Kinetic fractionation of stable carbon and nitrogen isotopes during peptide bond hydrolysis: Experimental evidence and geochemical implications

Chemical Geology: Isotope Geoscience section - Tập 101 - Trang 211-221 - 1992
J.A. Silfer1, M.H. Engel1, S.A. Macko2
1School of Geology and Geophysics, University of Oklahoma, 100 East Boyd Street, Norman, OK 73019, USA
2Department of Environmental Sciences University of Virginia, Charlottesville, VA 22903, USA

Tài liệu tham khảo

Bada, 1989, Isotopic fractionation during peptide bond hydrolysis, Geochim. Cosmochim. Acta, 53, 3337, 10.1016/0016-7037(89)90114-2 DeNiro, 1985, Post mortem preservation and alteration of in vivo bone collagen isotope ratios in relation to paleodietary reconstruction, Nature (London), 317, 806, 10.1038/317806a0 DeNiro, 1988, Organic matter within crystalline aggregates of hydroxypatite: A new substrate for stable isotopic and possibly other biogeochemical analyses of bone, Geochim. Cosmochim. Acta, 52, 2415, 10.1016/0016-7037(88)90298-0 DeNiro, 1988, Chemical, enzymatic and spectroscopic characterization of “collagen” and other organic fractions from prehistoric bones, Geochim. Cosmochim. Acta, 52, 2197, 10.1016/0016-7037(88)90122-6 DeNiro, 1988, Use of collagenase to purify collagen from prehistoric bones for stable isotopic analysis, Geochim. Cosmochim. Acta, 52, 2425, 10.1016/0016-7037(88)90299-2 Engel, 1984, Separation of amino acid enantiomers by high performance liquid chromatography for stable nitrogen and carbon isotopic analyses, Anal. Chem., 56, 2598, 10.1021/ac00277a075 Engel, 1986, Stable isotope evaluation of the origins of amino acids in fossils, Nature (London), 323, 531, 10.1038/323531a0 Hare, 1974, Amino acid dating of bone — the influence of water, Carnegie Inst. Washington Yearbk., 73, 576 Hare, 1980, Organic geochemistry of bone and its relation to the survival of bone in the natural environment, 208 Hill, 1965, Hydrolysis of proteins, Adv. Prot. Chem., 20, 37, 10.1016/S0065-3233(08)60388-5 Hirs, 1954, The chromatography of amino acids on ion exchanges resins: Use of volatile acids for elution, J. Am. Chem. Soc., 76, 6063, 10.1021/ja01652a059 Hoering, 1957, The isotopic composition of the ammonia and nitrate in rain, Geochim. Cosmochim. Acta, 12, 97, 10.1016/0016-7037(57)90021-2 Kimber, 1987, Further evidence of the complexity of the racemization process in fossil shells with implications for amino acid racemization dating, Geochim. Cosmochim. Acta, 51, 839, 10.1016/0016-7037(87)90097-4 Kimber, 1986, Amino acid racemization dating: Evidence of apparent reversal in aspartic acid racemization with time in shells ofOstrea, Geochim. Cosmochim. Acta, 50, 1159, 10.1016/0016-7037(86)90398-4 Kriausakul, 1978, Isoleucine epimerization in peptides and proteins: Kinetic factors and application to fossil proteins, Science, 201, 1011, 10.1126/science.201.4360.1011 Kriausakul, 1980, Some factors affecting the epimerization of isoleucine in peptides and proteins, 283 Macko, 1991, Assessment of indigeneity in fossil organic matter: Amino acids and stable isotopes, Philos. Trans. R. Soc. London, Ser. B, 333, 367, 10.1098/rstb.1991.0086 Macko, 1982, Nitrogen and carbon isotope fractionation by two species of marine amphipods: Laboratory and field studies, J. Exp. Mar. Biol. Ecol., 63, 45, 10.1016/0022-0981(82)90028-4 Macko, 1987, Isotopic fractionation of nitrogen and carbon in the synthesis of amino acids by microorganisms, Chem. Geol., 65, 79, 10.1016/0168-9622(87)90064-9 Mariotti, 1981, Experimental determination of nitrogen kinetic isotope fractionation: Some principles, illustration for the denitrification and nitrification processes, Plant Soil, 62, 413, 10.1007/BF02374138 Masters, 1987, Preferential preservation of noncollagenous protein during bone diagenesis: Implications for chronometric and stable isotopic measurements, Geochim. Cosmochim. Acta, 51, 3209, 10.1016/0016-7037(87)90129-3 Minagawa, 1984, Stepwise enrichment of15N along food chains: Further evidence and the relation between δ15N and animal age, Geochim. Cosmochim. Acta, 48, 1135, 10.1016/0016-7037(84)90204-7 Mitterer, 1984, Comparison of rates and degrees of isoleucine epimerization in dipeptides and tripeptides, Org. Geochem., 7, 91, 10.1016/0146-6380(84)90140-2 Nelson, 1986, Effects of diagenesis on strontium, carbon, nitrogen and oxygen concentration and isotopic composition of bone, Geochim. Cosmochim. Acta, 50, 1941, 10.1016/0016-7037(86)90250-4 O'Leary, 1972, Nitrogen isotope effects on the chymotrypsin-catalyzed hydrolysis of N-acettyl-L-tryptophanamide, J. Am. Chem. Soc., 94, 3585, 10.1021/ja00765a055 O'Leary, 1979, Heavy-atom isotope effects on the alkaline hydrolysis and hydrazinolysis of methyl benzoate, J. Am. Chem. Soc., 101, 3300, 10.1021/ja00506a027 Ostrom, 1990, Geochemical characterization of high molecular weight material isolated from late Cretaceous fossils, Org. Geochim., 16, 1139, 10.1016/0146-6380(90)90149-T Partridge, 1950, Preferential release of aspartic acid during the hydrolysis of proteins, Nature (London), 165, 62, 10.1038/165062a0 Price, 1989, The Chemistry of Prehistoric Bone, 291 Serban, 1988, The distribution, stereochemistry and stable isotopic composition of amino acid constituents of fossil and modern mollusk shells, Org. Geochem., 13, 1123, 10.1016/0146-6380(88)90298-7 Silfer, 1991, Stable carbon isotope analysis of amino acid enantiomers by conventional isotope ratio mass spectrometry and combined gas chromatography/isotope ratio mass spectrometry, Anal. Chem., 63, 370, 10.1021/ac00004a014 Smith, 1987, First order rate constants for the racemization of each component in a mixture of isomeric dipeptides and their diketopiperazines, J. Org. Chem., 52, 2248, 10.1021/jo00387a027 Smith, 1986, Neighboring residue effects: Evidence for intramolecular assistance to racemization or epimerization of dipeptide residues, J. Am. Chem. Soc., 108, 7327, 10.1021/ja00283a031 Stacey, 1952, Isotope effects in the thermal deammonation of phthalamide, Can. J. Chem., 30, 135, 10.1139/v52-019 Steinberg, 1983, Peptide decomposition in the neutral pH region via the formation of diketopiperazines, J. Org. Chem., 48, 2295, 10.1021/jo00161a036 Tuross, 1988, Variability in the preservation of the isotopic composition of collagen from fossil bone, Geochim. Cosmochim. Acta, 52, 929, 10.1016/0016-7037(88)90364-X