Polypeptide Formation from Asparagine-Containing Dipeptides in Aqueous Solution upon Heating

Munegumi, Toratane; Suzuki, Naoki; Tanikawa, Naoya; Harada, Kaoru

doi:10.1246/cl.1992.1679

Chemistry Letters

1992

DOI: 10.1246/cl.1992.1679

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Polypeptide Formation from Asparagine-Containing Dipeptides in Aqueous Solution upon Heating

Toratane Munegumi¹,

Naoki Suzuki²,

Naoya Tanikawa³

et al.

Abstract: Heating the aqueous solutions of asparagine-containing dipeptides in which asparagine locates at their C-terminal gave sequential polypeptides having the molecular weight up to 3000–5000.

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Cited by 3 publications

References 7 publications

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Polycondensation of Asparagine-comprising Dipeptides in Aqueous Media-A Simulation of Polypeptide Formation in Primordial Earth Hydrosphere

Munegumi

Tanikawa

2017

Orig Life Evol Biosph

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Asparagine and aspartic acid might have mutually transformed in the primordial hydrosphere of the earth, if ammonia and aspartic acid had existed in equilibrium. These amino acids seem to contribute to polypeptides, while the simple amino acids glycine and alanine easily form cyclic dipeptides and do not achieve long peptide chains. Asparagine-comprising dipeptides contribute some kinds of activation forms of dipeptides because these can polymerize faster than asparagine only. The new finding of polypeptide formation suggests a pathway of sequential polypeptides to evolve a diversity of polypeptides.

show abstract

Polycondensation of Asparagine-comprising Dipeptides in Aqueous Media-A Simulation of Polypeptide Formation in Primordial Earth Hydrosphere

Munegumi

Tanikawa

2017

Orig Life Evol Biosph

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show abstract

Phosphoryl Promotion and Differentiation Effect on Amino Acids and Prebiotic Synthesis of Protein

Zhao

Sha

et al. 1995

Phosphorus, Sulfur, and Silicon and the Related Elements

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Chemical Evolution of Simple Amino Acids to Asparagine under Discharge onto the Primitive Hydrosphere: Simulation Experiments Using Contact Glow Discharge

Munegumi

2014

Bulletin of the Chemical Society of Japan

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Asparagine is an important amino acid for abiotic polypeptide synthesis. In simulation experiments, it was obtained in 3.0% yield (based on the amount of consumed alanine) from alanine (100 mM) and formamide (200 mM) by contact glow discharge (Harada discharge) onto aqueous solutions. The present results suggest that asparagine could be abiotically synthesized from simple amino acids under possible primitive earth conditions.

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Polypeptide Formation from Asparagine-Containing Dipeptides in Aqueous Solution upon Heating

Abstract: Heating the aqueous solutions of asparagine-containing dipeptides in which asparagine locates at their C-terminal gave sequential polypeptides having the molecular weight up to 3000–5000.

Cited by 3 publications

References 7 publications

Polycondensation of Asparagine-comprising Dipeptides in Aqueous Media-A Simulation of Polypeptide Formation in Primordial Earth Hydrosphere

Polycondensation of Asparagine-comprising Dipeptides in Aqueous Media-A Simulation of Polypeptide Formation in Primordial Earth Hydrosphere

Phosphoryl Promotion and Differentiation Effect on Amino Acids and Prebiotic Synthesis of Protein

Chemical Evolution of Simple Amino Acids to Asparagine under Discharge onto the Primitive Hydrosphere: Simulation Experiments Using Contact Glow Discharge

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