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Merck
모든 사진(1)

문서

790451

Sigma-Aldrich

TCO-amine HCl salt

동의어(들):

trans-Cyclooctene-amine hydrochloride salt, TCO-NH2, HCl salt

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About This Item

실험식(Hill 표기법):
C12H22N2O2 · HCl
Molecular Weight:
262.78
UNSPSC 코드:
12352116
PubChem Substance ID:
NACRES:
NA.22

형태

solid

Quality Level

반응 적합성

reaction type: click chemistry
reagent type: linker

작용기

amine

저장 온도

−20°C

SMILES string

O=C(NCCCN)OC1CCC/C=C/CC1.[H]Cl

InChI

1S/C12H22N2O2.ClH/c13-9-6-10-14-12(15)16-11-7-4-2-1-3-5-8-11;/h1-2,11H,3-10,13H2,(H,14,15);1H/b2-1+;

InChI key

GIYQQURLGCGUKK-TYYBGVCCSA-N

애플리케이션

Amine functionalized trans-cyclooctene derivative for incorporation of the cyclooctene moiety into carboxyl containing compounds or biomolecules via standard coupling techniques (DCC; EDC etc...). Trans-cyclooctenes are useful in strain-promoted copper-free click chemistry cycloaddition reactions with 1; 2; 4; 5-tetrazines. This cyclooctene will react with tetrazine functionalized compounds or biomolecules without the need for a catalyst to result in a stable covalent linkage. The 4+2 inverse electron demand Diels-Alder cycloaddition between trans-cyclooctene and tetrazines is the fastest biologically compatible ligation technology reported and has had many applications in biological labeling and imaging.

관련 제품

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설명
가격

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신호어

Warning

유해 및 위험 성명서

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


시험 성적서(COA)

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문서 라이브러리 방문

이미 열람한 고객

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
Melissa L Blackman et al.
Journal of the American Chemical Society, 130(41), 13518-13519 (2008-09-19)
Described is a bioorthogonal reaction that proceeds with unusually fast reaction rates without need for catalysis: the cycloaddition of s-tetrazine and trans-cyclooctene derivatives. The reactions tolerate a broad range of functionality and proceed in high yield in organic solvents, water

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