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Merck
모든 사진(1)

문서

764396

Sigma-Aldrich

(E)-Cyclooct-4-enol

동의어(들):

(4E)-4-Cycloocten-1-ol, trans-Cyclooctenol, TCO-OH, rel-(1R,4E,pR)-Cyclooct-4-enol

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About This Item

실험식(Hill 표기법):
C8H14O
CAS Number:
Molecular Weight:
126.20
UNSPSC 코드:
12352200
PubChem Substance ID:
NACRES:
NA.22

형태

liquid

반응 적합성

reaction type: click chemistry
reagent type: linker

작용기

hydroxyl

저장 온도

−20°C

SMILES string

O[C@H]1CC/C=C/CCC1

InChI

1S/C8H14O/c9-8-6-4-2-1-3-5-7-8/h1-2,8-9H,3-7H2/b2-1+/t8-/m0/s1

InChI key

UCPDHOTYYDHPEN-CMLYIYFCSA-N

애플리케이션

(E)-Cyclooct-4-enol may be used in the multi-step synthesis of trans-cyclooctene geranyl diphosphate, a novel strained-ring containing protein farnesyltransferase (PFTase) substrate that can be used in site-specific modification technologies.
Hydroxyl modified cyclooctene derivative. 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

제품 번호
설명
가격

픽토그램

Corrosion

신호어

Danger

유해 및 위험 성명서

예방조치 성명서

Hazard Classifications

Eye Dam. 1

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


시험 성적서(COA)

제품의 로트/배치 번호를 입력하여 시험 성적서(COA)을 검색하십시오. 로트 및 배치 번호는 제품 라벨에 있는 ‘로트’ 또는 ‘배치’라는 용어 뒤에서 찾을 수 있습니다.

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문서 라이브러리 방문

Site?Specific Labeling of Proteins and Peptides with Trans?cyclooctene Containing Handles Capable of Tetrazine Ligation
Wollack JW, et al.
Chemical Biology & Drug Design, 84(2), 140-147 (2014)
Click to release: instantaneous doxorubicin elimination upon tetrazine ligation.
Versteegen RM, et al.
Angewandte Chemie (International Edition in English), 52(52), 14112-14116 (2013)
Synthesis, characterization and radiolabeling of carborane-functionalized tetrazines for use in inverse electron demand Diels?Alder ligation reactions.
Genady AR, et al.
Journal of Organometallic Chemistry, 791, 204-213 (2015)
Development of a novel antibody?tetrazine conjugate for bioorthogonal pretargeting.
Maggi A, et al.
Organic & Biomolecular Chemistry, 14(31), 7544-7551 (2016)
Reprint of: Synthesis, characterization and radiolabeling of carborane-functionalized tetrazines for use in inverse electron demand Diels?Alder ligation reactions.
Genady AR, et al.
Journal of Organometallic Chemistry, 798, 278-288 (2015)

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