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Merck
CN

761591

Sigma-Aldrich

(4-(1,2,4,5-四嗪-3-基)苯基)甲胺 盐酸盐

95%

别名:

H-Tz-Bz-NH3Cl 盐酸盐, 苄氨基四嗪 盐酸盐

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About This Item

经验公式(希尔记法):
C9H9N5 · xHCl
分子量:
187.20 (free base basis)
MDL编号:
UNSPSC代码:
12352116
PubChem化学物质编号:
NACRES:
NA.22

检测方案

95%

形式

solid

反应适用性

reaction type: click chemistry
reagent type: linker

mp

206-225 °C (decomposition)

官能团

amine

储存温度

−20°C

SMILES字符串

NCC1=CC=C(C2=NN=CN=N2)C=C1.[H]Cl

InChI

1S/C9H9N5.ClH/c10-5-7-1-3-8(4-2-7)9-13-11-6-12-14-9;/h1-4,6H,5,10H2;1H

InChI key

FAAUXGMWUKVOPI-UHFFFAOYSA-N

一般描述

4-(1,2,4,5-四嗪-3-基)苯基)甲胺是一种1,2,4,5-四嗪衍生物,能够与张力较大的烯烃发生[4+2] Diels-Alder环加成反应,这使其在生物正交标记和细胞检测应用中非常实用。

应用

胺官能化四嗪可用于反电子需求Diels-Alder环加成反应。四嗪将与张力较大的烯烃反应,如反式环辛烯、降冰片烯和环丙烯,产生稳定的共价键。已证明四嗪可用于许多生物成像和生物共轭应用的生物正交反应。

相关产品

象形图

Skull and crossbones

警示用语:

Danger

危险分类

Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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A Bone-Seeking trans-Cyclooctene for Pretargeting and Bioorthogonal Chemistry: A Proof of Concept Study Using 99mTc-and 177Lu-Labeled Tetrazines.
Yazdani A, et al.
Journal of Medicinal Chemistry, 59(20), 9381-9389 (2016)
Synthesis and evaluation of a series of 1, 2, 4, 5-tetrazines for bioorthogonal conjugation
Karver MR, et al.
Bioconjugate Chemistry, 22(11), 2263-2270 (2011)
Thermally Induced Silane Dehydrocoupling on Silicon Nanostructures.
Kim D, et al.
Angewandte Chemie (International Edition in English), 55(22), 6423-6427 (2016)
Mark R Karver et al.
Bioconjugate chemistry, 22(11), 2263-2270 (2011-09-29)
1,2,4,5-Tetrazines have been established as effective dienes for inverse electron demand [4 + 2] Diels-Alder cycloaddition reactions with strained alkenes for over 50 years. Recently, this reaction pair combination has been applied to bioorthogonal labeling and cell detection applications; however
Neal K Devaraj et al.
Bioconjugate chemistry, 19(12), 2297-2299 (2008-12-05)
Bioorthogonal tetrazine cycloadditions have been applied to live cell labeling. Tetrazines react irreversibly with the strained dienophile norbornene forming dihydropyrazine products and dinitrogen. The reaction is high yielding, selective, and fast in aqueous media. Her2/neu receptors on live human breast

实验方案

Protocol for GC Analysis of Bacterial Acid Methyl Esters (BAMEs) on Equity®-1

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