TCO-NHS Ester (axial)

货号
规格
价格
品牌
货期
1509-25
25 mg
3900.0
ClickChemistryTools
现询
1509-100
100 mg
10700.0
ClickChemistryTools
现询
1509-1000
1000 mg
39000.0
ClickChemistryTools
现询

TCO-NHS Ester is an amine-reactive building block used for modification of amine-containing molecule in organic media. TCO-NHS ester is supplied as a single axial (minor, rel-(1S-2S-5E-pS), ref 1 and 4) diastereomer. Specially formulated crystalline provides easy handling and extended shelf life.

Axial TCO derivatives demonstrate much higher reactivity in the inverse electron demand cycloaddition reaction compared to equatorial TCO derivatives. Up to 10-fold increase in reactivity was reported (ref 4) compared to equatorial TCO derivatives. At the same time, the axial TCO derivatives undergo cis-trans deactivation at faster rate compared to equatorial TCO derivatives (ref 4).


分子量
267.28
分子式
C13H17NO5
CAS
1610931-22-0
溶(解)度
DMSO, DMF, DCM, THF, Chloroform
纯度
>95% (HPLC)
外观
White to slightly grey crystalline
储存环境
-20°C. Desiccate
运输条件
Ambient temperature

1. Royzen, M., et al. (2008). A Photochemical Synthesis of Functionalized trans-Cyclooctenes Driven by Metal Complexation. J. AM. CHEM. SOC., 130: 3760-1. [PubMed]

2. Blackman, M.L., et al. (2008). Tetrazine ligation: fast bioconjugation based on inverse-electron-demand Diels-Alder reactivity. J. AM. CHEM. SOC., 130: 13518-9. [PubMed]

3. Rahim, M.K., et al. (2015). Enhancing Reactivity for Bioorthogonal Pretargeting by Unmasking Antibody-Conjugated trans-Cyclooctenes. Bioconjugate Chem., 26: 352-60. [PubMed]

4. Rossin, R., et al. (2013). Highly Reactive trans-Cyclooctene Tags with Improved Stability for Diels−Alder Chemistry in Living Systems. Bioconjugate Chem., 24: 1210-7. [PubMed]


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