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胆红素和胆绿素结构的振动和电子圆二色性见解:历史与展望。

Insights into the Structures of Bilirubin and Biliverdin from Vibrational and Electronic Circular Dichroism: History and Perspectives.

机构信息

Dipartimento di Medicina Molecolare e Traslazionale, Università di Brescia, Viale Europa 11, 25123 Brescia, Italy.

Istituto Nazionale di Ottica (INO) CNR, Research Unit of Brescia, c/o CSMT via Branze 45, 25123 Brescia, Italy.

出版信息

Molecules. 2023 Mar 11;28(6):2564. doi: 10.3390/molecules28062564.

DOI:10.3390/molecules28062564
PMID:36985535
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10054127/
Abstract

In this work we review research activities on a few of the most relevant structural aspects of bilirubin (BR) and biliverdin (BV). Special attention is paid to the exocyclic C=C bonds being in mostly rather than configurations, and to the overall conformation being essentially different for BR and BV due to the presence or absence of the double C=C bond at C-10. In both cases, racemic mixtures of each compound of either or configuration are present in achiral solutions; however, imbalance between the two configurations may be easily achieved. In particular, results based on chiroptical spectroscopies, both electronic and vibrational circular dichroism (ECD and VCD) methods, are presented for chirally derivatized BR and BV molecules. Finally, we review deracemization experiments monitored with ECD data from our lab for BR in the presence of serum albumin and anesthetic compounds.

摘要

在这项工作中,我们回顾了胆红素 (BR) 和胆绿素 (BV) 的一些最相关结构方面的研究活动。特别关注的是处于 而不是 构型的外环 C=C 键,以及由于 C-10 处是否存在双键,BR 和 BV 的整体构象基本不同。在这两种情况下,每种化合物的外消旋混合物都以非手性溶液存在;然而,两种构型之间的不平衡很容易实现。特别是,基于手性光谱学的结果,包括电子和振动圆二色性 (ECD 和 VCD) 方法,都为手性衍生的 BR 和 BV 分子呈现。最后,我们回顾了在血清白蛋白和麻醉化合物存在下用 ECD 数据监测到的 BR 去消旋实验。

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J Phys Chem Lett. 2023 Jan 26;14(3):809-816. doi: 10.1021/acs.jpclett.2c03535. Epub 2023 Jan 19.
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Effects of Heme Site (FA1) Ligands Bilirubin, Biliverdin, Hemin, and Methyl Orange on the Albumin Binding of Site I Marker Warfarin: Complex Allosteric Interactions.血红素部位(FA1)配体胆红素、胆绿素、血红素和甲基橙对位点 I 标记物华法林与白蛋白结合的影响:复杂的变构相互作用。
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Improved fluorescent phytochromes for in situ imaging.
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