Synthesis of boron dipyrromethene fluorescent probes for bioorthogonal labeling

Synthesis of boron dipyrromethene fluorescent probes for bioorthogonal labeling
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DOI:
10.1016/j.tetlet.2007.12.052
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发表时间:
2008-02-18
影响因子:
1.8
通讯作者:
Bane, Susan L.
Bane, Susan L.
中科院分区:
化学4区
文献类型:
--
作者:
Dilek, Oezlem;Bane, Susan L.

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合成了7个3 a,4 a二氮-4,4-二氟-8-苯基硼二吡咯亚甲基的5-取代3-肼衍生物(BODIPY),作为醛和酮的生物正交荧光标记物。通过改变5-取代基的性质,可以调节吸收能量以吸收大波长范围内的可见光。用5-氯衍生物形成的肼类化合物的光学性质受亲水性的影响,使得脂肪族和芳香族酰肼可以彼此区分,也可以与未反应的荧光团区分开来。(C)2007年由爱思唯尔有限公司出版。
Seven 5-substituted 3-hydrazinyl derivatives of 3a, 4a-diaza-4,4-difluoro-8-phenyl boron dipyrromethene (BODIPY) were prepared for use as bioorthogonal fluorescent labels of aldehydes and ketones. The absorption energies can be tuned to absorb visible light over a large span of wavelengths by changing the nature of the 5-substituent. Optical properties of hydrazones formed with the 5-chloro derivative are affected by the nature of the electrophile such that aliphatic and aromatic hydrazones can be differentiated from each other and from unreacted fluorophore. (C) 2007 Published by Elsevier Ltd.