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植物中发现动物色素胆红素。

Animal pigment bilirubin discovered in plants.

机构信息

Department of Biological Sciences, Florida International University, Miami, Florida 33199, USA.

出版信息

J Am Chem Soc. 2009 Mar 4;131(8):2830. doi: 10.1021/ja809065g.

DOI:10.1021/ja809065g
PMID:19206232
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC2880647/
Abstract

The bile pigment bilirubin-IXalpha is the degradative product of heme, distributed among mammals and some other vertebrates. It can be recognized as the pigment responsible for the yellow color of jaundice and healing bruises. In this paper we present the first example of the isolation of bilirubin in plants. The compound was isolated from the brilliant orange-colored arils of Strelitzia nicolai, the white bird of paradise tree, and characterized by HPLC-ESMS, UV-visible, (1)H NMR, and (13)C NMR spectroscopy, as well as comparison with an authentic standard. This discovery indicates that plant cyclic tetrapyrroles may undergo degradation by a previously unknown pathway. Preliminary analyses of related plants, including S. reginae, the bird of paradise, also revealed bilirubin in the arils and flowers, indicating that the occurrence of bilirubin is not limited to a single species or tissue type.

摘要

胆红素-IXalpha 是血红素的降解产物,分布于哺乳动物和一些其他脊椎动物中。它可以被认为是导致黄疸和愈合瘀伤的黄色的色素。在本文中,我们首次报道了植物中胆红素的分离。该化合物是从尼古拉鹤望兰(Strelitzia nicolai)鲜艳的橙色假种皮中分离出来的,尼古拉鹤望兰,又名天堂鸟树,其通过 HPLC-ESMS、UV-可见光谱、(1)H NMR 和(13)C NMR 光谱以及与标准品的比较进行了鉴定。这一发现表明,植物环四吡咯可能通过以前未知的途径进行降解。对包括鹤望兰在内的相关植物的初步分析也表明,胆红素存在于假种皮和花朵中,这表明胆红素的存在并不局限于单一物种或组织类型。

相似文献

1
Animal pigment bilirubin discovered in plants.植物中发现动物色素胆红素。
J Am Chem Soc. 2009 Mar 4;131(8):2830. doi: 10.1021/ja809065g.
2
Bilirubin present in diverse angiosperms.胆红素存在于多种被子植物中。
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3
NEW INSIGHTS INTO THE PRESENCE OF BILIRUBIN IN A PLANT SPECIES (STRELITZIACEAE).对一种植物物种(旅人蕉科)中胆红素存在情况的新见解。
Afr J Tradit Complement Altern Med. 2017 Jan 13;14(2):253-262. doi: 10.21010/ajtcam.v14i2.27. eCollection 2017.
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IN CHEMO-PREVENTATIVE ACTIVITY OF ARIL EXTRACT CONTAINING BILIRUBIN.含胆红素的假种皮提取物的化学预防活性
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A new class of linear tetrapyrroles: acetylenic 10,10a-didehydro-10a-homobilirubins.一类新型线性四吡咯:炔基10,10a-二脱氢-10a-高胆红素
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Reverse-phase h.p.l.c. separation, quantification and preparation of bilirubin and its conjugates from native bile. Quantitative analysis of the intact tetrapyrroles based on h.p.l.c. of their ethyl anthranilate azo derivatives.反相高效液相色谱法分离、定量及从天然胆汁中制备胆红素及其结合物。基于邻氨基苯甲酸乙酯偶氮衍生物的高效液相色谱法对完整四吡咯进行定量分析。
Biochem J. 1985 Feb 1;225(3):787-805. doi: 10.1042/bj2250787.
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First Report of Bacterial Leaf Streak of Strelitzia reginae Caused by Burkholderia cepacia.洋葱伯克霍尔德氏菌引起鹤望兰细菌性叶斑病的首次报道
Plant Dis. 2014 May;98(5):682. doi: 10.1094/PDIS-02-13-0205-PDN.
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Acid dissociation constants of bilirubin and related carboxylic acid compounds in bile salt solutions.胆红素及相关羧酸化合物在胆盐溶液中的酸解离常数。
Arch Biochem Biophys. 2000 Sep 1;381(1):83-91. doi: 10.1006/abbi.2000.1949.
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10
Strelitzia reginae leaf as a natural template for anisotropic wetting and superhydrophobicity.天堂鸟叶作为各向异性润湿和超疏水性的天然模板。
Langmuir. 2012 Mar 20;28(11):5312-7. doi: 10.1021/la300243x. Epub 2012 Mar 8.

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Molecular modeling to provide insight into the substrate binding and catalytic mechanism of human biliverdin-IXα reductase.分子建模深入了解人胆红素 IXα 还原酶的底物结合和催化机制。
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7
Bilirubin present in diverse angiosperms.胆红素存在于多种被子植物中。
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本文引用的文献

1
Tetrapyrrole biosynthesis in higher plants.高等植物中的四吡咯生物合成。
Annu Rev Plant Biol. 2007;58:321-46. doi: 10.1146/annurev.arplant.57.032905.105448.
2
Bilirubin conjugates of human bile. Nuclear-magnetic-resonance, infrared and optical spectra of model compounds.人胆汁的胆红素结合物。模型化合物的核磁共振、红外和光谱
Biochem J. 1970 Sep;119(3):395-409. doi: 10.1042/bj1190395.
3
Application of a rapid and efficient h.p.l.c. method to measure bilirubin and its conjugates from native bile and in model bile systems. Potential use as a tool for kinetic reactions and as an aid in diagnosis of hepatobiliary disease.一种快速高效的高效液相色谱法在测定天然胆汁及模拟胆汁体系中胆红素及其结合物的应用。作为动力学反应工具及辅助肝胆疾病诊断的潜在用途。
Biochem J. 1986 Feb 15;234(1):101-9. doi: 10.1042/bj2340101.
4
Synthesis and separation by thin-layer chromatography of bilirubin-IX isomers. Their identification as tetrapyrroles and dipyrrolic ethyl anthranilate azo derivatives.胆红素-IX异构体的合成及薄层色谱分离。其作为四吡咯和二吡咯基邻氨基苯甲酸乙酯偶氮衍生物的鉴定。
Biochem J. 1976 May 1;155(2):405-17. doi: 10.1042/bj1550405.
5
The structure of bilirubin.胆红素的结构。
Proc R Soc Lond B Biol Sci. 1978 Jun 23;202(1147):249-68. doi: 10.1098/rspb.1978.0066.