石膏样小孢子菌对尼古丁的N-去甲基化作用及对尼古丁-1'-N-氧化物的还原作用。
N-demethylation of nicotine and reduction of nicotine-1'-N-oxide by Microsporum gypseum.
作者信息
Sindelar R D, Rosazza J P, Barfknecht C F
出版信息
Appl Environ Microbiol. 1979 Nov;38(5):836-9. doi: 10.1128/aem.38.5.836-839.1979.
Abstract
Several microorganisms were examined for their abilities to convert S-nicotine into nornicotine. Five microorganisms including Microsporum gypseum (ATCC 11395) produced nornicotine and three unknown metabolites. M. gypseum efficiently reduced nicotine-1'-N-oxide to nicotine, but no nornicotine was obtained when the N-oxide was used as substrate.
摘要
研究了几种微生物将S-尼古丁转化为去甲烟碱的能力。包括石膏样小孢子菌（ATCC 11395）在内的五种微生物产生了去甲烟碱和三种未知代谢物。石膏样小孢子菌能有效地将烟碱-1'-N-氧化物还原为烟碱，但当以N-氧化物为底物时，未得到去甲烟碱。
相似文献
1
N-demethylation of nicotine and reduction of nicotine-1'-N-oxide by Microsporum gypseum.石膏样小孢子菌对尼古丁的N-去甲基化作用及对尼古丁-1'-N-氧化物的还原作用。
Appl Environ Microbiol. 1979 Nov;38(5):836-9. doi: 10.1128/aem.38.5.836-839.1979.
2
Metabolism of nicotine by human liver microsomes: stereoselective formation of trans-nicotine N'-oxide.
Chem Res Toxicol. 1992 Sep-Oct;5(5):639-46. doi: 10.1021/tx00029a008.
3
Stereoselective metabolism of (S)-(-)-nicotine in humans: formation of trans-(S)-(-)-nicotine N-1'-oxide.
Chem Res Toxicol. 1993 Nov-Dec;6(6):880-8. doi: 10.1021/tx00036a019.
4
Diastereospecific kinetics of nicotine N'-oxidation in rat liver microsomes.
Xenobiotica. 1998 Feb;28(2):127-35. doi: 10.1080/004982598239632.
5
Metabolites of nicotine in rat brain after peripheral nicotine administration. Cotinine, nornicotine, and norcotinine.外周给予尼古丁后大鼠脑内尼古丁的代谢产物。可替宁、去甲烟碱和去甲可替宁。
Drug Metab Dispos. 1997 Jan;25(1):47-54.
6
Formation of two major nicotine metabolites in livers of guinea pigs.
Biochem Pharmacol. 1987 Dec 15;36(24):4313-7. doi: 10.1016/0006-2952(87)90677-0.
7
Metabolic oxidation of nicotine to chemically reactive intermediates.尼古丁代谢氧化为化学反应性中间体。
J Med Chem. 1979 Mar;22(3):259-63. doi: 10.1021/jm00189a008.
8
Disposition kinetics and metabolism of nicotine-1'-N-oxide in rabbits.
Drug Metab Dispos. 1991 May-Jun;19(3):667-72.
9
S-(-)-nicotine-1'-N-oxide reductase activity of rat liver aldehyde oxidase.
Biochem Mol Biol Int. 1996 Oct;40(3):535-41. doi: 10.1080/15216549600201113.
10
The metabolism of nicotine-delta 1'(5')-iminium ion, in vivo and in vitro.
Eur J Drug Metab Pharmacokinet. 1982 Oct-Dec;7(4):293-8. doi: 10.1007/BF03189632.
引用本文的文献
1
Reduction of nicotine content in tobacco through microbial degradation: research progress and potential applications.通过微生物降解降低烟草中的尼古丁含量：研究进展与潜在应用
Biotechnol Biofuels Bioprod. 2024 Dec 18;17(1):144. doi: 10.1186/s13068-024-02593-3.
