6-Maleimidocaproic acid
- Product Name
- 6-Maleimidocaproic acid
- CAS No.
- 55750-53-3
- Chemical Name
- 6-Maleimidocaproic acid
- Synonyms
- 6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoic acid;EMCA;6-MALEIMIDOHEXANOIC ACID;6-(2,5-Dioxo-2H-pyrrol-1(5H)-yl)hexanoic acid;MalHex;Maleimide-(CH2)5-COOH;6-MaleimidocaproicAci;Mal-(CH2)5-COOH (EMCA);6-MALEIMIDOCAPROIC ACID;6-MaleiMidocapronic acid
- CBNumber
- CB6300928
- Molecular Formula
- C10H13NO4
- Formula Weight
- 211.21
- MOL File
- 55750-53-3.mol
6-Maleimidocaproic acid Property
- 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)
- pka
- 4.74±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
- InChIKey
- WOJKKJKETHYEAC-UHFFFAOYSA-N
- CAS DataBase Reference
- 55750-53-3(CAS DataBase Reference)
- EPA Substance Registry System
- 1H-Pyrrole-1-hexanoic acid, 2,5-dihydro-2,5-dioxo- (55750-53-3)
Safety
- 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
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H315Causes skin irritation
H318Causes serious eye damage
H335May cause respiratory irritation
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
N-Bromosuccinimide Price
- Product number
- 755842
- Product name
- 6-Maleimidohexanoic acid
- Purity
- 90% (GC)
- Packaging
- 25g
- Price
- $224
- Updated
- 2024/03/01
- Product number
- 63176
- Product name
- 6-Maleimidohexanoic acid
- Purity
- ≥98.0% (HPLC)
- Packaging
- 1g
- Price
- $585
- Updated
- 2024/03/01
- Product number
- M2338
- Product name
- 6-Maleimidohexanoic Acid
- Purity
- >98.0%(GC)(T)
- Packaging
- 1g
- Price
- $84
- Updated
- 2024/03/01
- Product number
- M2338
- Product name
- 6-Maleimidohexanoic Acid
- Purity
- >98.0%(GC)(T)
- Packaging
- 5g
- Price
- $336
- Updated
- 2024/03/01
- Product number
- 046384
- Product name
- 6-Maleimidohexanoic acid
- Packaging
- 5g
- Price
- $50
- Updated
- 2024/03/01
6-Maleimidocaproic acid Chemical Properties,Usage,Production
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.
Synthesis
Maleic anhydride (29.4 g, 0.3 mol) and 6-aminocaproic acid (39.35 g, 0.3 mol) were refluxed in
glacial acetic acid (900 mL) for 16 h. Acetic anhydride (30.6 g, 0.3 mol) was added dropwise over
a period of 2 hand reflux was continued for 1 h. The acetic acid was removed under vacuum at 70
°C to yield yellow syrup which solidified. The material was chromatographed over silica using
dichloromethane-methanol-acetic acid (100:5:1) affording a crystalline solid (6-Maleimidocaproic acid).
6-Maleimidocaproic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 6-Maleimidocaproic acid manufacturers
- Product
- 6-Maleimidocaproic acid 55750-53-3
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20mt
- Release date
- 2019-03-28
- Product
- 6-Maleimidocaproic acid 55750-53-3
- Price
- US $10.00/PCS
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 100 mt
- Release date
- 2021-04-26
- Product
- 6-Maleimidocaproic acid 55750-53-3
- Price
- US $0.00/Kg/Bag
- Min. Order
- 10g
- Purity
- 98%min HPLC
- Supply Ability
- 100KGS
- Release date
- 2021-08-06