Aminoacylation of Synthetic DNAs Corresponding to Escherichia coli Phenylalanine and Lysine tRNAs
10.1126/science.2455342
Crossref journal-article
American Association for the Advancement of Science (AAAS)
Science (221)
Abstract

Synthetic DNA oligomers (tDNAs) corresponding to Escherichia coli tRNA Phe or tRNA Lys have been synthesized with either deoxythymidine (dT) or deoxyuridine (dU) substituted in the positions occupied by ribouridine or its derivatives. The tDNAs inhibited the aminoacylation of their respective tRNAs with their cognate amino acids, but not the aminoacylation of tRNA Leu with Leu. In the presence of aminoacyl-tRNA synthetase, species of both a tDNA Phe synthesized with a 3′ terminal riboadenosine and a tDNA Lys containing only deoxynucleotides could be aminoacylated with the appropriate amino acids, although the Michaelis constant K m and observed maximal rate V max values for aminoacylation were increased by three- to fourfold and decreased by two- to threefold, respectively. The aminoacylation of synthetic tDNAs demonstrates that the ribose backbone of a tRNA is not absolutely required for tRNA aminoacylation.

Bibliography

Khan, A. S., & Roe, B. A. (1988). Aminoacylation of Synthetic DNAs Corresponding to Escherichia coli Phenylalanine and Lysine tRNAs. Science, 241(4861), 74–79.

Authors 2
  1. Akbar S. Khan (first)
  2. Bruce A. Roe (additional)
References 45 Referenced 32
  1. ADAMS, S.P., HINDERED DIALKYLAMINO NUCLEOSIDE PHOSPHITE REAGENTS IN THE SYNTHESIS OF 2 DNA 51-MERS, JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 105: 661 (1983). (10.1021/ja00341a078) / JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (1983)
  2. AKERS, G.K., ANN REV BIOCH 54: 597 (1985). (10.1146/annurev.bi.54.070185.003121) / ANN REV BIOCH (1985)
  3. BARRELL, B.G., SEQUENCE OF PHENYLALANINE TRNA FROM E COLI, FEBS LETTERS 3: 275 (1969). (10.1016/0014-5793(69)80157-2) / FEBS LETTERS (1969)
  4. BINSTEIN, M, BIOCHEMISTRY 14: 4185 (1975). (10.1021/bi00690a006) / BIOCHEMISTRY (1975)
  5. CARUTHERS, M.H., NUCLEIC-ACID SYNTHESIS AND APPLICATIONS TO MOLECULAR-BIOLOGY, CHEMICA SCRIPTA 26: 25 (1986). / CHEMICA SCRIPTA (1986)
  6. CHAKRABURTTY, K, PRIMARY STRUCTURE OF TRANSFER-RNA LYS OF E-COLI-B, NUCLEIC ACIDS RESEARCH 2: 2069 (1975). (10.1093/nar/2.11.2069) / NUCLEIC ACIDS RESEARCH (1975)
  7. CHINAULT, A.C., INITIAL POSITION OF AMINOACYLATION OF INDIVIDUAL ESCHERICHIA-COLI, YEAST, AND CALF LIVER TRANSFER-RNAS, BIOCHEMISTRY 16: 766 (1977). (10.1021/bi00623a031) / BIOCHEMISTRY (1977)
  8. Dahlberg, J. E., Nucleic Acid-Protein Recognition: 325 (1977). / Nucleic Acid-Protein Recognition (1977)
  9. 10.1126/science.7071593
