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Merck
CN

764701

Sigma-Aldrich

2,5-5-二氧-1-吡咯烷基 5-[4-(1,2,4,5-四嗪-3-基)苄基氨基] -5-氧戊酸

≥90%

别名:

5-Oxo-5-[[[4-(1,2,4,5-tetrazin-3-yl)phenyl]methyl]amino]pentanoic acid 2,5-dioxo-1-pyrrolidinyl ester, Benzylamino tetrazine N-hydroxysuccinimidyl ester, Benzylaminotetrazine-NHS, Bz-Tz-NHS

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About This Item

经验公式(希尔记法):
C18H18N6O5
分子量:
398.37
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.22

方案

≥90%

表单

solid

反应适用性

reaction type: click chemistry
reagent type: linker

官能团

NHS ester

储存温度

−20°C

SMILES字符串

O=C(CCCC(ON1C(CCC1=O)=O)=O)NCC(C=C2)=CC=C2C3=NN=CN=N3

InChI

1S/C18H18N6O5/c25-14(2-1-3-17(28)29-24-15(26)8-9-16(24)27)19-10-12-4-6-13(7-5-12)18-22-20-11-21-23-18/h4-7,11H,1-3,8-10H2,(H,19,25)

InChI key

QDUUJWMNSUXICN-UHFFFAOYSA-N

应用

2,5-Dioxo-1-pyrrolidinyl 5-[4-(1,2,4,5-tetrazin-3-yl)benzylamino]-5-oxopentanoate may be used in the synthesis of Tz-PEG11-1,4,7-triazacyclononane-N,N,N-triacetate, a precursor for Al[18F]-NOTA-labeled tetrazine radio ligand useful in 18F-based pretargeted PET imaging system.
Succinimidyl ester functionalized tetrazine for inverse electron demand Diels-Alder cycloaddition reactions. Succinimidyl ester will react with amines for small molecule, biomolecule or surface modification. Tetrazine will react with strained alkenes such as transcyclooctene, norbornene and cyclopropene to yield a stable covalent linkage. Tetrazines have proven useful in bioorthogonal reactions for many biological imaging and bioconjugation applications.

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警示用语:

Warning

危险声明

危险分类

Acute Tox. 4 Oral

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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访问文档库

18F-Based Pretargeted PET Imaging Based on Bioorthogonal Diels?Alder Click Chemistry
Meyer JP, et al.
Bioconjugate Chemistry, 27(2), 298-301 (2015)
Rosemery Membreno et al.
Journal of visualized experiments : JoVE, (143) (2019-02-19)
While radioimmunotherapy (RIT) is a promising approach for the treatment of cancer, the long pharmacokinetic half-life of radiolabeled antibodies can result in high radiation doses to healthy tissues. Perhaps not surprisingly, several different strategies have been developed to circumvent this
Specific Binding of Liposomal Nanoparticles through Inverse Electron?Demand Diels?Alder Click Chemistry.
Brand C, et al.
ChemistryOpen null
18F-Labeling of Mannan for Inflammation Research with Positron Emission Tomography.
Li XG, et al.
ACS Medicinal Chemistry Letters, 7(9), 826-830 (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

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