| 词条 | Guanosine |
| 释义 |
| verifiedrevid = 443850478 | ImageFile=Guanosin.svg | ImageSize = 190 | ImageAlt = Skeletal formula of guanosine | ImageFile1 = Guanosine-3D-balls.png | ImageSize1 = 180 | ImageAlt1 = Ball-and-stick model of the guanosine molecule | IUPACName=2-Amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,9-dihydro-6H-purin-6-one | SystematicName =2-Amino-1,9-dihydro-9-β-D-ribofuranosyl-6H-purin-6-one[1] 2-Amino-9-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one | OtherNames=Guanine riboside |Section1={{Chembox Identifiers | IUPHAR_ligand = 4567 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 6544 | InChI = 1/C10H13N5O5/c11-10-13-7-4(8(19)14-10)12-2-15(7)9-6(18)5(17)3(1-16)20-9/h2-3,5-6,9,16-18H,1H2,(H3,11,13,14,19)/t3-,5-,6-,9-/m1/s1 | InChIKey = NYHBQMYGNKIUIF-UUOKFMHZBU | ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL = 375655 | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C10H13N5O5/c11-10-13-7-4(8(19)14-10)12-2-15(7)9-6(18)5(17)3(1-16)20-9/h2-3,5-6,9,16-18H,1H2,(H3,11,13,14,19)/t3-,5-,6-,9-/m1/s1 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = NYHBQMYGNKIUIF-UUOKFMHZSA-N | CASNo_Ref = {{cascite|correct|CAS}} | CASNo=118-00-3 | PubChem=765 | DrugBank_Ref = {{drugbankcite|correct|drugbank}} | DrugBank = DB02857 | UNII_Ref = {{fdacite|correct|FDA}} | UNII = 12133JR80S | ChEBI_Ref = {{ebicite|correct|EBI}} | ChEBI = 16750 | KEGG_Ref = {{keggcite|correct|kegg}} | KEGG = C00387 | SMILES = c1nc2c(=O)[nH]c(nc2n1[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)N | MeSHName=Guanosine |Section2={{Chembox Properties | Formula=C10H13N5O5 | MolarMass=283.241 | Appearance= white, crystalline powder[1] | Odor= odorless[1] | Density= | MeltingPt= 239 (decomposes)[2] | BoilingPt= | Solubility= | MagSus = -149.1·10−6 cm3/mol |Section3={{Chembox Hazards | MainHazards= | FlashPt= | AutoignitionPt = }} Guanosine is a purine nucleoside comprising guanine attached to a ribose (ribofuranose) ring via a β-N9-glycosidic bond. Guanosine can be phosphorylated to become guanosine monophosphate (GMP), cyclic guanosine monophosphate (cGMP), guanosine diphosphate (GDP), and guanosine triphosphate (GTP). These forms play important roles in various biochemical processes such as synthesis of nucleic acids and proteins, photosynthesis, muscle contraction, and intracellular signal transduction (cGMP). When guanine is attached by its N9 nitrogen to the C1 carbon of a deoxyribose ring it is known as deoxyguanosine. Physical and chemical propertiesGuanosine is a white, crystalline powder with no odor and mild saline taste.[1] It is very soluble in acetic acid, slightly soluble in water, insoluble in ethanol, diethyl ether, benzene and chloroform.[2] FunctionsGuanosine is required for an RNA splicing reaction in mRNA, when a "self-splicing" intron removes itself from the mRNA message by cutting at both ends, re-ligating, and leaving just the exons on either side to be translated into protein.[3] UsesThe antiviral drug acyclovir, often used in herpes treatment, and the anti-HIV drug abacavir, are structurally similar to guanosine.[4][5] Guanosine was also used to make regadenoson. SourcesGuanosine can be found in pancreas, clover, coffee plant, and pollen of pines.[1] {{clear}}References1. ^1 2 3 {{cite book | author=Robert A. Lewis, Michael D. Larrañaga, Richard J. Lewis Sr. | title=Hawley's Condensed Chemical Dictionary | edition=16th | year=2016 | publisher=John Wiley & Sons, Inc. | location=Hoboken, New Jersey | isbn=978-1-118-13515-0 | page=688}} {{Nucleobases, nucleosides, and nucleotides}}{{Purinergics}}2. ^1 2 {{cite book | author=William M. Haynes | title=CRC Handbook of Chemistry and Physics | edition=97th | year=2016 | publisher=CRC Press | location=Boca Raton | isbn=978-1-4987-5429-3 | page=3-286 | url=https://books.google.com/books?id=VVezDAAAQBAJ&printsec=frontcover#v=onepage&q&f=false}} 3. ^Splicing (JPG) {{webarchive |url=https://web.archive.org/web/20100613194157/http://blogs.scienceforums.net/ecoli/files/2008/04/introns.jpg |date=June 13, 2010 }} 4. ^{{cite web|title=Acyclovir|url=https://www.drugs.com/monograph/acyclovir.html|publisher=The American Society of Health-System Pharmacists|accessdate=Jan 1, 2015|deadurl=no|archiveurl=https://web.archive.org/web/20150105113809/http://www.drugs.com/monograph/acyclovir.html|archivedate=2015-01-05|df=}} 5. ^Product Information: ZIAGEN(R) oral tablets, oral solution, abacavir sulfate oral tablets, oral solution. ViiV Healthcare (per Manufacturer), Research Triangle Park, NC, 2015. 2 : Nucleosides|Purines |
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