  10. EADIE, J.S., GUANINE MODIFICATION DURING CHEMICAL DNA-SYNTHESIS, NUCLEIC ACIDS RESEARCH 15: 8333 (1987). (10.1093/nar/15.20.8333) / NUCLEIC ACIDS RESEARCH (1987)
  11. GAU, X, NUCLEIC ACIDS RES 13: 573 (1984). / NUCLEIC ACIDS RES (1984)
  12. GINIGER, E, SPECIFIC DNA-BINDING OF GAL4, A POSITIVE REGULATORY PROTEIN OF YEAST, CELL 40: 767 (1985). (10.1016/0092-8674(85)90336-8) / CELL (1985)
  13. GOLDMAN, E, SPECIFICITY OF CODON RECOGNITION BY ESCHERICHIA-COLI TRANSFER-RNA LEU ISOACCEPTING SPECIES DETERMINED BY PROTEIN-SYNTHESIS INVITRO DIRECTED BY PHAGE RNA, JOURNAL OF MOLECULAR BIOLOGY 129: 567 (1979). (10.1016/0022-2836(79)90469-8) / JOURNAL OF MOLECULAR BIOLOGY (1979)
  14. HECHT, S.M., POSITION OF AMINOACYLATION OF INDIVIDUAL ESCHERICHIA-COLI AND YEAST TRANSFER-RNAS, PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA 73: 405 (1976). / PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA (1976)
  15. IGLOI, G.L., HYDROLYTIC ACTION OF AMINOACYL-TRNA SYNTHETASES FROM BAKERS-YEAST - CHEMICAL PROOFREADING OF THR-T-RNA-VAL BY VALYL-T-RNA SYNTHETASE STUDIED WITH MODIFIED T-RNA-VAL AND AMINO-ACID ANALOGS, BIOCHEMISTRY 16: 1696 (1977). (10.1021/bi00627a027) / BIOCHEMISTRY (1977)
  16. JACK, A, CRYSTALLOGRAPHIC REFINEMENT OF YEAST PHENYLALANINE TRANSFER-RNA AT 2.5A RESOLUTION, JOURNAL OF MOLECULAR BIOLOGY 108: 619 (1976). (10.1016/S0022-2836(76)80109-X) / JOURNAL OF MOLECULAR BIOLOGY (1976)
  17. KHAN A.S. unpublished data.
  18. 10.1126/science.185.4149.435
  19. LAM, SSM, EQUILIBRIUM MEASUREMENTS OF COGNATE AND NONCOGNATE INTERACTIONS BETWEEN AMINOACYL TRANSFER-RNA SYNTHETASES AND TRANSFER-RNA, BIOCHEMISTRY 14: 2775 (1975). (10.1021/bi00683a034) / BIOCHEMISTRY (1975)
  20. Ma, D. P., Biochemistry of S-Adenosyl-L-Methionine and Reated Compounds: 385 (1982). / Biochemistry of S-Adenosyl-L-Methionine and Reated Compounds (1982)
  21. MCBRIDE, L.J., AMIDINE PROTECTING GROUPS FOR OLIGONUCLEOTIDE SYNTHESIS .16., JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 108: 2040 (1986). (10.1021/ja00268a052) / JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (1986)
  22. MCBRIDE, L.J., BASE MODIFICATION AND THE PHOSPHORAMIDITE APPROACH, NUCLEOSIDES & NUCLEOTIDES 6: 297 (1987). (10.1080/07328318708056208) / NUCLEOSIDES & NUCLEOTIDES (1987)
  23. NEWMAN, A.J., MOLECULAR CONSEQUENCES OF SPECIFIC INTRON MUTATIONS ON YEAST MESSENGER-RNA SPLICING INVIVO AND INVITRO, CELL 42: 335 (1985). (10.1016/S0092-8674(85)80129-X) / CELL (1985)
  24. Nishimura, S., Transfer RNA Structure, Properties and Recognition: 59 (1979). / Transfer RNA Structure, Properties and Recognition (1979)
