嗜热栖热菌属中卡尔达里醌的生物合成
Biosynthesis of caldariellaquinone in Sulfolobus spp.
作者信息
Zhou D, White R H
机构信息
Department of Biochemistry and Nutrition, Virginia Polytechnic Institute and State University, Blacksburg 24061.
出版信息
J Bacteriol. 1989 Dec;171(12):6610-6. doi: 10.1128/jb.171.12.6610-6616.1989.
Abstract
The biosynthesis of caldariellaquionone (CQ) was studied in species of Sulfolobus by measuring the incorporation of stable isotopically labeled tyrosines into CQ. By feeding a series of tyrosines labeled with deuterium or 13C and then measuring the extent and position at which label was incorporated into CQ by mass spectrometry, it was shown that more than 95% of the label was incorporated into the benzo[b]thiophen-4,7-quinone moiety of CQ. From the labeling experiments, it is concluded that the benzo[b]thiophen-4,7-quinone is derived as an intact unit from all of the carbons of tyrosine except C-1.
摘要
通过测量稳定同位素标记的酪氨酸掺入卡尔达里醌（CQ）的情况，研究了嗜热栖热菌属物种中卡尔达里醌（CQ）的生物合成。通过投喂一系列用氘或¹³C标记的酪氨酸，然后用质谱法测量标记物掺入CQ的程度和位置，结果表明超过95%的标记物掺入了CQ的苯并[b]噻吩-4,7-醌部分。从标记实验得出结论，苯并[b]噻吩-4,7-醌是作为一个完整单元从酪氨酸除C-1以外的所有碳原子衍生而来的。
相似文献
1
Biosynthesis of caldariellaquinone in Sulfolobus spp.嗜热栖热菌属中卡尔达里醌的生物合成
J Bacteriol. 1989 Dec;171(12):6610-6. doi: 10.1128/jb.171.12.6610-6616.1989.
2
Stable isotope studies on the biosynthesis of the thiazole moiety of thiamin in Escherichia coli.大肠杆菌中硫胺素噻唑部分生物合成的稳定同位素研究。
Biochemistry. 1978 Sep 5;17(18):3833-40. doi: 10.1021/bi00611a024.
3
Biosynthesis of the pyrimidine moiety of thiamin in Escherichia coli: incorporation of stable isotope-labeled glycines.大肠杆菌中硫胺素嘧啶部分的生物合成：稳定同位素标记甘氨酸的掺入
Biochemistry. 1979 Jun 12;18(12):2632-6. doi: 10.1021/bi00579a031.
4
Quinones from archaebacteria, II. Different types of quinones from sulphur-dependent archaebacteria.古细菌中的醌类物质，II. 依赖硫的古细菌中的不同类型醌类物质
Biol Chem Hoppe Seyler. 1986 Mar;367(3):191-7. doi: 10.1515/bchm3.1986.367.1.191.
5
Caldariellaquinone, a unique benzo(b)thiophen-4,7-quinone from Caldariella acidophila, an extremely thermophilic and acidophilic bacterium.
J Chem Soc Perkin 1. 1977(6):653-7. doi: 10.1039/p19770000653.
6
1H and 13C NMR assignment of benzothiophenquinones from the sulfur-oxidizing archaebacterium Sulfolobus solfataricus.
Eur J Biochem. 1986 Oct 1;160(1):37-40. doi: 10.1111/j.1432-1033.1986.tb09936.x.
7
Simple synthesis of deuterium and 13C labeled trifluoromethyl phenyldiazirine derivatives as stable isotope tags for mass spectrometry.作为用于质谱分析的稳定同位素标记物的氘和13C标记的三氟甲基苯基二氮杂环丙烷衍生物的简易合成方法。
Chem Pharm Bull (Tokyo). 2004 Nov;52(11):1385-6. doi: 10.1248/cpb.52.1385.
8
Expeditious syntheses of stable and radioactive isotope-labeled anticonvulsant agent, JNJ-26990990, and its metabolites.稳定和放射性同位素标记的抗惊厥药物JNJ-26990990及其代谢物的快速合成。
J Labelled Comp Radiopharm. 2013 Jan;56(1):22-6. doi: 10.1002/jlcr.3013. Epub 2013 Jan 10.
9
Oxygen-18 isotope labeling and its effect on carbon-13 chemical shifts of the peptide bond.氧-18同位素标记及其对肽键碳-13化学位移的影响。
Int J Pept Protein Res. 1986 Nov;28(5):542-5. doi: 10.1111/j.1399-3011.1986.tb03290.x.
10
Use of stable isotopes in pharmacology--clinical pharmacology.
Clin Pharmacol Ther. 1972 May-Jun;13(3):307-16. doi: 10.1002/cpt1972133307.
引用本文的文献
1
Formation of Thiophene under Simulated Volcanic Hydrothermal Conditions on Earth-Implications for Early Life on Extraterrestrial Planets?地球模拟火山热液条件下噻吩的形成——对外星行星早期生命的启示？
Life (Basel). 2021 Feb 16;11(2):149. doi: 10.3390/life11020149.
