A0638
Adipic acid dihydrazide
≥98% (titration)
Synonyme(s) :
Hexanedihydrazide
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About This Item
Formule linéaire :
NH2NHCO(CH2)4CONHNH2
Numéro CAS:
Poids moléculaire :
174.20
Numéro Beilstein :
973863
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352127
ID de substance PubChem :
Nomenclature NACRES :
NA.25
Produits recommandés
Niveau de qualité
Pureté
≥98% (titration)
Forme
powder
Pertinence de la réaction
reagent type: cross-linking reagent
Pf
180-182 °C (lit.)
Solubilité
H2O: 100 mg/mL
Température de stockage
−20°C
Chaîne SMILES
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)
Clé InChI
IBVAQQYNSHJXBV-UHFFFAOYSA-N
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Description générale
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.
Application
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
Actions biochimiques/physiologiques
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.
Autres remarques
Note that the hydrazone bond may be stabilized by selective reduction using, for example, sodium cyanoborohydride.
Mentions de danger
Conseils de prudence
Classification des risques
Aquatic Chronic 2
Code de la classe de stockage
11 - Combustible Solids
Classe de danger pour l'eau (WGK)
WGK 3
Point d'éclair (°F)
302.0 °F - closed cup
Point d'éclair (°C)
150 °C - closed cup
Équipement de protection individuelle
Eyeshields, Gloves, type N95 (US)
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