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D-Proline, 4-hydroxy-, methyl ester hydrochloride

Names

[ CAS No. ]:
114676-59-4

[ Name ]:
D-Proline, 4-hydroxy-, methyl ester hydrochloride

[Synonym ]:
D-Proline, 4-hydroxy-, methyl ester, (4R)-, hydrochloride (1:1)
Trans-4-hydroxy-L-proline methyl ester hydrochloride
Methyl (4R)-4-hydroxy-L-prolinate hydrochloride (1:1)
Methyl (4R)-4-hydroxy-D-prolinate hydrochloride (1:1)
CIS-4-HYDROXY-D-PROLINE METHYL ESTER
L-Proline, 4-hydroxy-, methyl ester, (4R)-, hydrochloride (1:1)
cis-4-hydroxy-D-proline methyl ester hydrochloride
methyl cis 4-hydroxyl-D-proline
(2R,4R)-4-Hydroxypyrrolidine-2-carboxylic acid methyl ester hydrochloride
(2R,4R)-Methyl 4-hydroxypyrrolidine-2-carboxylate hydrochloride

Biological Activity

[Description]:

D-Proline, 4-hydroxy-, methyl ester hydrochloride is a non-cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). D-Proline, 4-hydroxy-, methyl ester hydrochloride 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

[ Melting Point ]:
121-123 ºC

[ Molecular Formula ]:
C6H12ClNO3

[ Molecular Weight ]:
181.617

[ Exact Mass ]:
181.050568

[ PSA ]:
58.56000

[ LogP ]:
0.01300

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds