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Literature DB >> 11536772

Oligomerization of negatively-charged amino acids by carbonyldiimidazole.

Abstract

The carbonyldiimidazole-induced oligomerizations of aspartic acid, glutamic acid and O-phospho-serine are amongst the most efficient reported syntheses of biopolymers in aqueous solution. The dependence of the yields of products on the concentrations of reagents, the temperature and the enantiomeric composition of the substrate amino acids are reported. Catalysis by metal ions, particularly by Mg2+, is described. These reactions do not generate significant amounts of material in the size-range of several tens of residues that are thought to be needed for a polymer to function as a genetic material.

Entities: Chemical

Keywords: NASA Discipline Exobiology; Non-NASA Center

Mesh：

Substances：

Year: 1996 PMID： 11536772 DOI： 10.1007/bf01808219

Source DB: PubMed Journal: Orig Life Evol Biosph ISSN： 0169-6149 Impact factor: 1.950

6 in total

1. N,N'-carbonyldiimidazole-induced peptide formation in aqueous solution.

Authors: K W Ehler; L E Orgel
Journal: Biochim Biophys Acta Date: 1976-05-20

2. Selective emergence and survival of early polypeptides in water.

Authors: A Brack
Journal: Orig Life Evol Biosph Date: 1987 Impact factor: 1.950

3. Synthesis of long prebiotic oligomers on mineral surfaces.

Authors: J P Ferris; A R Hill; R Liu; L E Orgel
Journal: Nature Date: 1996-05-02 Impact factor: 49.962

4. Montmorillonite catalysis of RNA oligomer formation in aqueous solution. A model for the prebiotic formation of RNA.

Authors: J P Ferris; G Ertem
Journal: J Am Chem Soc Date: 1993 Impact factor: 15.419

5. Kinetic and mechanistic analysis of dinucleotide and oligonucleotide formation from the 5'-phosphorimidazolide of adenosine on Na(+)-montmorillonite.

Authors: K Kawamura; J P Ferris
Journal: J Am Chem Soc Date: 1994 Impact factor: 15.419

6. Catalysis of the oligomerization of O-phospho-serine, aspartic acid, or glutamic acid by cationic micelles.

Authors: C Bohler; A R Hill; L E Orgel
Journal: Orig Life Evol Biosph Date: 1996-02 Impact factor: 1.950

6 in total

8 in total

8. Spontaneous onset of homochirality in oligopeptide chains generated in the polymerization of N-carboxyanhydride amino acids in water.

Authors: Thomas H Hitz; Pier L Luisi
Journal: Orig Life Evol Biosph Date: 2004-02 Impact factor: 1.950

8 in total

Oligomerization of negatively-charged amino acids by carbonyldiimidazole.

1. N,N'-carbonyldiimidazole-induced peptide formation in aqueous solution.

2. Selective emergence and survival of early polypeptides in water.

3. Synthesis of long prebiotic oligomers on mineral surfaces.

4. Montmorillonite catalysis of RNA oligomer formation in aqueous solution. A model for the prebiotic formation of RNA.

5. Kinetic and mechanistic analysis of dinucleotide and oligonucleotide formation from the 5'-phosphorimidazolide of adenosine on Na(+)-montmorillonite.

6. Catalysis of the oligomerization of O-phospho-serine, aspartic acid, or glutamic acid by cationic micelles.

1. Oligomerization of L-gamma-carboxyglutamic acid.

2. Polymerization on the rocks: negatively-charged alpha-amino acids.

3. Peptide-formation on cysteine-containing peptide scaffolds.

4. Polymerization of beta-amino acids in aqueous solution.

5. Sodium chloride enhanced oligomerization of L-glutamic acid in aqueous solution.

6. Aqueous synthesis of peptide thioesters from amino acids and a thiol using 1,1'-carbonyldiimidazole.

7. Potassium ions are more effective than sodium ions in salt induced peptide formation.

8. Spontaneous onset of homochirality in oligopeptide chains generated in the polymerization of N-carboxyanhydride amino acids in water.