Summary
We have synthesized and studied the properties of phosphoanhydrides of alanine with guanosine monophosphate, uridine monophosphate, and adenosine monophosphate. This series of compounds allowed us to investigate the specificity of peptide bond formation in a reaction that could have taken place on the prebiotic earth. We asked whether the intrinsic reactivity of the amino acids, the nature of the nucleotide in the anhydride, or the complementary polynucleotide template influences the specificity of the peptide synthesis reaction. We observed that the differential reactivity of the amino acids results in nearest-neighbor preferences during the peptide synthesis, whereas the nature of the nucleotides and the presence of complementary polynucleotides had no influence on the specificity. These results suggest that some peptides would have been more abundant than others on the prebiotic earth and have implications for the study of the origins of the genetic code and protein synthesis.
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References
Armstrong DW, Seguin R, McNeal CJ, Macfarlane RD, Fendler JH (1978) Spontaneous polypeptide formation from amino acyl adenylates in surfactant aggregates. J Am Chem Soc 100: 4605–4606
Armstrong DW, Seguin R, Saburi M, Fendler JH (1979) Synthesis of amino acyl adenylates usingtert-butoxycarbonyl protecting group. J Mol Evol 13:103–113
Benson JR, Hare E, (1975)o-Pthalaldehyde: fluorogenic detection of primary amines in the picomole range, comparison with fluorescamine and ninhydrin. Proc Natl Acad Sci USA 72:619–622
Bridson PK, Orgel LE (1980) Catalysis of accurate poly(C)-directed synthesis of 3′-5′-linked oligonucleotides by Zn2+. J Mol Biol 144:567–577
Cairns-smith AG (1982) The genetic takeover and mineral origins of life. Cambridge University Press, Cambridge
Crick FHC, Brenner S, Klug A, Pieczenik G (1976) A speculation on the origin of protein synthesis. Origins Life 7:389–397
Dyson F (1985) Origin of life. Cambridge University Press, Cambridge
Eigen M, Shuster P (1977) The hypercycle, a principle of natural self-organization, part A: emergence of the hypercycle. Naturwissenschaften 64:541–565
Fox SW (1980) Life from an orderly cosmos. Naturwissenschaften 67:576–581
Gomori G (1955) Preparation of buffers for use in enzyme studies. Methods Enzymol 1:138–146
Hopfield JJ (1978) Origin of the genetic code: a testable hypothesis based on tRNA structure, sequence and kinetic proofreading. Proc Natl Acad Sci USA 75:4334–4338
Howard FB, Frazier J, Singer MF, Miles HT (1966) Helix formation between polyribonucleotides and purines, purine nucleosides and nucleotides. J Mol Biol 16:415–439
Joyce GF, Inoue T, Orgel LE (1984) Non-enzymatic template directed synthesis on RNA random copolymers, poly(C,U) templates. J Mol Biol 176:279–306
Katchalsky A, Ailam G (1967) Polycondensation of amino acid phosphoanhydrides, I. Theoretical. Biochim Biophys Acta 140: 1–13
Khaled MA, Mullins DW, Lacey JC Jr (1984) Binding constants of phenylalanine for the four mononucleotides. J Mol Evol 20:66–70
Kuhn H, Waser J (1982) Evolution of early mechanisms of translation of genetic information into polypeptides. Nature 298:585–586
Lacey JC Jr, Mullins DW (1983) Experimental studies related to the origin of the genetic code and the process of protein synthesis. Origins Life 13:1–42
Lacey JC Jr, Weber AL, White WE Jr (1975) A model for the coevolution of the genetic code and the process of protein synthesis, review and assessment. Origins Life 6:273–283
Lacey JC Jr, Senaratne N, Mullins DW (1984) Hydrolytic properties of phenylalanyl and N-acetylphenylalanyl adenylate anhydrides. Origins Life 15:45–54
Lewinsohn R, Paecht-Horowitz M, Katchalsky A (1967) Polycondensation of amino acid phosphoanhydrides, III. Polycondensation of alanyl adenylate. Biochim Biophys Acta 140: 24–36
Lipmann F, Tuttle LC (1945) A specific micromethod for the determination of acyl phosphate. J Biol Chem 159:21–28
Miles HT, Frazier J (1982) Infrared study of G.C complex formation in template dependent oligo(G) synthesis. J Mol Biol 162:219–230
Moldave K, Castelfranco P, Meister A (1959) The synthesis and some properties of amino acyl adenylates. J Biol Chem 234:841–848
Mullins DW, Lacey JC Jr (1981) Factors influencing the rate of non-enzymatic activation of carboxalic and amino acids by ATP. In: Wolman Y (ed) Origin of life. Rediel Publishing, London, pp 209–215
Nakashima T, Jungck JR, Fox SW, Lederer E, Das BC (1977) A test for randomness in peptides isolated from a thermal polyamino acid. Int J Quantum Chem, Quantum Biol Symp 4:65–72
Paecht-Horowitz M, Katchalsky A (1967) Polycondensation of amino acid phosphoanhydrides. II. Polymerization of phosphoanhydrides of proline adenylates at constant concentration. Biochim Biophys Acta 140:14–23
Paecht-Horowitz M, Berger J, Katchalsky A (1970) Prebiotic synthesis of polypeptides by heterogenous polycondensation of amino acid adenylates. Nature 228:636–639
Schimmel PR, Soll D (1979) Aminoacyl transfer RNA synthetases: general features and recognition features of tRNAs. Annu Rev Biochem 48:601–648
Senaratne N (1986) Direct interactions between amino acids and nucleotides as a possible explanation for the origin of genetic code. PhD dissertation, University of Maryland, College Park
Tyagi S (1981) Origin of translation: the hypothesis of permanently attached adapters. Origins Life 11:343–351
Tyagi S (1987) An inquiry into prebiotic peptide synthesis. PhD dissertation, University of Maryland, College Park
Tyagi S, Ponnamperuma C (1990) A study of peptide synthesis by amino acyl nucleotide anhydrides in the presence of complementary homopolynucleotides. In: Eirich F, Ponnamperuma C (eds) Prebiological self-organization of matter. A. Deepak Publishing, Hampton, Virginia, pp 197–210
Weiner AM, Maizels N (1987) tRNA-like structures tag the 3′ ends of genomic RNA molecules for replication: implications for the origin of protein synthesis. Proc Natl Acad Sci USA 84:7383–7387
Yarus M (1988) A specific amino acid binding site composed of RNA. Science 240:1751–1758
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Tyagi, S., Ponnamperuma, C. Nonrandomness in prebiotic peptide synthesis. J Mol Evol 30, 391–399 (1990). https://doi.org/10.1007/BF02101111
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DOI: https://doi.org/10.1007/BF02101111