902578

Sigma-Aldrich

Hydroxy-PEG6-t-butyl ester

≥95%

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Synonym(s):
tert-Butyl 1-hydroxy-3,6,9,12,15,18-hexaoxahenicosan-21-oate, HO-PEG6-CO-OtBu
Empirical Formula (Hill Notation):
C19H38O9
CAS Number:
Molecular Weight:
410.50

assay

≥95%

form

liquid

reaction suitability

reagent type: cross-linking reagent

refractive index

n/D 1.454

density

1.068

functional group

ester
hydroxyl

storage temp.

−20°C

SMILES string

O=C(OC(C)(C)C)CCOCCOCCOCCOCCOCCOCCO

InChI

1S/C19H38O9/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/h20H,4-17H2,1-3H3

InChI key

VGGDPFAYSOSIOK-UHFFFAOYSA-N

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This Item
902586902659902535
Hydroxy-PEG6-t-butyl ester ≥95%

902578

Hydroxy-PEG6-t-butyl ester

Hydroxy-PEG4-t-butyl ester

902586

Hydroxy-PEG4-t-butyl ester

Amino-PEG6-t-butyl ester

902659

Amino-PEG6-t-butyl ester

Amino-PEG4-t-butyl ester

902535

Amino-PEG4-t-butyl ester

reaction suitability

reagent type: cross-linking reagent

reaction suitability

reagent type: cross-linking reagent

reaction suitability

reagent type: cross-linking reagent

reaction suitability

reagent type: cross-linking reagent

refractive index

n/D 1.454

refractive index

n/D 1.4492

refractive index

n/D 1.4562

refractive index

n/D 1.4508

form

liquid

form

liquid

form

liquid

form

liquid

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

−20°C

density

1.068

density

1.04746 g/mL

density

1.06581 g/mL

density

1.04479 g/mL

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-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 roteolysis-targeting chimeras (PROTAC® molecules) for targeted protein degradation.

Legal Information

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

related product

Product No.
Description
Pricing

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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André Warnecke et al.
Bioconjugate chemistry, 14(2), 377-387 (2003-03-20)
In situ binding of thiol-reactive prodrugs to the cysteine-34 position of circulating albumin is a new approach in drug delivery. Therefore, five maleimide-bearing derivatives of the anticancer drug camptothecin (CPT) were developed as albumin-binding prodrugs. These compounds were synthesized by
Yury E Tsvetkov et al.
Journal of the American Chemical Society, 134(1), 426-435 (2011-11-18)
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