55750-53-3

Basic information

• Product Name: 6-Maleimidocaproic acid
• Synonyms: N-MALEOYL-6-AMINO-CAPROIC ACID;N-EPSILON-MALEIMIDOCAPROIC ACID;N-(5-CARBOXYPENTYL)MALEIMIDE;EMCA;EPSILON-MALEIMIDOCAPROIC ACID;6-MALEIMIDOCAPROIC ACID;6-MALEIMIDOHEXANOIC ACID;6-MALEIMIDOCAPROIC ACID, 98+%
• CAS NO: 55750-53-3
• Molecular Formula: C₁₀H₁₃NO₄
• Molecular Weight: 211.21
• EINECS: 1533716-785-6
• Product Categories: Maleimide Derivatives;Cross Linking Reagents;MTS & Sulfhydryl Active Reagents
• Mol File: 55750-53-3.mol
• Article Data: 53

Chemical Properties

• Melting Point: 86-91 °C
• Boiling Point: 407.3°C at 760 mmHg
• Flash Point: 200.1°C
• Appearance: White to pale yellow/Powder
• Density: 1.285g/cm³
• Vapor Pressure: 8.97E-08mmHg at 25°C
• Refractive Index: 1.536
• Storage Temp.: 2-8°C
• Solubility: DMSO (Slightly), Ethyl Acetate (Slightly)
• PKA: 4.74±0.10(Predicted)
• Water Solubility: Soluble in water, methanol, ethanol, dimethyl sulfoxide. Insoluble in ether.
• Sensitive: Moisture Sensitive
• BRN: 1532405
• CAS DataBase Reference: 6-Maleimidocaproic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Maleimidocaproic acid(55750-53-3)
• EPA Substance Registry System: 6-Maleimidocaproic acid(55750-53-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-41-37/38
• Safety Statements: 26-36-39
• WGK Germany: 3
• F: 10-21
• Hazardous Substances Data: 55750-53-3(Hazardous Substances Data)

Usage

Description

6-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 Properties

White to yellow solid, powder, crystals or crystaline powder.

Uses

6-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.

Definition

ChEBI: 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.

Application

6-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.

InChI:InChI=1/C10H13NO4/c12-8-5-6-9(13)11(8)7-3-1-2-4-10(14)15/h5-6H,1-4,7H2,(H,14,15)

Upstream product

• 55750-51-1 benzyl 2,5-dihydro-2,5-dioxo-1H-pyrrole-1-carboxylate 
• 55750-49-7 Ethyl 2,5-Dioxopyrrole-1-carboxylate 
• 55750-48-6 N-METHOXYCARBONYLMALEIMIDE 
• 5575-04-2 2-(4-chlorophenyl)-1,3-dioxo-N-1,3-thiazol-2-yl-2,3-dihydro-1H-isoindole-5-carboxamide 
• 55750-39-5 [(25S)-5β-Spirostan-3β-yl]4-O-(2-O-α-D-galactopyranosyl-6-O-β-D-galactopyranosyl-β-D-glucopyranosyl)-β-D-glucopyranoside 
• 55750-37-3 3-(4-ETHYL-PHENYLCARBAMOYL)-ACRYLIC ACID 
• 5575-03-1 BOC-3-NITRO-L-TYROSINE 
• 55750-06-6 Imidocarb dipropionate 
• 55750-05-5 CAROVERINEHYDROCHLORIDE 
• 55750-00-0 bombesin nonapeptide 
• 55749-98-9 BOMBESIN (8-14) 
• 55749-97-8 LITORIN 
• 55749-90-1 4-[(4,6-DIMETHYLPYRIMIDIN-2-YL)OXY]ANILINE 
• 55749-85-4 2-(2,4-DINITRO-PHENYLSULFANYL)-4,6-DIMETHYL-PYRIMIDINE 

Downstream Products

• 55750-54-4 2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-3-phenylpropanoic acid 
• 55750-61-3 N-Succinimidyl maleimidoacetate 
• 55750-62-4 N-Succinimidyl 3-maleimidopropionate 
• 55750-63-5 N-Succinimidyl 6-maleimidohexanoate 
• 5575-06-4 4-methyl-N-(2,4,6-trimethylphenyl)benzamide 
• 55750-84-0 1-[(2E,4E,6E,8E,10E,12E,14E)-b-D-glucopyranosyl 2,6,11,15-tetramethyl-2,4,6,8,10,12,14-hexadecaheptaenedioate] 6-O-b-D-glucopyranosyl-b-D-Glucopyranose 
• 55750-85-1 trans-Crocetin (β-D-gentiobiosyl) ester 
• 55750-86-2 8,8'-Diapo-ψ,ψ-carotene-8,8'-dioic acid 8-methyl 8'-β-D-glucopyranosyl ester 
• 5575-10-0 4,8-dibromo-2,6-bis(2-hydroxyethyl)pyrrolo[3,4-f]isoindole-1,3,5,7(2H,6H)-tetrone 
• 55751-54-7 2-SEC-BUTYLANILINE 
• 55751-56-9 2-(2-ISOPROPYL-PHENYLAMINO)-BENZOIC ACID 
• 55751-60-5 2-(Cyclohexyloxy)-benzoic acid 
• 5575-19-9 1-(5-methyl-2,3-diphenyl-1H-indol-1-yl)-3-piperidin-1-ylpropan-2-ol 
• 5575-20-2 4-methoxy-N-(4H-1,2,4-triazol-4-yl)benzenesulfonamide 

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