PMID- 23848839 OWN - NLM STAT- MEDLINE DCOM- 20140218 LR - 20211203 IS - 1520-5126 (Electronic) IS - 0002-7863 (Print) IS - 0002-7863 (Linking) VI - 135 IP - 30 DP - 2013 Jul 31 TI - Molybdopterin biosynthesis: trapping an unusual purine ribose adduct in the MoaA-catalyzed reaction. PG - 10883-5 LID - 10.1021/ja4041048 [doi] AB - MoaA/MoaC catalyze a remarkable rearrangement reaction in which guanosine-5'-triphosphate (GTP) is converted to cyclic pyranopterin monophosphate (cPMP). In this reaction, the C8 of GTP is inserted between the C2' and the C3' carbons of the GTP ribose. Previous experiments with GTP isotopomers demonstrated that the ribose C3' hydrogen atom is abstracted by the adenosyl radical. This led to a novel mechanistic proposal involving an intermediate with a bond between the C8 of guanine and C3' of the ribose. This paper describes the use of 2',3'-dideoxyGTP to trap this intermediate. FAU - Mehta, Angad P AU - Mehta AP AD - Department of Chemistry, Texas A&M University, College Station, Texas 77842, USA. FAU - Abdelwahed, Sameh H AU - Abdelwahed SH FAU - Begley, Tadhg P AU - Begley TP LA - eng GR - R01 DK044083/DK/NIDDK NIH HHS/United States GR - R37 DK044083/DK/NIDDK NIH HHS/United States GR - DK44083/DK/NIDDK NIH HHS/United States PT - Journal Article PT - Research Support, N.I.H., Extramural PT - Research Support, Non-U.S. Gov't DEP - 20130722 PL - United States TA - J Am Chem Soc JT - Journal of the American Chemical Society JID - 7503056 RN - 0 (Coenzymes) RN - 0 (Metalloproteins) RN - 0 (Molybdenum Cofactors) RN - 0 (Pteridines) RN - 681HV46001 (Ribose) RN - 86-01-1 (Guanosine Triphosphate) RN - ATN6EG42UQ (molybdenum cofactor) RN - EC 3.- (Hydrolases) SB - IM MH - *Biocatalysis MH - Coenzymes/*biosynthesis MH - Guanosine Triphosphate/*chemistry MH - Hydrolases/*metabolism MH - Metalloproteins/*biosynthesis MH - Molybdenum Cofactors MH - Pteridines MH - Ribose/*chemistry/*metabolism PMC - PMC3804160 MID - NIHMS508897 EDAT- 2013/07/16 06:00 MHDA- 2014/02/19 06:00 PMCR- 2014/07/31 CRDT- 2013/07/16 06:00 PHST- 2013/07/16 06:00 [entrez] PHST- 2013/07/16 06:00 [pubmed] PHST- 2014/02/19 06:00 [medline] PHST- 2014/07/31 00:00 [pmc-release] AID - 10.1021/ja4041048 [doi] PST - ppublish SO - J Am Chem Soc. 2013 Jul 31;135(30):10883-5. doi: 10.1021/ja4041048. Epub 2013 Jul 22.