2
Discovery of multiple modified F(430) coenzymes in methanogens and anaerobic methanotrophic archaea suggests possible new roles for F(430) in nature.在产甲烷菌和厌氧甲烷氧化古菌中发现多种修饰的F(430)辅酶，这表明F(430)在自然界中可能具有新的作用。
Appl Environ Microbiol. 2014 Oct;80(20):6403-12. doi: 10.1128/AEM.02202-14. Epub 2014 Aug 8.
3
Genome-scale reconstruction and analysis of the metabolic network in the hyperthermophilic archaeon Sulfolobus solfataricus.高温嗜热古菌 Sulfolobus solfataricus 的代谢网络的基因组规模重建和分析。
PLoS One. 2012;7(8):e43401. doi: 10.1371/journal.pone.0043401. Epub 2012 Aug 31.
4
Homodimeric hexaprenyl pyrophosphate synthase from the thermoacidophilic crenarchaeon Sulfolobus solfataricus displays asymmetric subunit structures.来自嗜热嗜酸泉古菌嗜热栖热菌的同型二聚体六异戊二烯基焦磷酸合酶呈现出不对称的亚基结构。
J Bacteriol. 2005 Dec;187(23):8137-48. doi: 10.1128/JB.187.23.8137-8148.2005.
5
Novel medium-chain prenyl diphosphate synthase from the thermoacidophilic archaeon Sulfolobus solfataricus.来自嗜热嗜酸古菌嗜热栖热菌的新型中链异戊烯基二磷酸合酶。
J Bacteriol. 2002 Feb;184(3):615-20. doi: 10.1128/JB.184.3.615-620.2002.
6
Thiophene-degrading Escherichia coli mutants possess sulfone oxidase activity and show altered resistance to sulfur-containing antibiotics.降解噻吩的大肠杆菌突变体具有砜氧化酶活性，并表现出对含硫抗生素的抗性改变。
Appl Environ Microbiol. 1990 Oct;56(10):3179-85. doi: 10.1128/aem.56.10.3179-3185.1990.
7
Early steps of isoprenoid biosynthesis in Escherichia coli.大肠杆菌中类异戊二烯生物合成的早期步骤。
Biochem J. 1991 Feb 1;273 ( Pt 3)(Pt 3):627-34. doi: 10.1042/bj2730627.
8
Molecular cloning and sequence of the thdF gene, which is involved in thiophene and furan oxidation by Escherichia coli.大肠杆菌中参与噻吩和呋喃氧化的thdF基因的分子克隆及序列分析
J Bacteriol. 1991 Oct;173(19):6018-24. doi: 10.1128/jb.173.19.6018-6024.1991.
9
Transsulfuration in archaebacteria.古细菌中的转硫作用。
J Bacteriol. 1991 May;173(10):3250-1. doi: 10.1128/jb.173.10.3250-3251.1991.
本文引用的文献
1
A new intermediate in aromatic biosynthesis.
Biochim Biophys Acta. 1962 Nov 19;65:160-3. doi: 10.1016/0006-3002(62)90166-x.
2
Evaluation of models for the mechanism of action of 4-hydroxyphenylpyruvate dioxygenase.
Experientia. 1981 Nov 15;37(11):1134-7. doi: 10.1007/BF01989880.
3
Steric course of the NIH shift in the enzymic formation of homogentisic acid.尿黑酸酶促形成过程中NIH迁移的立体化学过程。
Eur J Biochem. 1981 Jul;117(2):311-8. doi: 10.1111/j.1432-1033.1981.tb06338.x.
4
Distribution of isoprenoid quinone structural types in bacteria and their taxonomic implication.细菌中类异戊二烯醌结构类型的分布及其分类学意义。
Microbiol Rev. 1981 Jun;45(2):316-54. doi: 10.1128/mr.45.2.316-354.1981.
5
Biosynthesis of ubiquinone.泛醌的生物合成
Vitam Horm. 1983;40:1-43. doi: 10.1016/s0083-6729(08)60431-8.
6
The melanins and lipofuscin.
Comp Biochem Physiol B. 1983;76(3):399-407. doi: 10.1016/0305-0491(83)90266-3.
7
Biosynthesis of vitamin K (menaquinone) in bacteria.细菌中维生素K（甲萘醌）的生物合成。
Microbiol Rev. 1982 Sep;46(3):241-80. doi: 10.1128/mr.46.3.241-280.1982.
8
The structure of bactoprenol, a lipid formed by lactobacilli from mevalonic acid.细菌萜醇的结构，一种由乳酸菌从甲羟戊酸形成的脂质。
Biochem J. 1966 Apr;99(1):123-7. doi: 10.1042/bj0990123.
9
Mass spectrometry of plastoquinones. The structure of the plastoquinones B,C and D.质体醌的质谱分析。质体醌B、C和D的结构。
Biochem Biophys Res Commun. 1965 Nov 22;21(4):318-22. doi: 10.1016/0006-291x(65)90195-6.
10
Biosynthesis of phytoquinones: utilization of homogentisic acid by maize shoots for the biosynthesis of plastoquinone.植物醌的生物合成：玉米幼苗利用尿黑酸进行质体醌的生物合成。
Biochem J. 1968 Sep;109(3):482-3. doi: 10.1042/bj1090482.
Zotero 插件