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02191

Sigma-Aldrich

Adipic acid dihydrazide

purum, ≥97.0% (NT)

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About This Item

Linear Formula:
NH2NHCO(CH2)4CONHNH2
CAS Number:
Molecular Weight:
174.20
Beilstein:
973863
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

grade

purum

Assay

≥97.0% (NT)

mp

180-182 °C (lit.)
180-182 °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)

InChI key

IBVAQQYNSHJXBV-UHFFFAOYSA-N

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Application

Adipic acid dihydrazide can be used to study chemical synthesis, organic building blocks, carbonyl compounds and hydrazides. Adipic acid dihydrazide has been used in a study to show that diphtheria toxoid can be successfully employed as a carrier protein for conjugation with Salmonella O-specific polysaccharides and play an important role in facilitating adequate immune response in typhoid fever vaccines. Adipic acid dihydrazide has also been used in a study to assess the activity of the derivatives of glycoside steviolbioside from the plant Stevia rebaudiana.

Other Notes

Bifunctional linker employed for the immobilization of carbohydrates, e.g. to MMAC resins (methyl vinyl ether, maleic anhydride co-polymer)

replaced by

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Pictograms

Environment

Hazard Statements

Precautionary Statements

Hazard Classifications

Aquatic Chronic 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

302.0 °F - closed cup

Flash Point(C)

150 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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A Satoh et al.
Analytical biochemistry, 275(2), 231-235 (1999-12-20)
The immobilization of carbohydrates for solid-phase assays, including enzyme-linked immunosorbent assay (ELISA), is difficult because they are hydrophilic. We developed four new methods for the immobilization of oligosaccharides. ELISA plates were first coated with methyl vinyl ether-maleic anhydride copolymer (MMAC)
A Satoh et al.
Analytical biochemistry, 260(1), 96-102 (1998-07-02)
We have previously reported a method to immobilize protein ligands on microtiter plates coated with methyl vinyl ether-maleic anhydride copolymer (MMAC) [Isosaki, K., et al. (1992) J. Chromatogr. 597, 123-128]. In this study, we improved the MMAC method to efficiently
Yu-Chun Chen et al.
Acta biomaterialia, 9(2), 5181-5193 (2012-10-09)
Encapsulation of nucleus pulposus (NP) cells within in situ forming hydrogels is a novel biological treatment for early stage intervertebral disc degeneration. The procedure aims to prolong the life of the degenerating discs and to regenerate damaged tissue. In this
Tulsidas G Shrivastav
Journal of immunoassay & immunochemistry, 25(3), 295-304 (2004-10-06)
Peroxidase hydrazides were prepared by conjugating horseradish peroxidase (HRP) to adipic acid dihydrazide (ADH) by carbodiimide or periodate oxidation method. The resulting HRP hydrazides (ADH-HRP) were conjugated to cortisol-21-hemisuccinate (cortisol-21-HS) by forming diimide bonds using the N-hydroxysuccinimide (NHS) carbodiimide mediated
So Jung An et al.
Vaccine, 29(44), 7618-7623 (2011-08-17)
In this study it was demonstrated that the immunogenicity of Vi polysaccharide-diphtheria toxoid conjugates was related to the physical and chemical structure of the conjugate. Conjugates were prepared in two steps, firstly binding adipic acid dihydrazide (ADH) spacer molecules to

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