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Construction of Fluorescent Analogs to Follow the Uptake and Distribution of Cobalamin (Vitamin B) in Bacteria, Worms, and Plants.构建荧光类似物以追踪细菌、蠕虫和植物中钴胺素(维生素 B)的摄取和分布。
Cell Chem Biol. 2018 Aug 16;25(8):941-951.e6. doi: 10.1016/j.chembiol.2018.04.012. Epub 2018 May 17.
2
The requirement for cobalt in vitamin B: A paradigm for protein metalation.维生素 B 中钴的需求:蛋白质金属化的范例。
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Algae acquire vitamin B12 through a symbiotic relationship with bacteria.藻类通过与细菌的共生关系获取维生素B12。
Nature. 2005 Nov 3;438(7064):90-3. doi: 10.1038/nature04056.
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cobA function is required for both de novo cobalamin biosynthesis and assimilation of exogenous corrinoids in Salmonella typhimurium.在鼠伤寒沙门氏菌中,从头合成钴胺素和同化外源类咕啉都需要cobA功能。
J Bacteriol. 1990 Jan;172(1):273-80. doi: 10.1128/jb.172.1.273-280.1990.
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Metagenomic and Metatranscriptomic Analyses Reveal the Structure and Dynamics of a Dechlorinating Community Containing Dehalococcoides mccartyi and Corrinoid-Providing Microorganisms under Cobalamin-Limited Conditions.宏基因组学和宏转录组学分析揭示了在钴胺素限制条件下,包含麦氏脱卤球菌和钴胺素提供微生物的脱氯群落的结构和动态。
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Vitamin B(12) metabolism in Mycobacterium tuberculosis.结核分枝杆菌的维生素 B(12)代谢。
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Soil microbial community response to corrinoids is shaped by a natural reservoir of vitamin B12.土壤微生物群落对钴胺素的反应受维生素 B12 自然储库的影响。
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Human gut capture vitamin B via cell surface-exposed lipoproteins.人体通过细胞表面暴露的脂蛋白摄取维生素 B。
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Presence of vitamin B metabolism in the last common ancestor of land plants.在陆地植物的最后共同祖先中存在维生素 B 代谢。
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8
Microbial and Genetic Resources for Cobalamin (Vitamin B12) Biosynthesis: From Ecosystems to Industrial Biotechnology.微生物和遗传资源用于钴胺素(维生素 B12)生物合成:从生态系统到工业生物技术。
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Replacement of the Cobalt Center of Vitamin B by Nickel: Nibalamin and Nibyric Acid Prepared from Metal-Free B  Ligands Hydrogenobalamin and Hydrogenobyric Acid.用镍取代维生素 B 的钴中心:无金属 B 配体氢钴胺素和氢羟丁酸制备的尼巴胺和尼巴酸。
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Sharing vitamins: Cobamides unveil microbial interactions.分享维生素:钴胺素揭示微生物相互作用。
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本文引用的文献

