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Key Documents

917400

Sigma-Aldrich

tert-Butyl 4-(3-(hydroxymethyl)phenyl)piperidine-1-carboxylate

≥95%

Synonym(s):

Semi-flexible linker for PROTAC® development

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About This Item

Empirical Formula (Hill Notation):
C17H25NO3
CAS Number:
Molecular Weight:
291.39
MDL number:
UNSPSC Code:
12352200

Quality Level

Assay

≥95%

form

powder

reaction suitability

reagent type: linker

functional group

Boc
hydroxyl

storage temp.

2-8°C

SMILES string

O=C(N(CC1)CCC1C2=CC(CO)=CC=C2)OC(C)(C)C

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Application

tert-Butyl 4-(3-(hydroxymethyl)phenyl)piperidine-1-carboxylate is a 4-aryl piperidine useful as a semi-flexible linker in PROTAC development for targeted protein degradation. Incorporation of rigidity into the linker region of bifunctional protein degraders may impact the 3D orientation of the degrader and thus ternary complex formation as well as optimization of drug-like properties.

Legal Information

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

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Warning

Hazard Statements

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Van T H Ngo et al.
Bioorganic & medicinal chemistry, 26(5), 1035-1049 (2018-02-06)
Pyroglutamate-modified amyloid β peptides (pGlu-Aβ) are highly neurotoxic and promote the formation of amyloid plaques. The pGlu-Aβ peptides are generated by glutaminyl cyclase (QC), and recent clinical studies indicate that QC represents an alternative therapeutic target to treat Alzheimer's disease

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