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Merck
모든 사진(1)

주요 문서

761591

Sigma-Aldrich

(4-(1,2,4,5-Tetrazin-3-yl)phenyl)methanamine hydrochloride

95%

동의어(들):

Benzylamino tetrazine hydrochloride, H-Tz-Bz-NH3Cl hydrochloride

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About This Item

실험식(Hill 표기법):
C9H9N5 · xHCl
CAS Number:
Molecular Weight:
187.20 (free base basis)
MDL number:
UNSPSC 코드:
12352116
PubChem Substance ID:
NACRES:
NA.22

분석

95%

형태

solid

반응 적합성

reaction type: click chemistry
reagent type: linker

mp

206-225 °C (decomposition)

작용기

amine

저장 온도

−20°C

SMILES string

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

일반 설명

4-(1,2,4,5-Tetrazin-3-yl)phenyl)methanamine is a 1,2,4,5-tetrazine derivative capable of undergoing [4+2] Diels-Alder cycloaddition reactions with strained alkenes, which makes it highly useful in bioorthogonal labeling and cell detection applications.

애플리케이션

Amine functionalized tetrazine for inverse electron demand Diels-Alder cycloaddition reactions. The 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.

관련 제품

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설명
가격

픽토그램

Skull and crossbones

신호어

Danger

유해 및 위험 성명서

Hazard Classifications

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

표적 기관

Respiratory system

Storage Class Code

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

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


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이미 열람한 고객

Slide 1 of 1

1 of 1

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)
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)
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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