Cited by 98Astro and Planetary ScienceOrigins and Evolution of LifePlanetary Science and Exploration

The DOI matches its Crossref record; 28 of the 28 references it cites were found in a registry or an index.

Molecular Distribution of Monocarboxylic Acids in Asuka Carbonaceous Chondrites from Antarctica

Open access

Naraoka, Hiroshi, Shimoyama, Akira, Harada, Kaoru·1999·Origins of life and evolution of the biosphere

Open this paper in CoChat — free account Open PDF

Abstract

Molecular distribution of low-molecular-weight monocarboxylic acids was studied in three CM2 Asuka carbonaceous chondrites (A-881280, A-881334 and A-881458), which were recovered from Antarctica by the 29th Japanese Antarctic Research Expedition in 1988. GC and GC/MS analyses identified more than 30 monocarboxylic acids in A-881458, including aliphatic and aromatic acids with various structural isomers. Isomeric phenolic compounds were also identified. The aliphatic carboxylic acids have straight-chain structures having 2 to 12 carbon atoms (C2 to C12), and branched-chain structures (C4 to C9). The quantities of straight-chain acids decrease logarithmically with increasing carbon number. At the same carbon number, a straight-chain isomer is always predominant compared to branched-chain isomers. All of the 14 possible C4, C5 and C6 aliphatic monocarboxylic acids (not including optical isomers) have been identified, although all the isomers were not reported in Murchison and Y-791198 meteorites. Of the 17 possible isomeric C7 acids, at least 14 isomers were tentatively identified by mass spectra (EI and CI mode). At C8 or above, peaks of branched-chain isomers become obscure, probably due to the large number of isomers and small concentrations. Branched-chain monocarboxylic acids over C6 have never been reported in Muchison. Although occurrence of aliphatic acids are similar between A-881458 and Murchison at C4, C5 and C6 acids, a major difference is that A-881458 as well as Y-791198 have straight-chain predominance among isomers in contrast to Murchison being branched-chain predominant. In the case of isomeric aromatic compounds such as toluic acids and cresols, m-toluic acid and p-cresol are more abundant among their isomers, respectively. The molecular distribution may not reflect thermodynamic equilibrium but rather a kinetically controlled process for their formation mechanism. The other two CM2 chondrites (A-881280 and A-881334) were depleted in carboxylic acids in spite of similar carbon contents. The depletion is not due to weathering on ice, because the degrees of weathering are small and similar among the three chondrites. Probably those latter two chondrites may have been subjected to aqueous alteration or metamorphism on their meteorite parent bodies.

Integrity signals

Registry

Crossref · 10.1023/a:1006547127028

Cites

28 of 28 references verified0 citation errors · 0 not checkable

Statistics

Recomputing p-values needs the paper’s full text.

Claims the paper makes

We couldn’t retrieve this paper’s full text, so its claims and self-check weren’t run. The registry and citation checks still apply.

Claims other papers make about this one

Each is checked against this paper’s own text: does it say what the citing paper says it does?

The chemical thermodynamics of organic compounds
Stull, D. R., WESTRUM, E. F. J., & Sinke, G. C. (1969) · Medical Entomology and Zoology · Cited by 1,575
Carbon molecules, ions, and clusters
Weltner, W., & Zee, R. J. V. (1989) · Chemical Reviews · doi:10.1021/cr00098a005 · Cited by 840
Carbon, hydrogen and nitrogen in carbonaceous chondrites: Abundances and isotopic compositions in bulk samples
Kerridge, J. F. (1985) · Geochimica et Cosmochimica Acta · doi:10.1016/0016-7037(85)90141-3 · Cited by 434
Geochemical constraints on the origin of organic compounds in hydrothermal systems
Shock, E. L. (1990) · Origins of life and evolution of the biosphere · doi:10.1007/bf01808115 · Cited by 299
Carbon isotope composition of low molecular weight hydrocarbons and monocarboxylic acids from Murchison meteorite
Yuen, G. U., Blair, N. E., Marais, D. J. D., & Chang, S. (1984) · Nature · doi:10.1038/307252a0 · Cited by 295
Organic compounds in meteorites and their origins
Hayatsu, R., & Anders, E. (1981) · Topics in current chemistry · doi:10.1007/3-540-10920-x_13 · Cited by 263
Organic constituents of meteorites—a review
Hayes, J. M. (1967) · Geochimica et Cosmochimica Acta · doi:10.1016/0016-7037(67)90019-1 · Cited by 257
Unusual stable isotope ratios in amino acid and carboxylic acid extracts from the Murchison meteorite
Epstein, S., Krishnamurthy, R. V., Cronin, J. R., Pizzarello, S., & Yuen, G. U. (1987) · Nature · doi:10.1038/326477a0 · Cited by 218
Ice-core record of oceanic emissions of dimethylsulphide during the last climate cycle
Legrand, M., Feniet-Saigne, C., Sattzman, E. S., Germain, C., Barkov, N. I., & Petrov, V. N. (1991) · Nature · doi:10.1038/350144a0 · Cited by 214
Organic Acids in Hydrothermal Solutions; Standard Molal Thermodynamic Properties of Carboxylic Acids and Estimates of Dissociation Constants at High Temperatures and Pressures
Shock, E. L. (1995) · American Journal of Science · doi:10.2475/ajs.295.5.496 · Cited by 205

