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103750-03-4

103750-03-4 Structure

103750-03-4 Structure
IdentificationBack Directory
[Name]

5-Maleimidovalericacid-NHS
[CAS]

103750-03-4
[Synonyms]

Mal-C2-NHS ester
5-Maleimidovalericacid-NHS
5-Maleimido-pentanoic NHS ester
5-Maleimidopentanoic acid-NHS ester
2,5-dioxopyrrolidin-1-yl 5-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)
2,5-dioxopyrrolidin-1-yl 5-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)pentanoate
1H-Pyrrole-1-pentanoicacid, 2,5-dihydro-2,5-dioxo-, 2,5-dioxo-1-pyrrolidinyl ester
[Molecular Formula]

C13H14N2O6
[MDL Number]

MFCD01318603
[MOL File]

103750-03-4.mol
[Molecular Weight]

294.26
Chemical PropertiesBack Directory
[Boiling point ]

472.3±47.0 °C(Predicted)
[density ]

1.44±0.1 g/cm3(Predicted)
[solubility ]

Soluble in DMSO, DCM, DMF
[form ]

Solid
[pka]

-2.23±0.20(Predicted)
[color ]

White to light yellow
[InChI]

InChI=1S/C13H14N2O6/c16-9-4-5-10(17)14(9)8-2-1-3-13(20)21-15-11(18)6-7-12(15)19/h4-5H,1-3,6-8H2
[InChIKey]

ULZJAHZPCLFGHQ-UHFFFAOYSA-N
[SMILES]

N1(CCCCC(ON2C(=O)CCC2=O)=O)C(=O)C=CC1=O
Safety DataBack Directory
[Symbol(GHS) ]

GHS hazard pictograms
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501
[Safety Statements ]

24/25
[HS Code ]

29212900
Hazard InformationBack Directory
[Description]

5-Maleimido-pentanoic NHS ester contains a maleimide group and an NHS ester. The NHS ester can be used to label the primary amines (-NH2) of proteins, amine-modified oligonucleotides, and other amine-containing molecules. The maleimide group will react with a thiol group to form a covalent bond, enabling the connection of biomolecule with a thiol.
[Chemical Properties]

White powder
[Uses]

Mal-C2-NHS ester is a noncleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs)[1].
[IC 50]

Non-cleavable Linker
[References]

[1] Andrew Wood, et al. Processes for the synthesis and purification of heterobifunctional cross-linkers. WO2011023680A2.
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