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Wichtige Dokumente
A0638
Adipinsäuredihydrazid
≥98% (titration)
Synonym(e):
Hexanedihydrazide
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About This Item
Lineare Formel:
NH2NHCO(CH2)4CONHNH2
CAS-Nummer:
Molekulargewicht:
174.20
Beilstein:
973863
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352127
PubChem Substanz-ID:
NACRES:
NA.25
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Qualitätsniveau
Assay
≥98% (titration)
Form
powder
Eignung der Reaktion
reagent type: cross-linking reagent
mp (Schmelzpunkt)
180-182 °C (lit.)
Löslichkeit
H2O: 100 mg/mL
Lagertemp.
−20°C
SMILES String
NNC(=O)CCCCC(=O)NN
InChI
1S/C6H14N4O2/c7-9-5(11)3-1-2-4-6(12)10-8/h1-4,7-8H2,(H,9,11)(H,10,12)
InChIKey
IBVAQQYNSHJXBV-UHFFFAOYSA-N
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Allgemeine Beschreibung
Adipic acid dihydrazide is a homobifunctional cross-linking reagent that is specific for aldehydes. This results in relatively stable hydrazone linkages. Adipic acid dihydrazide is generally used in the linking of glycoproteins, like antibodies, in a site-specific fashion following periodate oxidation. Oxidation and coupling may be performed at pH 5.0 due to the low pKa of the hydrazide which avoids competition by primary amines.
Anwendung
Adipic acid dihydrazide has been used:
- in the preparation of reactive premix to synthesize the porous biomaterial
- for the crosslinking of methacrylated chondroitin sulfate (MA-CS) coating using carbodiimide-based chemistry for the production and characterization of methacrylated chondroitin sulfate magnetic nanoparticles (MA-CS MNPs)
- for the covalent labeling of rhamnolipids, pyochelin, and vancomycin with Abberior STARNHS ester dye
Biochem./physiol. Wirkung
Adipic acid dihydrazide (ADH) is a low molecular weight compound that comprises a hydrazide group at each end. This leads to the supply of extra adsorption sites for heavy metals that maintain or elevate the adsorption capacities of the cross-linked adsorbents. ADH is used as a crosslinker in various fields, like making mechanical latexes films and injectable oxidized hyaluronic acid hydrogel.
Sonstige Hinweise
Note that the hydrazone bond may be stabilized by selective reduction using, for example, sodium cyanoborohydride.
H-Sätze
P-Sätze
Gefahreneinstufungen
Aquatic Chronic 2
Lagerklassenschlüssel
11 - Combustible Solids
WGK
WGK 3
Flammpunkt (°F)
302.0 °F - closed cup
Flammpunkt (°C)
150 °C - closed cup
Persönliche Schutzausrüstung
Eyeshields, Gloves, type N95 (US)
Analysenzertifikate (COA)
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