Show all 28 references

Research works printed but not linked: 8

Akai, J.: 1990, Proc. NIPR Symp. Antarct. Meteorites 3, 68.
Akai, J.: 1992, Proc. NIPR Symp. Antarct. Meteorites 5, 120.
Cronin, J. R., Pizzarello, S. and Cruikshank, D. P.: 1988, in Kerridge, J. F. and Matthews, M. S. (eds.), Meteorites and the Early Solar System, Univ. Arizona Press, p. 819.
Deamer, D.W., Mahon, E. H. and Bosco, G.: 1994, in Bengtson, S. (ed.), Early Life on Earth. Nobel Symposium No. 84. Columbia U. P., New York, p. 107.
Deines, P.: 1980, in Fritz, P. and Fontes, J. C. (eds.), Handbook of Environmental Isotope Geochemistry Vol. 1, Elsevier, p. 329.
Kojima, H., Ikeda, Y., and Yanai, K.: 1984, Mem. Natl Inst. Polar Res., Spec. Issue 35, 184.
Naraoka, H., Shimoyama, A. and Harada, K.: 1990, Abstr. 15th Symp. Antarct. Meteor. National Institute of Polar Research, Tokyo.
Yanai, K., Kojima, H. and Naraoka, H.: 1993, Proc. NIPR Symp. Antarct. Meteorites 6, 137.

