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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
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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)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38-41-37/38
Safety Statements 
26-36-39
WGK Germany 
3
10-21
HS Code 
29251900
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
755842
Product name
6-Maleimidohexanoic acid
Purity
90% (GC)
Packaging
25g
Price
$224
Updated
2024/03/01
Sigma-Aldrich
Product number
63176
Product name
6-Maleimidohexanoic acid
Purity
≥98.0% (HPLC)
Packaging
1g
Price
$585
Updated
2024/03/01
TCI Chemical
Product number
M2338
Product name
6-Maleimidohexanoic Acid
Purity
>98.0%(GC)(T)
Packaging
1g
Price
$84
Updated
2024/03/01
TCI Chemical
Product number
M2338
Product name
6-Maleimidohexanoic Acid
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$336
Updated
2024/03/01
Alfa Aesar
Product number
046384
Product name
6-Maleimidohexanoic acid
Packaging
5g
Price
$50
Updated
2024/03/01
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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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6-Maleimidocaproic acid Suppliers

Suzhou Highfine Biotech Co., Ltd
Tel
0512-68311833 13962195826
Fax
0512-68417696
Email
wuhao@highfine.com
Country
China
ProdList
498
Advantage
75
Shanghai Sunway Pharmaceutical Technology Co., Ltd
Tel
+8613162137806 18575662672
Fax
021 51613951
Email
mzeng@3wpharm.com
Country
China
ProdList
9747
Advantage
57
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15848
Advantage
69
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30132
Advantage
84
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24539
Advantage
81
Ark Pharm, Inc.
Tel
847-367-3680
Fax
847-367-3681
Email
sales@arkpharminc.com
Country
United States
ProdList
1670
Advantage
56
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44751
Advantage
61
Capot Chemical Co., Ltd
Tel
+86 (0) 571 85 58 67 18
Fax
0086-571-85864795
Email
sales@capotchem.com
Country
China
ProdList
18217
Advantage
66
Beijing Ouhe Technology Co., Ltd
Tel
010-82967028 13552068683
Fax
+86-10-82967029
Email
2355560935@qq.com
Country
China
ProdList
12458
Advantage
60
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View Lastest Price from 6-Maleimidocaproic acid manufacturers

Jinan Finer Chemical Co., Ltd
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
WUHAN FORTUNA CHEMICAL CO., LTD
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
Hebei Guanlang Biotechnology Co., Ltd.
Product
6-Maleimidocaproic acid 55750-53-3
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2023-03-22

55750-53-3, 6-Maleimidocaproic acidRelated Search:


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