1956
DOI: 10.1039/jr9560001444
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293. Glycine peptides. Part II. The heat and entropy of formation of the peptide bond in polyglycine

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Cited by 43 publications
(11 citation statements)
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“…Using the free energy of hydrolysis of a dipeptide of ∼ 3.6 kcal/mole (Meggy 1956;Martin 1998), equilibria for amino acid dimerization can be estimated between 10 −2 and 5×10 −2 M −1 between 100°C and 300°C. Using the free energy of hydrolysis of a tripeptide of ∼ 2.5 kcal/ mole (Martin 1998), equilibria for amino acid elongation can be estimated between 2 and 0.13 M −1 between 100°C and 300°C, assuming there is no degradation of monomer during the approach to equilibrium.…”
Section: Discussionmentioning
confidence: 99%
See 1 more Smart Citation
“…Using the free energy of hydrolysis of a dipeptide of ∼ 3.6 kcal/mole (Meggy 1956;Martin 1998), equilibria for amino acid dimerization can be estimated between 10 −2 and 5×10 −2 M −1 between 100°C and 300°C. Using the free energy of hydrolysis of a tripeptide of ∼ 2.5 kcal/ mole (Martin 1998), equilibria for amino acid elongation can be estimated between 2 and 0.13 M −1 between 100°C and 300°C, assuming there is no degradation of monomer during the approach to equilibrium.…”
Section: Discussionmentioning
confidence: 99%
“…Based on what is known from physical organic chemistry this may be problematic. To form a peptide bond in water, considerable energy must be supplied (estimated as ∼ 2.5-3.6 kcal/ mole (Meggy 1956;Martin 1998), which could be provided by a high temperature environment. However, simultaneously competing hydrolytic decay of the reactant amino acids (White 1984) must be avoided.…”
Section: Introductionmentioning
confidence: 99%
“…Many of these experiments have been conducted at anhydrous conditions which strongly favor the dehydration reactions leading to peptide bond formation (Meggy, 1953(Meggy, , 1956Kovacs et aI., 1953;Kovacs and Konyers, 1954;Pavel, 1957a, 1957b;Fox et aI., 1957Fox et aI., , 1959Fox et aI., , 1963Harada, 1958, 1960;Harada and Fox, 1958, 1960Vegotsky et aI., 1958;Fox, 1963Fox, , 1964Fox, , 1965Rohlfing, 1967Rohlfing, , 1976Fox and Waehneldt, 1968;Rohlfing, 1972, 1974;Phillips and Melius, 1974;Snyder and Fox, 1975;Rohlfing and McAlhaney, 1976;Fouche and Rohlfing, 1976;Temussi et aI., 1976;Fox and Dose, 1977;Grote et aI., 1978;Kokufuta et aI., 1978;Lacey et aI., 1979;Harada and Matsuyama, 1979;Hartmann et aI., 1981;Fox and Nakashima, 1981; among others). None of these results can be applied directly to hydrothermal systems because of the anhydrous nature of the experiments.…”
Section: Thermal Polymerizationmentioning
confidence: 99%
“…The general problem of peptide formation from amino acids is the thermodynamically and kinetically unfavorable process of dehydration (Meggy, 1956). To overcome the thermodynamic barrier, a variety of catalysts and external energy are necessary: a catalyst can decrease the activation energy of chemical reaction and the external energy may promote cross-condensation or self-condensation reaction of amino acids.…”
Section: Introductionmentioning
confidence: 99%