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Dokumente

916870

Sigma-Aldrich

4-(1-(tert-butoxycarbonyl)piperidin-4-yl)benzoic acid

≥95%

Synonym(e):

Semi-flexible linker for PROTAC® development

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About This Item

Empirische Formel (Hill-System):
C17H23NO4
CAS-Nummer:
149353-75-3
Molekulargewicht:
305.37
MDL-Nummer:
MFCD02178897
UNSPSC-Code:
12352106

Qualitätsniveau

100

Assay

≥95%

Form

powder

Eignung der Reaktion

reagent type: linker

Funktionelle Gruppe

Boc
carboxylic acid

Lagertemp.

2-8°C

SMILES String

O=C(N(CC1)CCC1C(C=C2)=CC=C2C(O)=O)OC(C)(C)C

InChI

1S/C17H23NO4/c1-17(2,3)22-16(21)18-10-8-13(9-11-18)12-4-6-14(7-5-12)15(19)20/h4-7,13H,8-11H2,1-3H3,(H,19,20)

InChIKey

YCNVQGGUCDVTIZ-UHFFFAOYSA-N

Anwendung

4-(1-(tert-Butoxycarbonyl)piperidin-4-yl)benzoic acid 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.

Sonstige Hinweise

Technology Spotlight: Degrader Building Blocks for Targeted Protein Degradation

Crosslinkers for Bioconjugation

Portal: Building PROTAC® Degraders for Targeted Protein Degradation

Rechtliche Hinweise

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

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Piktogramme

Exclamation markEnvironment
GHS07,GHS09

Signalwort

Warning

Gefahreneinstufungen

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

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

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Analysenzertifikate (COA)

Lot/Batch Number
MKCV9412

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Andrei A Krysko et al.
Bioorganic & medicinal chemistry letters, 21(19), 5971-5974 (2011-08-20)
The novel RGD mimetics with phthalimidine central fragment were synthesized with the use of 4-piperidine-4-yl-butyric, 4-piperidine-4-yl-benzoic, 4-piperazine-4-yl-benzoic and 1,2,3,4-tetrahydroisoquinoline-7-carboxylic acids as surrogates of Arg motif. The synthesized compounds potently inhibited platelet aggregation in vitro and blocked FITC-Fg binding to α(IIb)β(3)
Andrei A Krysko et al.
Bioorganic & medicinal chemistry letters, 26(7), 1839-1843 (2016-02-26)
A series of 2-piperazin-1-yl-quinazolines were synthesized and evaluated for their antiaggregative activity. The synthesized small molecule compounds have potently inhibited platelet aggregation in vitro and blocked FITC-Fg binding to αIIbβ3 integrin in a suspension of washed human platelets. The key
Weilin Sun et al.
Journal of medicinal chemistry, 62(6), 3122-3134 (2019-03-16)
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Dominik K Kölmel et al.
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A new catalytic manifold that merges photoredox with nickel catalysis in aqueous solution is presented. Specifically, the combination of a highly active, yet air-stable, nickel precatalyst with a new electron-deficient pyridyl carboxamidine ligand was key to the development of a
Dillon T Flood et al.
Journal of the American Chemical Society, 141(25), 9998-10006 (2019-05-29)
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