A0638
Adipic acid dihydrazide
≥98% (titration)
Sinónimos:
Hexanedihydrazide
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About This Item
Fórmula lineal:
NH2NHCO(CH2)4CONHNH2
Número de CAS:
Peso molecular:
174.20
Beilstein:
973863
Número CE:
Número MDL:
Código UNSPSC:
12352127
ID de la sustancia en PubChem:
NACRES:
NA.25
Productos recomendados
Nivel de calidad
Ensayo
≥98% (titration)
Formulario
powder
idoneidad de la reacción
reagent type: cross-linking reagent
mp
180-182 °C (lit.)
solubilidad
H2O: 100 mg/mL
temp. de almacenamiento
−20°C
cadena 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)
Clave InChI
IBVAQQYNSHJXBV-UHFFFAOYSA-N
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Descripción general
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.
Aplicación
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
Acciones bioquímicas o fisiológicas
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.
Otras notas
Note that the hydrazone bond may be stabilized by selective reduction using, for example, sodium cyanoborohydride.
Frases de peligro
Consejos de prudencia
Clasificaciones de peligro
Aquatic Chronic 2
Código de clase de almacenamiento
11 - Combustible Solids
Clase de riesgo para el agua (WGK)
WGK 3
Punto de inflamabilidad (°F)
302.0 °F - closed cup
Punto de inflamabilidad (°C)
150 °C - closed cup
Equipo de protección personal
Eyeshields, Gloves, type N95 (US)
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U Heimgartner et al.
The Biochemical journal, 267(3), 585-591 (1990-05-01)
After periodate oxidation and incubation with a dihydrazide, cross-linking of the two heavy chains of immunoglobulins G from several species proceeds specifically through their oligosaccharides. We have used malonic acid dihydrazide, adipic acid dihydrazide and dithiodipropionic acid dihydrazide. The last
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Efficient delivery of toxic compounds to bacterial competitors is essential during interspecies microbial warfare. Rhamnolipids (RLPs) are glycolipids produced by Pseudomonas and Burkholderia species involved in solubilization and uptake of environmental aliphatic hydrocarbons and perform as biosurfactants for swarming motility.
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A rapid and semi-quantitative immunochromatographic strip (ICS) test for cortisol analysis in serum was developed. The test strip was based on a competitive assay format. Colloidal gold nanoparticles were synthesized and coupled with cortisol-3-carboxymethyloxime-adipic acid dihydrazide-bovine serum albumin (F-3-CMO-ADH-BSA) antigen
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The introduction of spacers in coating steroid antigen or enzyme conjugates or immunogen is known to exert an influence on the sensitivity of steroid enzyme immunoassays. We have introduced different homobifunctional spacers having varying atomic length (3 to 10) between
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Functionalized gold nanoparticles (AuNPs) have been successfully used in many fields as a result of having low cytotoxicity, good biocompatibility, excellent optical properties, and their ability to target cancer cells. Here, we synthesized AuNP carriers that were modified by hyaluronic
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