6-Maleimidocaproic acid
|
|
|
- CAS-Nr.
- 55750-53-3
- Englisch Name:
- 6-Maleimidocaproic acid
- Synonyma:
- 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
- Summenformel:
- C10H13NO4
- Molgewicht:
- 211.21
- MOL-Datei:
- 55750-53-3.mol
|
6-Maleimidocaproic acid Eigenschaften
- Schmelzpunkt:
- 86-91 °C
- Siedepunkt:
- 407.3±28.0 °C(Predicted)
- Dichte
- 1.285±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- L?slichkeit
- DMSO (Slightly), Ethyl Acetate (Slightly)
- Aggregatzustand
- Powder
- pka
- 4.74±0.10(Predicted)
- Farbe
- White to pale yellow
- Wasserl?slichkeit
- 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 Datenbank
- 55750-53-3(CAS DataBase Reference)
- EPA chemische Informationen
- 1H-Pyrrole-1-hexanoic acid, 2,5-dihydro-2,5-dioxo- (55750-53-3)
Sicherheit
- Risiko- und Sicherheitserkl?rung
- Gefahreninformationscode (GHS)
| Bildanzeige (GHS) |
 
|
| Alarmwort |
Achtung |
| Gefahrenhinweise |
| Code |
Gefahrenhinweise |
Gefahrenklasse |
Abteilung |
Alarmwort |
Symbol |
P-Code |
| H315 |
Verursacht Hautreizungen. |
Hautreizung |
Kategorie 2 |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
P264, P280, P302+P352, P321,P332+P313, P362 |
| H318 |
Verursacht schwere Augensch?den. |
Schwere Augensch?digung |
Kategorie 1 |
Achtung |
![GHS hazard pictograms]() src="/GHS05.jpg" width="20" height="20" /> |
P280, P305+P351+P338, P310 |
| H335 |
Kann die Atemwege reizen. |
Spezifische Zielorgan-Toxizit?t (einmalige Exposition) |
Kategorie 3 (Atemwegsreizung) |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
|
|
| Sicherheit |
| P280 |
Schutzhandschuhe/Schutzkleidung/Augenschutz tragen. |
| P302+P352 |
BEI BERüHRUNG MIT DER HAUT: Mit viel Wasser/... (Hersteller kann, falls zweckm??ig, ein Reinigungsmittel angeben oder, wenn Wasser eindeutig ungeeignet ist, ein alternatives Mittel empfehlen) waschen. |
|
6-Maleimidocaproic acid Chemische Eigenschaften,Einsatz,Produktion Methoden
R-S?tze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-S?tze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Chemische Eigenschaften
White to yellow solid, powder, crystals or crystaline powder.
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.
Synthese
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 Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
MC-Val-Cit-PAB
Mc-Val-Cit-PABC-PNP
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
6-Maleimidocaproic acid Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.
Global( 369)Lieferanten
55750-53-3()Verwandte Suche:
- 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
- ε-MaleiMidohexanoic Acid
- 6-MaleiMidocapronic acid
- EPSILON-MALEIMIDOCAPROIC ACID
- 6-MALEIMIDOCAPROIC ACID
- 6-MALEIMIDOCAPROIC ACID, 98+%
- 6-Maleinimidocaproicacid
- 6-MALEIMIDOHEXANOIC ACID DIHYDRATE
- 6-Maleimidocaproic acid
N-(5-Carboxypentyl)maleimide
- 6-Maleimide hexanoic acid
- EMCA 6-Maleimidocaproic acid
- 6-Maleimidohexanoic acid 90% (GC)
- 1H-Pyrrole-1-hexanoicacid, 2,5-dihydro-2,5-dioxo-
- MalHex
- Maleimide-(CH2)5-COOH
- 6-MaleimidohexanoicAcid>
- 6-MaleimidocaproicAci
- 6-(2,5-dioxopyrrol-1-yl)hexanoic acid
- EMCA
- 6-MALEIMIDOHEXANOIC ACID
- 6-(2,5-Dioxo-2H-pyrrol-1(5H)-yl)hexanoic acid
- 6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoic acid
- 6-maleimidylhexanoic acid
- 6-Maleimidopropionic acid
- 6-Maleimidocapronic acid, 10 mM in DMSO
- Synonyms:6-Maleimidocaproic acid
- 55750-53-3
- Probe for thiol groups (SH-groups) in membrane proteins
- Chiral Building Blocks
- Asymmetric Synthesis
- Carboxylic Acids
- Organic Building Blocks
- Maleimide Derivatives
- Cross Linking Reagents
- MTS & Sulfhydryl Active Reagents
- ADCs
- ADC Linker