1
Vitamin B deficiency results in severe oxidative stress, leading to memory retention impairment in Caenorhabditis elegans.维生素B缺乏会导致严重的氧化应激,进而导致秀丽隐杆线虫的记忆保持受损。
Redox Biol. 2017 Apr;11:21-29. doi: 10.1016/j.redox.2016.10.013. Epub 2016 Nov 3.
2
Total Synthesis, Structure, and Biological Activity of Adenosylrhodibalamin, the Non-Natural Rhodium Homologue of Coenzyme B12.腺嘌呤核苷钴胺素(辅酶 B12 的非天然铑同系物)的全合成、结构和生物活性。
Angew Chem Int Ed Engl. 2016 Sep 5;55(37):11281-6. doi: 10.1002/anie.201603738. Epub 2016 Jun 29.
3
Cyanobacteria and Eukaryotic Algae Use Different Chemical Variants of Vitamin B12.蓝细菌和真核藻类使用不同化学变体的维生素B12。
Curr Biol. 2016 Apr 25;26(8):999-1008. doi: 10.1016/j.cub.2016.02.041. Epub 2016 Mar 31.
4
Identification of cobalamin and cobalamin analogues along the gastrointestinal tract of dairy cows.奶牛胃肠道中钴胺素及钴胺素类似物的鉴定
Arch Anim Nutr. 2009;63(5):379-88. doi: 10.1080/17450390903020364.
5
Vitamin B12 as a modulator of gut microbial ecology.维生素B12作为肠道微生物生态的调节剂。
Cell Metab. 2014 Nov 4;20(5):769-778. doi: 10.1016/j.cmet.2014.10.002.
6
Worms, bacteria, and micronutrients: an elegant model of our diet.蠕虫、细菌与微量营养素:我们饮食的精妙模型。
Trends Genet. 2014 Nov;30(11):496-503. doi: 10.1016/j.tig.2014.07.010. Epub 2014 Aug 26.
7
Supplementing lactating dairy cows with a vitamin B12 precursor, 5,6-dimethylbenzimidazole, increases the apparent ruminal synthesis of vitamin B12.给泌乳奶牛补充维生素B12前体5,6-二甲基苯并咪唑,可提高瘤胃中维生素B12的表观合成量。
Animal. 2015 Jan;9(1):67-75. doi: 10.1017/S1751731114002201. Epub 2014 Aug 29.
8
Facile chemoenzymatic strategies for the synthesis and utilization of S-adenosyl-(L)-methionine analogues.用于合成和利用S-腺苷-L-甲硫氨酸类似物的简便化学酶策略。
Angew Chem Int Ed Engl. 2014 Apr 7;53(15):3965-9. doi: 10.1002/anie.201308272. Epub 2014 Mar 11.
9
Interspecies systems biology uncovers metabolites affecting C. elegans gene expression and life history traits.种间系统生物学揭示了影响秀丽隐杆线虫基因表达和生活史特征的代谢物。
Cell. 2014 Feb 13;156(4):759-70. doi: 10.1016/j.cell.2014.01.047.
10
A sensitive mass spectrum assay to characterize engineered methionine adenosyltransferases with S-alkyl methionine analogues as substrates.一种灵敏的质谱分析方法,用于鉴定以 S-烷基甲硫氨酸类似物为底物的工程化蛋氨酸腺苷转移酶。
Anal Biochem. 2014 Apr 1;450:11-9. doi: 10.1016/j.ab.2013.12.026. Epub 2013 Dec 27.

构建荧光类似物以追踪细菌、蠕虫和植物中钴胺素(维生素 B)的摄取和分布。

Construction of Fluorescent Analogs to Follow the Uptake and Distribution of Cobalamin (Vitamin B) in Bacteria, Worms, and Plants.

机构信息

School of Biosciences, University of Kent, Canterbury, Kent CT2 7NJ, UK.

School of Biosciences, University of Kent, Canterbury, Kent CT2 7NJ, UK; National Institute of Allergy and Infectious Diseases, National Institutes of Health, Bethesda, MD 20850, USA.

出版信息

Cell Chem Biol. 2018 Aug 16;25(8):941-951.e6. doi: 10.1016/j.chembiol.2018.04.012. Epub 2018 May 17.

DOI:10.1016/j.chembiol.2018.04.012
PMID:29779954
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6125784/
Abstract

Vitamin B is made by only certain prokaryotes yet is required by a number of eukaryotes such as mammals, fish, birds, worms, and Protista, including algae. There is still much to learn about how this nutrient is trafficked across the domains of life. Herein, we describe ways to make a number of different corrin analogs with fluorescent groups attached to the main tetrapyrrole-derived ring. A further range of analogs were also constructed by attaching similar fluorescent groups to the ribose ring of cobalamin, thereby generating a range of complete and incomplete corrinoids to follow uptake in bacteria, worms, and plants. By using these fluorescent derivatives we were able to demonstrate that Mycobacterium tuberculosis is able to acquire both cobyric acid and cobalamin analogs, that Caenorhabditis elegans takes up only the complete corrinoid, and that seedlings of higher plants such as Lepidium sativum are also able to transport B.

摘要

维生素 B 仅由某些原核生物合成,但许多真核生物如哺乳动物、鱼类、鸟类、蠕虫和原生生物(包括藻类)都需要它。关于这种营养物质如何在生命领域中运输,还有很多需要了解的地方。在此,我们描述了几种不同的钴胺素类似物的制备方法,这些类似物的主要四吡咯衍生环上连接有荧光基团。还通过将类似的荧光基团连接到钴胺素的核糖环上来构建进一步的类似物,从而生成一系列完整和不完整的钴胺素类物质,以跟踪在细菌、蠕虫和植物中的摄取。通过使用这些荧光衍生物,我们能够证明结核分枝杆菌能够获取 cobyrinic 酸和钴胺素类似物,秀丽隐杆线虫只摄取完整的钴胺素类物质,而高等植物的幼苗,如蕹菜,也能够运输 B。