Fmoc-azetidine-3-carboxylic acid

Names

[ CAS No. ]:
193693-64-0

[ Name ]:
Fmoc-azetidine-3-carboxylic acid

[Synonym ]:
1-Fmoc-Azetidine-3-carboxylic acid
1,3-Azetidinedicarboxylic acid, 1-(9H-fluoren-9-ylmethyl) ester
Fmoc-Azetidine-3-carboxylic acid
MFCD01321018
1-[(9H-Fluoren-9-ylmethoxy)carbonyl]azetidine-3-carboxylic acid
Fmoc-L-Azetidine-3-carboxylicacid
1-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-azetidinecarboxylic acid

Biological Activity

[Description]:

Fmoc-azetidine-3-carboxylic acid is a cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). Fmoc-azetidine-3-carboxylic acid is also a alkyl chain-based PROTAC linker that can be used in the synthesis of PROTACs[1][2].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Antibody-drug Conjugate >> ADC Linker

Signaling Pathways >> PROTAC >> PROTAC Linker

[Target]

Non-cleavable

[In Vitro]

ADCs are comprised of an antibody to which is attached an ADC cytotoxin through an ADC linker[1]. PROTACs contain two different ligands connected by a linker; one is a ligand for an E3 ubiquitin ligase and the other is for the target protein. PROTACs exploit the intracellular ubiquitin-proteasome system to selectively degrade target proteins[2].

[References]

[1]. Beck A, et al. Strategies and challenges for the next generation of antibody-drug conjugates. Nat Rev Drug Discov. 2017;16(5):315-337.

[2]. Nalawansha DA, et al. PROTACs: An Emerging Therapeutic Modality in Precision Medicine. Cell Chem Biol. 2020;27(8):998-985.

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
543.3±43.0 °C at 760 mmHg

[ Melting Point ]:
174 °C

[ Molecular Formula ]:
C₁₉H₁₇NO₄

[ Molecular Weight ]:
323.343

[ Flash Point ]:
282.3±28.2 °C

[ Exact Mass ]:
323.115753

[ PSA ]:
66.84000

[ LogP ]:
2.71

[ Vapour Pressure ]:
0.0±1.5 mmHg at 25°C

[ Index of Refraction ]:
1.651

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi: Irritant;

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2933990090

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%