RNA-catalyzed thioester synthesis

Chemistry and Biology

Volumn 9, Issue 11, 2002, Pages 1227-1236

  Coleman, Tricia M ^a   Huang, Faqing ^a  

^a University of Southern Mississippi   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACYL COENZYME A; ADENOSINE PHOSPHATE; RIBOZYME; THIOL DERIVATIVE;

ARTICLE; CATALYSIS; KINETICS; METABOLISM; MOLECULAR GENETICS; NUCLEOTIDE SEQUENCE;

ACYL COENZYME A; ADENOSINE MONOPHOSPHATE; BASE SEQUENCE; CATALYSIS; KINETICS; MOLECULAR SEQUENCE DATA; RNA, CATALYTIC; SULFHYDRYL COMPOUNDS;

EID: 0036849943     PISSN: 10745521     EISSN: None     Source Type: Journal    
DOI: 10.1016/S1074-5521(02)00264-8     Document Type: Article

References (35)

1. Ogata H., Goto S., Sato K., Fujibuchi W., Bono H., Kanehisa M. Kegg. Kyoto encyclopedia of genes and genomes Nucleic Acids Res. 27:1999;29-34.
2. Kanehisa M., Goto S. Kegg. Kyoto encyclopedia of genes and genomes Nucleic Acids Res. 28:2000;27-30.
3. Kanehisa M., Goto S., Kawashima S., Nakaya A. The KEGG databases at GenomeNet. Nucleic Acids Res. 30:2002;42-46.
4. Stindl A., Keller U. The initiation of peptide formation in the biosynthesis of actinomycin. J. Biol. Chem. 268:1993;10612-10620.
5. Dittmann J., Wenger R.M., Kleinkauf H., Lawen A. Mechanism of cyclosporin A biosynthesis. Evidence for synthesis via a single linear undecapeptide precursor. J. Biol. Chem. 269:1994;2841-2846.
6. Stachelhaus T., Huser A., Marahiel M.A. Biochemical characterizaiton of peptidyl carrier protein (PCP), the thiolation domain of multifunctional peptide synthetases. Chem. Biol. 3:1996;913-921.
7. Cane D.E., Walsh C.T. The parallel and convergent universes of polyketide synthases and nonribosomal peptide synthetases. Chem. Biol. 6:1999;R319-R325.
8. Benner S.A., Ellington A.D., Tauer A. Modern metabolism as a palimpsest of the RNA world. Proc. Natl. Acad. Sci. USA. 86:1989;7054-7058.
9. White H.B. Coenzymes as fossils of an earlier metabolic state. J. Mol. Evol. 7:1976;101-104.
10. White H.B. Evolution of Coenzymes and Origin of Pyridine Nucleotides. Everse J., Anderson B., Yu K.-S. The Pyridine Nucleotide Coenzymes. 1982;1-17 Academic Press, New York.
11. Gilbert W. The RNA world. Nature (Lond.). 319:1986;618.
12. Huang F., Bugg C.W., Yarus M. RNA-Catalyzed CoA, NAD, and FAD synthesis from phosphopantetheine, NMN, and FMN. Biochemistry. 39:2000;15548-15555.
13. Huang F., Yarus M. 5′-RNA self-capping from guanosine diphosphate. Biochemistry. 36:1997;6557-6563.
14. Huang F., Yarus M. Versatile 5′ phosphoryl coupling of small and large molecules to an RNA. Proc. Natl. Acad. Sci. USA. 94:1997;8965-8969.
15. Huang F. Efficient incorporation of CoA, NAD and FAD into RNA by in vitro transcription. Nucleic Acids Res. in press:2002.
16. Theissen G., Richter A., Lukacs N. Degree of biotinylation in nucleic acids estimated by a gel retardation assay. Anal. Biochem. 179:1989;98-105.
17. Pugh E.L., Wakil S.J. Studies on the mechanism of fatty acid synthesis. XIV. The prosthetic group of acyl carrier protein and the mode of its attachment to the protein. J. Biol. Chem. 240:1965;4727-4733.
18. Fersht A.R. Acyl-transfer reactions of amides and esters with alcohols and thiols. A reference system for the serine and cysteine proteinases. Concerning the N protonation of amides and amide-imidate equilibria. J. Am. Chem. Soc. 93:1971;3504-3515.
19. Jencks W.P. Physical and Chemical Data. Fasman G.D. Handbook of Biochemistry and Molecular Biology. 1976;296-304 CRC Press, Boca Raton, FL.
20. Sabeti P.C., Unrau P.J., Bartel D.P. Accessing rare activities from random RNA sequences. the importance of length of molecules in the starting pool Chem. Biol. 4:1997;767-774.
21. Jadhav V., Yarus M. Acyl-CoAs from coenzyme ribozymes. Biochemistry. 41:2002;723-729.
22. Marcel Y.L., Suzue G. Kinetic studies on the specificity of long chain acyl coenzyme A synthetase from rat liver microsomes. J. Biol. Chem. 247:1972;4433-4436.
23. Kameda K., Nunn W.D. Purification and characterization of acyl coenzyme A synthetase from Escherichia coli. J. Biol. Chem. 256:1981;5702-5707.
24. DeDuve C. Blueprint for a Cell. 1991;Neil Patterson Publishers, Burlington, NC.
25. DiGiulio M. The origin of protein synthesis. on some molecular fossils identified through comparison of protien sequences Biosystems. 39:1996;159-169.
26. Dowler M.J., Fuller W.D., Orgel L.E., Sanchez R.A. Prebiotic synthesis of propiolaldehyde and nicotinamide. Science. 169:1970;1320-1321.
27. Miller S.L., Schlesinger G. Prebiotic syntheses of vitamin coenzymes. I. cysteamine and 2-mercaptoethanesulfonic acid (coenzyme M) J. Mol. Evol. 36:1993;302-307.
28. Miller S.L., Schlesinger G. Prebiotic syntheses of vitamin coenzymes. II. Pantoic acid, pantethenic acid, and composition of coenzyme A J. Mol. Evol. 36:1993;308-314.
29. Keefe A.D., Newton G.L., Miller S.L. A possible prebiotic synthesis of pantetheine, a precursor to coenzyme A. Nature. 373:1995;683-685.
30. Berg P. The chemical synthesis of amino acyl adenylates. J. Biol. Chem. 233:1958;608-611.
31. Jencks W.P., Carriuolo J. Imidazole catalysis II. Acyl transfer and the reactions of acetyl imidazole with water and oxygen anions. J. Biol. Chem. 234:1959;1272-1279.
32. Jencks W.P., Carriuolo J. Imidazole catalysis III. General base catalysis and the reaction of acetl imidazole with thiols and amines. J. Biol. Chem. 234:1959;1280-1285.
33. Dunn J.J., Studier F.W. Complete nucleotide sequence of bacteriophage T7 DNA and the locations of T7 genetic elements. J. Mol. Biol. 166:1983;477-535.
34. Ciesiolka J., Illangasekare M., Majerfeld I., Nickles T., Welch M., Yarus M., Zinnen S. Affinity selection-amplification from randomized ribooligonucleotide pools. Methods Enzymol. 267:1996;315-335.
35. Chapman K., Szostak J. Isolation of a ribozyme with 5′-5′ ligase activity. Chem. Biol. 2:1995;325-333.