2
Endophytic Fungal Community of Tobacco Leaves and Their Potential Role in the Formation of "Cherry-Red" Tobacco.烟草叶片内生真菌群落及其在“樱桃红”烟草形成中的潜在作用。
Front Microbiol. 2021 Jul 16;12:658116. doi: 10.3389/fmicb.2021.658116. eCollection 2021.
3
Transcriptome analysis of genes and metabolic pathways associated with nicotine degradation in Aspergillus oryzae 112822.转录组分析与米曲霉 112822 中尼古丁降解相关的基因和代谢途径。
BMC Genomics. 2019 Jan 24;20(1):86. doi: 10.1186/s12864-019-5446-2.
4
Characterization of a Novel Nicotine Degradation Gene Cluster in TY and Its Evolutionary Analysis.TY中一个新型尼古丁降解基因簇的表征及其进化分析。
Front Microbiol. 2017 Mar 9;8:337. doi: 10.3389/fmicb.2017.00337. eCollection 2017.
5
Current status on biochemistry and molecular biology of microbial degradation of nicotine.微生物降解尼古丁的生物化学与分子生物学研究现状
ScientificWorldJournal. 2013 Dec 29;2013:125385. doi: 10.1155/2013/125385. eCollection 2013.
6
Possible Role of Formaldehyde in the Apoptotic and Mitotic Effect of 1-Methyl-Ascorbigen.
Pathol Oncol Res. 1995;1(1):38-42. doi: 10.1007/BF02893582.
本文引用的文献
1
MASS SPECTROMETRY IN STRUCTURAL AND STEREOCHEMICAL PROBLEMS. LXXII. A STUDY OF THE FRAGMENTATION PROCESSES OF SOME TOBACCO ALKALOIDS.
J Am Chem Soc. 1965 Jul 5;87:2926-32. doi: 10.1021/ja01091a024.
2
Phytochemical studies on the tobacco alkaloids. I. Optical rotatory power of nornicotine.烟草生物碱的植物化学研究。I. 去甲烟碱的旋光能力。
Arch Biochem Biophys. 1961 Feb;92:351-5. doi: 10.1016/0003-9861(61)90360-5.
3
Bioreduction of pyridine N-oxide.吡啶 N-氧化物的生物还原
Enzymologia. 1957 Jan 30;18(2):142-4.
4
Two-dimensional thin-layer chromatography of tobacco alkaloids and related compounds.烟草生物碱及相关化合物的二维薄层色谱法。
J Chromatogr. 1965 Oct;20(1):176-7. doi: 10.1016/s0021-9673(01)97388-1.
5
Microbiological transformation of 6,14-endo-ethenotetrahydrothebaine alkaloids.
Experientia. 1968 Feb 15;24(2):133-4. doi: 10.1007/BF02146941.
6
An improved preparation of tertiary amine N-oxides.叔胺N-氧化物的一种改进制备方法。
J Org Chem. 1970 May;35(5):1721-2. doi: 10.1021/jo00830a121.
7
[N-demethyl ajmaline].[N-去甲基阿马林]
Ann Pharm Fr. 1970 Mar;28(3):245-9.
8
Microbial transformation of antibiotics. 3. Conversion of clindamycin to 1'-demethylclindamycin and clindamycin sulfoxide by Streptomyces species.
J Antibiot (Tokyo). 1969 Jul;22(7):309-14.
9
Cardiovascular actions of nicotine and smoking.
J Natl Cancer Inst. 1972 Jun;48(6):1785-94.
10
Microbial transformations of antitumor compounds. 1. Conversion of acronycine to 9-hydroxyacronycine by Cunninghamella echinulata.抗肿瘤化合物的微生物转化。1. 刺孢小克银汉霉将丙烯胺转化为9-羟基丙烯胺。
J Med Chem. 1974 Jun;17(6):599-602. doi: 10.1021/jm00252a006.
Zotero 插件