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
- Molecular Weight:
- 211.21
- MDL Number:
- MFCD00043140
- MOL File:
- 55750-53-3.mol
- MSDS File:
- SDS
| 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) |
| form | Powder |
| pka | 4.74±0.10(Predicted) |
| color | White to pale yellow |
| Water Solubility | Soluble in water, methanol, ethanol, dimethyl sulfoxide. Insoluble in ether. |
| Sensitive | Moisture Sensitive |
| BRN | 1532405 |
| InChI | InChI=1S/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) |
| InChIKey | WOJKKJKETHYEAC-UHFFFAOYSA-N |
| SMILES | N1(CCCCCC(O)=O)C(=O)C=CC1=O |
| 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) |
| UNSPSC Code | 12352005 |
| NACRES | NA.25 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS05,GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H315-H318-H335 | |||||||||
| Precautionary statements | P280-P302+P352-P305+P351+P338+P310 | |||||||||
| 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 | |||||||||
| NFPA 704 |
|
6-Maleimidocaproic acid price More Price(44)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 755842 | 6-Maleimidohexanoic acid 90% (GC) | 55750-53-3 | 25g | $224 | 2024-03-01 | Buy |
| Sigma-Aldrich | 63176 | 6-Maleimidohexanoic acid ≥98.0% (HPLC) | 55750-53-3 | 1g | $585 | 2024-03-01 | Buy |
| TCI Chemical | M2338 | 6-Maleimidohexanoic Acid >98.0%(GC)(T) | 55750-53-3 | 1g | $84 | 2024-03-01 | Buy |
| TCI Chemical | M2338 | 6-Maleimidohexanoic Acid >98.0%(GC)(T) | 55750-53-3 | 5g | $336 | 2024-03-01 | Buy |
| Alfa Aesar | 046384 | 6-Maleimidohexanoic acid | 55750-53-3 | 5g | $50 | 2024-03-01 | Buy |
6-Maleimidocaproic acid Chemical Properties,Uses,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
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Zhengzhou Alfa Chemical Co.,Ltd | +8618530059196 | sale04@alfachem.cn | China | 11915 | 58 |
| Shanghai Gubang New Materail Technology Co. LTD | 21-51317962 +8618721305404 | 16728589@qq.com | CHINA | 272 | 58 |
| Hebei Weibang Biotechnology Co., Ltd | +8615531157085 | abby@weibangbio.com | China | 8804 | 58 |
| Hebei Mujin Biotechnology Co.,Ltd | +86 13288715578 +8613288715578 | sales@hbmojin.com | China | 12830 | 58 |
| Hebei Weibang Biotechnology Co., Ltd | +8617732866630 | bess@weibangbio.com | China | 18147 | 58 |
| Capot Chemical Co.,Ltd. | +86-（0）57185586718 +86-13336195806 | sales@capot.com | China | 29792 | 60 |
| ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 32965 | 60 |
| career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29871 | 58 |
| SHANDONG ZHI SHANG CHEMICAL CO.LTD | +86 18953170293 | sales@sdzschem.com | China | 2930 | 58 |
| Jinan Carbotang Biotech Co.,Ltd. | +8615866703830 | figo.gao@foxmail.com | China | 8497 | 58 |
View Lastest Price from 6-Maleimidocaproic acid manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2025-02-14 | 6-Maleimidocaproic acid
55750-53-3
|
US $0.00 / KG | 1KG | 99% | 50000KG/month | Hebei Mujin Biotechnology Co.,Ltd | |
 |
2025-02-14 | 6-Maleimidocaproic acid
55750-53-3
|
US $0.00 / kg | 1kg | 99% | 20mt | Jinan Finer Chemical Co., Ltd | |
 |
2025-02-12 | 6-Maleimidocaproic acid
55750-53-3
|
US $0.00 / Kg/Bag | 10g | 98%min HPLC | 100KGS | WUHAN FORTUNA CHEMICAL CO., LTD |
-
- 6-Maleimidocaproic acid
55750-53-3
- US $0.00 / KG
- 99%
- Hebei Mujin Biotechnology Co.,Ltd
-
- 6-Maleimidocaproic acid
55750-53-3
- US $0.00 / kg
- 99%
- Jinan Finer Chemical Co., Ltd
-
- 6-Maleimidocaproic acid
55750-53-3
- US $0.00 / Kg/Bag
- 98%min HPLC
- WUHAN FORTUNA CHEMICAL CO., LTD
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