N-BOC-cis-4-Hydroxy-L-proline

Names

[ Name ]:
N-BOC-cis-4-Hydroxy-L-proline

[Synonym ]:
1,2-Pyrrolidinedicarboxylic acid, 4-hydroxy-, 1-(1,1-dimethylethyl) ester, (2S,4S)-
1,2-Pyrrolidinedicarboxylic acid, 4-hydroxy-, 1-(1,1-dimethylethyl) ester, (2S,4R)-
(4S)-4-Hydroxy-1-{[(2-methyl-2-propanyl)oxy]carbonyl}-L-proline
MFCD02094406
Boc-(2S,4S)-(-)-4-hydroxypyrrolidine-2-carboxylic acid
(4R)-4-Hydroxy-1-{[(2-methyl-2-propanyl)oxy]carbonyl}-L-proline

Biological Activity

[Description]:

N-Boc-cis-4-hydroxy-L-proline is a non-cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). N-Boc-cis-4-hydroxy-L-proline 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]:
1.3±0.1 g/cm3

[ Boiling Point ]:
390.9±42.0 °C at 760 mmHg

[ Melting Point ]:
146ºC

[ Molecular Formula ]:
C₁₀H₁₇NO₅

[ Molecular Weight ]:
231.246

[ Flash Point ]:
190.2±27.9 °C

[ Exact Mass ]:
231.110672

[ PSA ]:
87.07000

[ LogP ]:
-0.71

[ Vapour Pressure ]:
0.0±2.0 mmHg at 25°C

[ Index of Refraction ]:
1.531

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07, GHS09

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335-H400

[ Precautionary Statements ]:
P261-P273-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi:Irritant;N:Dangerousfortheenvironment;

[ Risk Phrases ]:
R36/37/38;R50

[ Safety Phrases ]:
S26-S36/37-S60-S61

[ RIDADR ]:
UN 3077 9 / PGIII

[ WGK Germany ]:
3

[ HS Code ]:
2933990090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

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%