ChemicalBook Product Catalog Organic Chemistry Carboxylic acids and derivatives Acyclic carboxylic acid 6-Maleimidocaproic acid

6-Maleimidocaproic acid

6-Maleimidocaproic acid Basic information
Product Name:6-Maleimidocaproic acid
Synonyms:N-MALEOYL-6-AMINO-CAPROIC ACID;N-EPSILON-MALEIMIDOCAPROIC ACID;N-(5-CARBOXYPENTYL)MALEIMIDE;6-Maleimidocaproic acid, N-(5-Carboxypentyl)maleimide, N-Maleoyl-6-aminocaproic acid;6-Maleimidohexanoic acid,6-Maleimidocaproic acid, N-(5-Carboxypentyl)maleimide, N-Maleoyl-6-aminocaproic acid;Mal-(CH2)5-COOH (EMCA);2,5-Dihydro-2,5-dioxo-1H-pyrrole-1-hexanoic Acid;N-(5-Carboxy-n-pentyl)MaleiMide
CAS:55750-53-3
MF:C10H13NO4
MW:211.21
EINECS:611-311-1
Product Categories:Maleimide Derivatives;Cross Linking Reagents;MTS & Sulfhydryl Active Reagents;ADCs;ADC Linker
Mol File:55750-53-3.mol
6-Maleimidocaproic acid Structure
6-Maleimidocaproic acid Chemical Properties
Melting point 86-91 °C
Boiling point 407.3±28.0 °C(Predicted)
density 1.285±0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility DMSO (Slightly), Ethyl Acetate (Slightly)
pka4.74±0.10(Predicted)
form Powder
color White to pale yellow
Water Solubility Soluble in water, methanol, ethanol, dimethyl sulfoxide. Insoluble in ether.
Sensitive Moisture Sensitive
BRN 1532405
InChIKeyWOJKKJKETHYEAC-UHFFFAOYSA-N
CAS DataBase Reference55750-53-3(CAS DataBase Reference)
EPA Substance Registry System1H-Pyrrole-1-hexanoic acid, 2,5-dihydro-2,5-dioxo- (55750-53-3)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38-41-37/38
Safety Statements 26-36-39
WGK Germany 3
F 10-21
HS Code 29251900
MSDS Information
ProviderLanguage
SigmaAldrich English
6-Maleimidocaproic acid Usage And Synthesis
Description6-Maleimidocaproic acid contains a maleimide group and a terminal carboxylic acid. The terminal carboxylic acid can react with primary amine groups in the presence of activators (e.g. EDC, or HATU) to form a stable amide bond. The maleimide group will react with a thiol group to form a covalent bond, enabling the connection of biomolecule with a thiol.
Chemical PropertiesWhite to yellow solid, powder, crystals or crystaline powder.
Uses6-Maleimidohexanoic acid is used as a probe for introducing maleimides groups into biomolecules and active pharmaceutical ingredients. Further, it is used with N-hydroxysuccinimide ester as a bifunctional cross-linking reagent. In addition to this, it acts as a probe for thiol groups in membrane proteins.
DefinitionChEBI: 6-Maleimidocaproic acid is a medium-chain fatty acid. It contains a maleimide group and a terminal carboxylic acid. The terminal carboxylic acid can react with primary amine groups in the presence of activators (e.g. EDC, or HATU) to form a stable amide bond. The maleimide group will react with a thiol group to form a covalent bond, enabling the connection of biomolecule with a thiol.
Application6-Maleimidocaproic acid is a sulfhydryl reactive heterobifunctional crosslinking reagent. It can be widely used probe for introducing maleimides groups into biomolecules. A probe for thiol groups in proteins. Spacer Arm: 9.4 Angstroms. Probe for thiol groups (SH-groups) in membrane proteins.
6-Maleimidocaproic acid Preparation Products And Raw materials
Preparation ProductsMC-Val-Cit-PAB-->L-OrnithinaMide, N-[6-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxohexyl]-L-valyl-N5-(aMinocarbonyl)-N-[4-[[[(4-nitrophenoxy)carbonyl]oxy]Methyl]phenyl]--->McMMAE-->CarbaMic acid, [5-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)pentyl]-, 1,1-diMethylethyl ester-->1H-Pyrrole-1-hexanoic acid, 2,5-dihydro-2,5-dioxo-, 2-[(1,1-diMethylethoxy)carbonyl]hydrazide
Hyaluronic acid O-Phthalimide EPSILON-N-MALEIMIDOCAPROIC ACID-(2-NITRO-4-SULFO)-PHENYL ESTER SODIUM SALT Ethyl 2-(Chlorosulfonyl)acetate Bismaleimide MAL-AMCHC-OSU SULPHO-SMCC 4-(N-MALEIMIDOMETHYL)CYCLOHEXANE-1-CARBOXYLIC ACID HYDRAZINE HYDROCHLORIDE N-[4-(-Carboxycyclohexylmethyl)]maleimide Folic acid SULFO-SMCC 6-Maleimidocaproic acid SMCC crosslinker 6-MALEIMIDOCAPROIC ACID SULFO-N-SUCCINIMIDYL ESTER,6-Maleimidocaproic acid sulfo-NHS Polyamideimide N-Succinimidyl 6-maleimidohexanoate N,N'-1,3-Phenylene bismaleimide N-Benzylmaleimide
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