  25. PON, R.T., NECESSARY PROTECTION OF THE O-6-POSITION OF GUANINE DURING THE SOLID-PHASE SYNTHESIS OF OLIGONUCLEOTIDES BY THE PHOSPHORAMIDITE APPROACH, TETRAHEDRON LETTERS 26: 2525 (1985). (10.1016/S0040-4039(00)98827-0) / TETRAHEDRON LETTERS (1985)
  26. QUIGLEY, G.J., STRUCTURAL-ANALYSIS OF SPERMINE AND MAGNESIUM-ION BINDING TO YEAST PHENYLALANINE TRANSFER-RNA, PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA 75: 64 (1978). / PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA (1978)
  27. ROE, B, KINETICS OF HOMOLOGOUS AND HETEROLOGOUS AMINOACYLATION WITH YEAST PHENYLALANYL TRANSFER RIBONUCLEIC-ACID SYNTHETASE, BIOCHEMISTRY 12: 4146 (1973). (10.1021/bi00745a018) / BIOCHEMISTRY (1973)
  28. ROE, B, ISOLATION AND SEQUENCE ANALYSIS OF TRANSFER-RNA - USE OF PLASKON CHROMATOGRAPHY (RPC-5), BIOCHIMICA ET BIOPHYSICA ACTA 319: 25 (1973). (10.1016/0005-2787(73)90037-3) / BIOCHIMICA ET BIOPHYSICA ACTA (1973)
  29. ROE, B, NATURE-NEW BIOLOGY 246: 135 (1973). (10.1038/newbio246135a0) / NATURE-NEW BIOLOGY (1973)
  30. ROE, B.A., STUDIES ON HUMAN TRANSFER-RNA .1. RAPID, LARGE-SCALE ISOLATION AND PARTIAL FRACTIONATION OF PLACENTA AND LIVER TRANSFER-RNA, NUCLEIC ACIDS RESEARCH 2: 21 (1975). (10.1093/nar/2.1.21) / NUCLEIC ACIDS RESEARCH (1975)
  31. ROE, B.A., ROLE OF RIBOTHYMIDINE IN MAMMALIAN TRANSFER-RNA-PHE - (MAMMALIAN PROTEIN-SYNTHESIS), PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA 74: 3696 (1977). / PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA (1977)
  32. SANGER, F, CLONING IN SINGLE-STRANDED BACTERIOPHAGE AS AN AID TO RAPID DNA SEQUENCING, JOURNAL OF MOLECULAR BIOLOGY 143: 161 (1980). (10.1016/0022-2836(80)90196-5) / JOURNAL OF MOLECULAR BIOLOGY (1980)
  33. SCHIMMEL, P, AMINOACYL TRANSFER-RNA SYNTHETASES - GENERAL SCHEME OF STRUCTURE-FUNCTION-RELATIONSHIPS IN THE POLYPEPTIDES AND RECOGNITION OF TRANSFER-RNAS, ANNUAL REVIEW OF BIOCHEMISTRY 56: 125 (1987). (10.1146/annurev.bi.56.070187.001013) / ANNUAL REVIEW OF BIOCHEMISTRY (1987)
  34. SCHIMMEL, P.R., AMINOACYL TRANSFER RNA-SYNTHETASES - GENERAL FEATURES AND RECOGNITION OF TRANSFER-RNAS, ANNUAL REVIEW OF BIOCHEMISTRY 48: 601 (1979). (10.1146/annurev.bi.48.070179.003125) / ANNUAL REVIEW OF BIOCHEMISTRY (1979)
  35. SCHWARTZ, I, MOLECULAR-CLONING AND SEQUENCING OF PHEU, A GENE FOR ESCHERICHIA-COLI TRANSFER RNAPHE, NUCLEIC ACIDS RESEARCH 11: 4379 (1983). (10.1093/nar/11.13.4379) / NUCLEIC ACIDS RESEARCH (1983)
  36. SINHA, N.D., POLYMER SUPPORT OLIGONUCLEOTIDE SYNTHESIS .18. USE OF BETA-CYANOETHYL-N,N-DIALKYLAMINO-/N-MORPHOLINO PHOSPHORAMIDITE OF DEOXYNUCLEOSIDES FOR THE SYNTHESIS OF DNA FRAGMENTS SIMPLIFYING DEPROTECTION AND ISOLATION OF THE FINAL PRODUCT, NUCLEIC ACIDS RESEARCH 12: 4539 (1984). (10.1093/nar/12.11.4539) / NUCLEIC ACIDS RESEARCH (1984)
