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Merck

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號碼:
分類程式碼代碼:
12352116
PubChem物質ID:
NACRES:
NA.22

化驗

95%

形狀

solid

反應適用性

reaction type: click chemistry
reagent type: linker

mp

206-225 °C (decomposition)

官能基

amine

儲存溫度

−20°C

SMILES 字串

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 密鑰

FAAUXGMWUKVOPI-UHFFFAOYSA-N

一般說明

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。

應用

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。

相關產品

象形圖

Skull and crossbones

訊號詞

Danger

危險分類

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

標靶器官

Respiratory system

儲存類別代碼

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°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

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