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Merck
CN

A3407

6-(4-叠氮-2-硝基苯胺基)己酸 N-羟基琥珀酰亚胺酯

≥85%, powder

别名:

N-琥珀酰亚胺基-6-(4-叠氮-2-硝基苯胺基)己酸酯

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关于此项目

经验公式(希尔记法):
C16H18N6O6
化学文摘社编号:
分子量:
390.35
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
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assay

≥85%

form

powder

color

orange

solubility

ethyl acetate: 10 mg/mL, DMF: soluble

storage temp.

−20°C

SMILES string

[O-][N+](=O)c1cc(ccc1NCCCCCC(=O)ON2C(=O)CCC2=O)N=[N+]=[N-]

Application

具有延长间隔的光敏、双异官能化交联剂。通常情况下,初始反应通过在 6.5 至 8.5 的 pH 范围内形成酰胺键将酯连接至伯胺。紫外光 (250-350nm) 照射的过程中通过激活氮宾发生二次键合。后一次键合快速并且具有非特异性。

Other Notes

需要注意的是,相比简单的芳基叠氮化合物,硝基取代基提供的吸收谱带波长更长。

Disclaimer

还原剂(如硫醇)可将叠氮化合物还原为胺,因此应当避免还原剂出现在反应中。初始操作和偶联应当在弱光照条件下进行。


存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

法规信息

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E Prossnitz et al.
The Journal of biological chemistry, 263(34), 17917-17920 (1988-12-05)
The histidine permease of Salmonella typhimurium consists of four protein components, one located in the periplasm and three in the cytoplasmic membrane. Genetic evidence indicated that the periplasmic protein interacts with the membrane proteins during transport. We have utilized two
J B Monahan et al.
The Journal of biological chemistry, 258(8), 5056-5062 (1983-04-25)
The association of the eighth (C8) and ninth (C9) components of human complement within membrane-bound C5b-9 was investigated using the photosensitive cross-linking reagent N-succinimidyl-6-(4'-azido-2'-nitrophenylamino)hexanoate. Reaction of this reagent with either the purified alpha-gamma or beta subunit of C8 resulted in
G A Marguerie et al.
European journal of biochemistry, 139(1), 5-11 (1984-02-15)
Fibrinogen participates in platelet aggregation via specific inducible receptors on the cell surface. We have used a photoactivable bifunctional reagent, N-succinimidyl-6-(4'-azido-2'-nitrophenylamino)hexanoate, SANAH, to derivatize 125I-labeled-fibrinogen (125I-Fg) and crosslink it to ADP-stimulated platelets. Binding experiments established that 125I-Fg and 125I-Fg-SANAH interacted