  37. SPRINZL, M, IN-VITRO INCORPORATION OF 2'-DEOXYADENOSINE AND 3'-DEOXYADENOSINE INTO YEAST TRANSFER-RNA PHE USING TRANSFER-RNA NUCLEOTIDYL TRANSFERASE, AND PROPERTIES OF TRANSFER-RNA PHE -C-C-2=DA AND TRANSFER-RNA PHE-C-C-3'DA, BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS 51: 881 (1973). (10.1016/0006-291X(73)90009-0) / BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS (1973)
  38. SPRINZL, M, SITE OF AMINOACYLATION OF TRANSFER-RNAS FROM ESCHERICHIA-COLI WITH RESPECT TO 2'-HYDROXYL GROUP OR 3'-HYDROXYL GROUP OF TERMINAL ADENOSINE, PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA 72: 3049 (1975). / PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA (1975)
  39. STEINMETZKAYNE, M, PROTON NUCLEAR MAGNETIC-RESONANCE STUDY OF EFFECT OF PH ON TRANSFER-RNA STRUCTURE, BIOCHEMISTRY 16: 2064 (1977). (10.1021/bi00629a003) / BIOCHEMISTRY (1977)
  40. SUNDARALINGAM, M, INTERNATIONAL JOURNAL OF QUANTUM CHEMISTRY 24 10: 301 (1983). / INTERNATIONAL JOURNAL OF QUANTUM CHEMISTRY (1983)
  41. WILSON, R.K., NUCLEOTIDE-SEQUENCE OF PHEW - A 3RD GENE FOR ESCHERICHIA-COLI TRANSFER RNAPHE, NUCLEIC ACIDS RESEARCH 14: 5937 (1986). (10.1093/nar/14.14.5937) / NUCLEIC ACIDS RESEARCH (1986)
  42. WOO, N.H., NATURE 286: 364 (1980). (10.1038/286364a0) / NATURE (1980)
  43. YARUS, M, WHY DO ORGANIC-SOLVENTS ENHANCE MISTAKES IN AMINOACYL TRANSFER-RNA SYNTHESIS, ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS 174: 350 (1976). (10.1016/0003-9861(76)90355-6) / ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS (1976)
  44. YOSHIMURA, M, IDENTIFICATION OF TRANSFER-RNA SUPPRESSORS IN ESCHERICHIA-COLI .3. OCHRE SUPPRESSORS OF LYSINE TRANSFER-RNA, JOURNAL OF MOLECULAR BIOLOGY 177: 609 (1984). (10.1016/0022-2836(84)90040-8) / JOURNAL OF MOLECULAR BIOLOGY (1984)
  45. ZARLING, D.A., CYTOPLASMIC Z-RNA, PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA 84: 6117 (1987). / PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA (1987)
Dates
Type When
Created 18 years, 10 months ago (Oct. 5, 2006, 5:21 p.m.)
Deposited 1 year, 7 months ago (Jan. 12, 2024, 10:28 a.m.)
Indexed 1 year, 7 months ago (Jan. 12, 2024, 7:10 p.m.)
Issued 37 years, 1 month ago (July 1, 1988)
Published 37 years, 1 month ago (July 1, 1988)
Published Print 37 years, 1 month ago (July 1, 1988)
Funders 0

None

@article{Khan_1988, title={Aminoacylation of Synthetic DNAs Corresponding to Escherichia coli Phenylalanine and Lysine tRNAs}, volume={241}, ISSN={1095-9203}, url={http://dx.doi.org/10.1126/science.2455342}, DOI={10.1126/science.2455342}, number={4861}, journal={Science}, publisher={American Association for the Advancement of Science (AAAS)}, author={Khan, Akbar S. and Roe, Bruce A.}, year={1988}, month=jul, pages={74–79} }