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5'-Guanylyl imidodiphosphate

5'-Guanylyl imidodiphosphate (GDPNP) is a purine nucleotide. It is an analog of guanosine triphosphate in which one of the oxygen atoms is replaced with an amine, producing a non-hydrolyzable functional group. Guanylyl imidodiphosphate binds tightly to G-proteins in the presence of Mg2+.[2] Guanylyl imidodiphosphate is a potent stimulator of adenylate cyclase.[2] It is often used in studies of protein synthesis.[3][4]

5'-Guanylyl imidodiphosphate
Names
IUPAC name
Guanosine 5′-(tetrahydrogen 4-imidotriphosphate)
Systematic IUPAC name
O5-{[(2R,3S,4R,5R)-5-(2-Amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl} tetrahydrogen 2-imidotriphosphate
Other names
GppNHp; GppNP; GMP-Pnp; GDP-NP
Guanylyl imidodiphosphate
5-Guanylylimidodiphosphate
5′-Guanylyliminodiphosphonate
Identifiers
  • 34273-04-6 Y
  • 148892-91-5 (trisodium salt)[1] N
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:78408 N
ChemSpider
  • 33738 N
  • 36735
  • DTXSID20187842
  • InChI=1S/C10H17N6O13P3/c11-10-13-7-4(8(19)14-10)12-2-16(7)9-6(18)5(17)3(28-9)1-27-32(25,26)29-31(23,24)15-30(20,21)22/h2-3,5-6,9,17-18H,1H2,(H,25,26)(H3,11,13,14,19)(H4,15,20,21,22,23,24)/t3-,5-,6-,9-/m1/s1 N
    Key: UQABYHGXWYXDTK-UUOKFMHZSA-N N
  • C1=NC2=C(N1[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)OP(=O)(NP(=O)(O)O)O)O)O)NC(=NC2=O)N
Properties
C10H17N6O13P3
Molar mass 522.196 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)

References edit

  1. ^ Guanosine 5′-β,γ-imidotriphosphate trisodium salt hydrate at Sigma-Aldrich
  2. ^ a b Guanylyl imidodiphosphate at PubChem
  3. ^ Miller, J.D. & Walter, P. (1993). "A GTPase Cycle in Initiation of Protein Translocation Across the Endoplasmic Reticulum Membrane". Ciba Foundation Symposium 176 - the GTPase Superfamily. Novartis Foundation Symposia. Vol. 176. pp. 147–163. doi:10.1002/9780470514450.ch10. ISBN 9780470514450. PMID 8299417. {{cite book}}: |journal= ignored (help)
  4. ^ Connolly, T.; et al. (1991). "Requirement of GTP hydrolysis for dissociation of the signal recognition particle from its receptor". Science. 252 (5009): 1171–1173. Bibcode:1991Sci...252.1171C. doi:10.1126/science.252.5009.1171. PMID 1851576. S2CID 42899156.

guanylyl, imidodiphosphate, gdpnp, purine, nucleotide, analog, guanosine, triphosphate, which, oxygen, atoms, replaced, with, amine, producing, hydrolyzable, functional, group, guanylyl, imidodiphosphate, binds, tightly, proteins, presence, guanylyl, imidodiph. 5 Guanylyl imidodiphosphate GDPNP is a purine nucleotide It is an analog of guanosine triphosphate in which one of the oxygen atoms is replaced with an amine producing a non hydrolyzable functional group Guanylyl imidodiphosphate binds tightly to G proteins in the presence of Mg2 2 Guanylyl imidodiphosphate is a potent stimulator of adenylate cyclase 2 It is often used in studies of protein synthesis 3 4 5 Guanylyl imidodiphosphate Names IUPAC name Guanosine 5 tetrahydrogen 4 imidotriphosphate Systematic IUPAC name O5 2R 3S 4R 5R 5 2 Amino 6 oxo 1 6 dihydro 9H purin 9 yl 3 4 dihydroxyoxolan 2 yl methyl tetrahydrogen 2 imidotriphosphate Other names GppNHp GppNP GMP Pnp GDP NPGuanylyl imidodiphosphate5 Guanylylimidodiphosphate5 Guanylyliminodiphosphonate Identifiers CAS Number 34273 04 6 Y148892 91 5 trisodium salt 1 N 3D model JSmol Interactive image ChEBI CHEBI 78408 N ChemSpider 33738 N PubChem CID 36735 CompTox Dashboard EPA DTXSID20187842 InChI InChI 1S C10H17N6O13P3 c11 10 13 7 4 8 19 14 10 12 2 16 7 9 6 18 5 17 3 28 9 1 27 32 25 26 29 31 23 24 15 30 20 21 22 h2 3 5 6 9 17 18H 1H2 H 25 26 H3 11 13 14 19 H4 15 20 21 22 23 24 t3 5 6 9 m1 s1 NKey UQABYHGXWYXDTK UUOKFMHZSA N N SMILES C1 NC2 C N1 C H 3 C H C H C H O3 COP O O OP O NP O O O O O O NC NC2 O N Properties Chemical formula C 10H 17N 6O 13P 3 Molar mass 522 196 g mol 1 Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa N verify what is Y N Infobox referencesReferences edit Guanosine 5 b g imidotriphosphate trisodium salt hydrate at Sigma Aldrich a b Guanylyl imidodiphosphate at PubChem Miller J D amp Walter P 1993 A GTPase Cycle in Initiation of Protein Translocation Across the Endoplasmic Reticulum Membrane Ciba Foundation Symposium 176 the GTPase Superfamily Novartis Foundation Symposia Vol 176 pp 147 163 doi 10 1002 9780470514450 ch10 ISBN 9780470514450 PMID 8299417 a href Template Cite book html title Template Cite book cite book a journal ignored help Connolly T et al 1991 Requirement of GTP hydrolysis for dissociation of the signal recognition particle from its receptor Science 252 5009 1171 1173 Bibcode 1991Sci 252 1171C doi 10 1126 science 252 5009 1171 PMID 1851576 S2CID 42899156 Retrieved from https en wikipedia org w index php title 5 27 Guanylyl imidodiphosphate amp oldid 1195583212, wikipedia, wiki, book, books, library,

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