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Maleimido-tri(ethylene glycol)-propionic acid

Names

[ CAS No. ]:
518044-40-1

[ Name ]:
Maleimido-tri(ethylene glycol)-propionic acid

[Synonym ]:
Maleimido-Tri(EthyleneGlycol)-PropionicAcid
1H-Pyrrole-1-propanoic acid, 2,5-dihydro-α,α,β-tris(2-hydroxyethyl)-2,5-dioxo-
3-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)-5-hydroxy-2,2-bis(2-hydroxyethyl)pentanoic acid
3-(2-(2-(2-(2,5-dioxo-2H-pyrrol-1(5H)-yl)ethoxy)ethoxy)ethoxy)propanoic acid
MAL-PEG3-COOH

Biological Activity

[Description]:

Maleimido-tri(ethylene glycol)-propionic acid is a cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). Maleimido-tri(ethylene glycol)-propionic acid is used for the preparation of neolymphostin-based ADC precursors for site-specific cysteine mutant trastuzumab-A114C conjugation[1].

[Related Catalog]:

Research Areas >> Cancer
Signaling Pathways >> Antibody-drug Conjugate >> ADC Linker

[Target]

Cleavable


[In Vitro]

Mal-PEG3-C2-acid can be used to synthesis linker-payload 16 (compound 15) and 20 (compound 18). linker-payload 16 amd 20 is conjugated to DAR1.9 and DAR1.7[1]. ADC 23 and 24 are Neolymphostin ADCs that composes of DAG 1.9 and DAG1.7 linked to PIKK inhibitors with linker-payload 16 and 20, respectively[1]. ADC24 demonstrates cytotoxic activity against BT474 and N87 cell lines with IC50 of 195 and 202 nM, respectively[1]. ADC23 demonstrates cytotoxic activity against BT474 and N87 cell lines with IC50 of 286 and 274 nM, respectively[1].

[References]

[1]. Zhou D,et al. Novel PIKK inhibitor antibody-drug conjugates: Synthesis and anti-tumor activity.Bioorg Med Chem Lett. 2019 Apr 1;29(7):943-947.

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
634.2±55.0 °C at 760 mmHg

[ Molecular Formula ]:
C13H19NO7

[ Molecular Weight ]:
301.293

[ Flash Point ]:
337.3±31.5 °C

[ Exact Mass ]:
301.116150

[ PSA ]:
135.37000

[ LogP ]:
-1.29

[ Vapour Pressure ]:
0.0±4.2 mmHg at 25°C

[ Index of Refraction ]:
1.597

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds