902586
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
MDL number:
UNSPSC Code:
51171641
NACRES:
NA.22
Assay:
≥95%
Form:
liquid
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.
Other Notes
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
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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)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 902586-1G | 04061838693556 |
| 902586-250MG | 04061838693563 |