thio-NAD
PlaB shows concentration-dependent phospholipase inactivation by tetramerization which may be a mechanism for self-protection. (See Papers Bender et al. 2009 and Kuhle et al. 2014.). The tetramer is a dimer of identical dimers. Diwo et al. found in the structure eight NAD(H) molecules at the dimer/dimer interface, suggesting that these molecules stabilize the tetramer leading to enzyme inactivation
General
Type : Sulfur Compound,Nicotinamide,Organophosphate,Pyridine,Purine
Chemical_Nomenclature : [[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl][[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3S,4R,5R)-5-(3-carbamothioylpyridin-1-ium-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphate
Canonical SMILES : C1=CC(=C[N+](=C1)C2C(C(C(O2)COP(=O)([O-])OP(=O)(O)OCC3C(C(C(O3)N4C=NC5=C(N=CN=C54)N)O)O)O)O)C(=S)N
InChI : InChI=1S\/C21H27N7O13P2S\/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(32)14(30)11(40-21)6-38-43(35,36)41-42(33,34)37-5-10-13(29)15(31)20(39-10)27-3-1-2-9(4-27)18(23)44\/h1-4,7-8,10-11,13-16,20-21,29-32H,5-6H2,(H5-,22,23,24,25,33,34,35,36,44)\/t10-,11-,13-,14-,15-,16-,20-,21-\/m1\/s1
InChIKey : UQYPZLRUJKCREN-NNYOXOHSSA-N
Other name(s) : Thionicotinamide-adenine-dinucleotide,J-700249,SND,DB03893,[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3S,4R,5R)-5-(3-carbamothioylpyridin-1-ium-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphate
MW : 679.5
Formula : C21H27N7O13P2S
CAS_number :
PubChem : 5289382
UniChem : UQYPZLRUJKCREN-NNYOXOHSSA-N
IUPHAR :
Wikipedia :
Target
Families : thio-NAD ligand of proteins in family: PlaB
Stucture : 6ZTI Phospholipase PlaB from Legionella pneumophila in complex with thio-NAD
Protein : legpn-i7i328
References (1)
| Title : NAD(H)-mediated tetramerization controls the activity of Legionella pneumophila phospholipase PlaB - Diwo_2021_Proc.Natl.Acad.Sci.U.S.A_118_e2017046118 |
| Author(s) : Diwo M , Michel W , Aurass P , Kuhle-Keindorf K , Pippel J , Krausze J , Wamp S , Lang C , Blankenfeldt W , Flieger A |
| Ref : Proc Natl Acad Sci U S A , 118 : , 2021 |
| Abstract : Diwo_2021_Proc.Natl.Acad.Sci.U.S.A_118_e2017046118 |
| ESTHER : Diwo_2021_Proc.Natl.Acad.Sci.U.S.A_118_e2017046118 |
| PubMedSearch : Diwo_2021_Proc.Natl.Acad.Sci.U.S.A_118_e2017046118 |
| PubMedID: 34074754 |
| Gene_locus related to this paper: legpn-i7i328 |