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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
Anupam Basu et al.
Clinica chimica acta; international journal of clinical chemistry, 366(1-2), 287-292 (2005-12-13)
In hapten enzyme immunoassays (EIA), there is an increase or decrease of labeled hapten recognition by antibody that affects sensitivity of the assay. We incorporated a spacer between a hapten derivative and enzyme to test its influence on the sensitivity
Wen-Yu Su et al.
Acta biomaterialia, 6(8), 3044-3055 (2010-03-03)
Injectable hydrogel allows irregular surgical defects to be completely filled, lessens the risk of implant migration, and minimizes surgical defects due to the solution-gel state transformation. Here, we first propose a method for preparing oxidized hyaluronic acid/adipic acid dihydrazide (oxi-HA/ADH)
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

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