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Merck
CN

A0638

Sigma-Aldrich

己二酸二酰肼

≥98% (titration)

别名:

Hexanedihydrazide

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About This Item

线性分子式:
NH2NHCO(CH2)4CONHNH2
CAS号:
分子量:
174.20
Beilstein:
973863
EC 号:
MDL编号:
UNSPSC代码:
12352127
PubChem化学物质编号:
NACRES:
NA.25

质量水平

方案

≥98% (titration)

表单

powder

反应适用性

reagent type: cross-linking reagent

mp

180-182 °C (lit.)

溶解性

H2O: 100 mg/mL

储存温度

−20°C

SMILES字符串

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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一般描述

己二酸二酰肼是一种同型双功能交联剂,对醛具有特异性。因而腙键相对稳定。在高碘酸盐氧化后,己二酸二酰肼常用于位点特异性连接各类糖蛋白,如抗体。低pKa的酰肼可避免与伯胺竞争,因此可在pH 5.0条件下进行氧化和偶联。

应用

己二酸二酰肼已用于:
  • 制备反应性预混物,合成多孔生物材料
  • 交联甲基丙烯酸化硫酸软骨素 (MA-CS) 涂层,利用基于碳二亚胺的化学方法生产和表征甲基丙烯酸化硫酸软骨素磁性纳米粒子(MA-CS MNPs)
  • 使用Abberior STARNHS酯染料共价标记鼠李糖脂、绿脓杆菌素和万古霉素

生化/生理作用

己二酸二酰肼(ADH)是一种低分子量化合物,每个末端都包含一个酰肼基团。这可为重金属提供额外的吸附位点,从而维持或提高交联吸附剂的吸附能力。ADH可用作多个领域的交联剂,如制造机械乳胶膜和可注射氧化透明质酸水凝胶。

其他说明

请注意联氨键可以通过选择性还原来稳定,例如使用氰化钠。

象形图

Environment

危险声明

预防措施声明

危险分类

Aquatic Chronic 2

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

302.0 °F - closed cup

闪点(°C)

150 °C - closed cup

个人防护装备

Eyeshields, Gloves, type N95 (US)


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Bartosz Gerard Gdaniec et al.
iScience, 25(1), 103669-103669 (2022-01-15)
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.
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
Seema Nara et al.
Analytica chimica acta, 682(1-2), 66-71 (2010-11-09)
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
Tulsidas G Shrivastav et al.
Journal of immunoassay & immunochemistry, 33(1), 1-17 (2011-12-21)
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
Xuefeng Yang et al.
Carbohydrate polymers, 256, 117574-117574 (2021-01-24)
To meet the demands of various therapeutic tasks, injectable hydrogels with tunable mechanical properties and degradability are highly desired. Herein, we developed an injectable chitin hydrogel system with well-manipulated mechanical properties and degradability through dynamic acylhydrazone crosslinking catalyzed by 4-amino-DL-phenylalanine

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