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Pathway Description
PreQ0 Metabolism
Escherichia coli (strain ATCC 8739 / DSM 1576 / Crooks)
Category:
Metabolite Pathway
Sub-Category:
Metabolic
Created: 2025-02-01
Last Updated: 2025-02-01
PreQ0 or 7-cyano-7-carbaguanine is biosynthesized by degrading GTP.
GTP first interacts with water through a GTP cyclohydrolase resulting in the release of a formate, a hydrogen ion and a 7,8-dihydroneopterin 3'-triphosphate. The latter compound then interacts with water through a 6-carboxy-5,6,7,8-tetrahydropterin synthase resulting in a acetaldehyde, triphosphate, 2 hydrogen ion and 6-carboxy-5,6,7,8-tetrahydropterin. The latter compound then reacts spontaneously with a hydrogen ion resulting in the release of a ammonium molecule and a 7-carboxy-7-deazaguanine. This compound then interacts with ATP and ammonium through 7-cyano-7-deazaguanine synthase resulting in the release of water, phosphate, ADP, hydrogen ion and a 7-cyano-7-carbaguanine.
The degradation of 7-cyano-7-deazaguanine can lead to produce a preQ1 or a queuine by reacting with 3 hydrogen ions and 2 NADPH through a 7-cyano-7-deazaguanine reductase. PreQ1 then interacts with a guanine 34 in tRNA through a tRNA-guanine transglycosylase resulting in a release of a guanine and a 7-aminomethyl-7-deazaguanosine 34 in tRNA. This nucleic acid then interacts with SAM through a S-adenosylmethionine tRNA ribosyltransferase-isomerase resulting in a release of a hydrogen ion, L-methionine, adenine and an epoxyqueuosine
References
PreQ0 Metabolism References
Katzenmeier G, Schmid C, Kellermann J, Lottspeich F, Bacher A: Biosynthesis of tetrahydrofolate. Sequence of GTP cyclohydrolase I from Escherichia coli. Biol Chem Hoppe Seyler. 1991 Nov;372(11):991-7.
Pubmed: 1665332
Schmid C, Meining W, Weinkauf S, Bachmann L, Ritz H, Eberhardt S, Gimbel W, Werner T, Lahm HW, Nar H, et al.: Studies on GTP cyclohydrolase I of Escherichia coli. Adv Exp Med Biol. 1993;338:157-62. doi: 10.1007/978-1-4615-2960-6_30.
Pubmed: 8304099
Blattner FR, Plunkett G 3rd, Bloch CA, Perna NT, Burland V, Riley M, Collado-Vides J, Glasner JD, Rode CK, Mayhew GF, Gregor J, Davis NW, Kirkpatrick HA, Goeden MA, Rose DJ, Mau B, Shao Y: The complete genome sequence of Escherichia coli K-12. Science. 1997 Sep 5;277(5331):1453-62. doi: 10.1126/science.277.5331.1453.
Pubmed: 9278503
McCarty RM, Somogyi A, Bandarian V: Escherichia coli QueD is a 6-carboxy-5,6,7,8-tetrahydropterin synthase. Biochemistry. 2009 Mar 24;48(11):2301-3. doi: 10.1021/bi9001437.
Pubmed: 19231875
Hayashi K, Morooka N, Yamamoto Y, Fujita K, Isono K, Choi S, Ohtsubo E, Baba T, Wanner BL, Mori H, Horiuchi T: Highly accurate genome sequences of Escherichia coli K-12 strains MG1655 and W3110. Mol Syst Biol. 2006;2:2006.0007. doi: 10.1038/msb4100049. Epub 2006 Feb 21.
Pubmed: 16738553
Gaur R, Varshney U: Genetic analysis identifies a function for the queC (ybaX) gene product at an initial step in the queuosine biosynthetic pathway in Escherichia coli. J Bacteriol. 2005 Oct;187(20):6893-901. doi: 10.1128/JB.187.20.6893-6901.2005.
Pubmed: 16199558
Van Lanen SG, Reader JS, Swairjo MA, de Crecy-Lagard V, Lee B, Iwata-Reuyl D: From cyclohydrolase to oxidoreductase: discovery of nitrile reductase activity in a common fold. Proc Natl Acad Sci U S A. 2005 Mar 22;102(12):4264-9. doi: 10.1073/pnas.0408056102. Epub 2005 Mar 14.
Pubmed: 15767583
Reuter K, Slany R, Ullrich F, Kersten H: Structure and organization of Escherichia coli genes involved in biosynthesis of the deazaguanine derivative queuine, a nutrient factor for eukaryotes. J Bacteriol. 1991 Apr;173(7):2256-64. doi: 10.1128/jb.173.7.2256-2264.1991.
Pubmed: 1706703
Garcia GA, Koch KA, Chong S: tRNA-guanine transglycosylase from Escherichia coli. Overexpression, purification and quaternary structure. J Mol Biol. 1993 May 20;231(2):489-97. doi: 10.1006/jmbi.1993.1296.
Pubmed: 8323579
This pathway was propagated using PathWhiz -
Pon, A. et al. Pathways with PathWhiz (2015) Nucleic Acids Res. 43(Web Server issue): W552–W559.
Propagated from SMP0001907
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