Sorted by citations

Organic compounds in carbonaceous meteorites
Sephton, M. A. (2002) · Natural Product Reports · doi:10.1039/b103775g · Cited by 704
Coupled Growth and Division of Model Protocell Membranes
Zhu, T. F., & Szostak, J. W. (2009) · Journal of the American Chemical Society · doi:10.1021/ja900919c · Cited by 496
The Hot Spring Hypothesis for an Origin of Life
Damer, B., & Deamer, D. (2020) · Astrobiology · doi:10.1089/ast.2019.2045 · Cited by 478
“Amphiphilic compounds are present in carbonaceous meteorites and can assemble into membranous vesicles (Deamer, 1985; Deamer and Pashley, 1989; Naraoka et al., 1999; Deamer et al. 2002; Deamer and Dworkin, 2005).”
Background
Extraterrestrial nucleobases in the Murchison meteorite
Martins, Z., Botta, O., Fogel, M. L., Sephton, M. A., GLAVIN, D. P., Watson, J. S., Dworkin, J. P., Schwartz, A. W., & Ehrenfreund, P. (2008) · Earth and Planetary Science Letters · doi:10.1016/j.epsl.2008.03.026 · Cited by 418
The Nature and Distribution of the Organic Material in Carbonaceous Chondrites and Interplanetary Dust Particles
Pizzarello, S., Cooper, G. W., & Flynn, G. J. (2006) · University of Arizona Press eBooks · doi:10.2307/j.ctv1v7zdmm.36 · Cited by 385
Prebiotic Peptides: Molecular Hubs in the Origin of Life
Frenkel-Pinter, M., Samanta, M., Ashkenasy, G., & Leman, L. J. (2020) · Chemical Reviews · doi:10.1021/acs.chemrev.9b00664 · Cited by 354
Progress Toward Synthetic Cells
Blain, J. C., & Szostak, J. W. (2014) · Annual Review of Biochemistry · doi:10.1146/annurev-biochem-080411-124036 · Cited by 323
From self-assembled vesicles to protocells
Chen, I. A., & Walde, P. (2010) · Cold Spring Harbor Perspectives in Biology · doi:10.1101/cshperspect.a002170 · Cited by 256
The First Cell Membranes
Deamer, D., Dworkin, J. P., Sandford, S. A., Bernstein, M. P., & Allamandola, L. J. (2002) · Astrobiology · doi:10.1089/153110702762470482 · Cited by 270
A kinetic study of the growth of fatty acid vesicles
Chen, I. A., & Szostak, J. W. (2004) · Biophysical Journal · doi:10.1529/biophysj.104.039875 · Cited by 251
Soluble organic molecules in samples of the carbonaceous asteroid (162173) Ryugu
Naraoka, H., Takano, Y., Dworkin, J. P., Oba, Y., Hamase, K., Furusho, A., Ogawa, N. O., Hashiguchi, M., Fukushima, K., Aoki, D., et al. (2023) · Science · doi:10.1126/science.abn9033 · Cited by 241
Self-citation
Final Report on the Safety Assessment of Sodium p -Chloro- m -Cresol, p -Chloro- m -Cresol, Chlorothymol, Mixed Cresols, m -Cresol, o -Cresol, p -Cresol, Isopropyl Cresols, Thymol, o -Cymen-5-ol, and Carvacrol1
Andersen, A. (2006) · International Journal of Toxicology · doi:10.1080/10915810600716653 · Cited by 176
Expanding roles for diverse physical phenomena during the origin of life
Budin, I., & Szostak, J. W. (2010) · Annual Review of Biophysics · doi:10.1146/annurev.biophys.050708.133753 · Cited by 171
Molecular and compound-specific isotopic characterization of monocarboxylic acids in carbonaceous meteorites
Huang, Y., Wang, Y., Alexandre, M. R., Lee, T., Rose-Petruck, C., Fuller, M., & Pizzarello, S. (2005) · Geochimica et Cosmochimica Acta · doi:10.1016/j.gca.2004.07.030 · Cited by 150
Surfactant Assemblies and their Various Possible Roles for the Origin(S) of Life
Walde, P. (2006) · Origins of Life and Evolution of Biospheres · doi:10.1007/s11084-005-9004-3 · Cited by 138
Nucleobases bind to and stabilize aggregates of a prebiotic amphiphile, providing a viable mechanism for the emergence of protocells
Black, R. A., Blosser, M. C., Stottrup, B. L., Tavakley, R., Deamer, D. W., & Keller, S. L. (2013) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.1300963110 · Cited by 123
Chemical evolution of amphiphiles: Glycerol monoacyl derivatives stabilize plausible prebiotic membranes
Maurer, S. E., Deamer, D. W., Boncella, J. M., & Monnard, P.-A. (2009) · Astrobiology · doi:10.1089/ast.2009.0384 · Cited by 121
Lipids as Universal Biomarkers of Extraterrestrial Life
Georgiou, C. D., & Deamer, D. W. (2014) · Astrobiology · doi:10.1089/ast.2013.1134 · Cited by 130
Hydrothermal Chemistry and the Origin of Cellular Life
Deamer, D., Damer, B., & Kompanichenko, V. (2019) · Astrobiology · doi:10.1089/ast.2018.1979 · Cited by 110
Isotopic evidence from an Antarctic carbonaceous chondrite for two reaction pathways of extraterrestrial PAH formation
Naraoka, H., Shimoyama, A., & Harada, K. (2000) · Earth and Planetary Science Letters · doi:10.1016/s0012-821x(00)00316-2 · Cited by 100
Self-citation
The Search for Alien Life in Our Solar System: Strategies and Priorities
Shapiro, R., & Schulze‐Makuch, D. (2009) · Astrobiology · doi:10.1089/ast.2008.0281 · Cited by 98
Growth, replication and division enable evolution of coacervate protocells
Slootbeek, A. D., van Haren, M. H. I., Smokers, I. B. A., & Spruijt, E. (2022) · Chemical Communications · doi:10.1039/d2cc03541c · Cited by 97
Chemistry and Physics of Primitive Membranes
Deamer, D. W., & Dworkin, J. P. (2005) · Springer eBooks · doi:10.1007/b136806 · Cited by 97
Organic Chemistry of Carbonaceous Meteorites
Martins, Z. (2011) · Elements · doi:10.2113/gselements.7.1.35 · Cited by 81
Structural and Isotopic Analysis of Organic Matter in Carbonaceous Chondrites
Gilmour, I. (2003) · Elsevier eBooks · doi:10.1016/b0-08-043751-6/01146-4 · Cited by 78
Metabolism and motility in prebiotic structures
Hanczyc, M. M. (2011) · Philosophical Transactions of the Royal Society B Biological Sciences · doi:10.1098/rstb.2011.0141 · Cited by 66
Science Objectives for Flagship-Class Mission Concepts for the Search for Evidence of Life at Enceladus
MacKenzie, S., Neveu, M. F., Dávila, A. F., Lunine, J. I., Cable, M. L., Phillips-Lander, C. M., Eigenbrode, J. L., Waite, J. H., Craft, K. L., Hofgartner, J. D., et al. (2022) · Astrobiology · doi:10.1089/ast.2020.2425 · Cited by 62
Membranes and the Origin of Life: A Century of Conjecture
Deamer, D. W. (2016) · Journal of Molecular Evolution · doi:10.1007/s00239-016-9770-8 · Cited by 307
Free dicarboxylic and aromatic acids in the carbonaceous chondrites Murchison and Orgueil
Martins, Z., Watson, J. S., Sephton, M. A., Botta, O., Ehrenfreund, P., & Gilmour, I. (2006) · Meteoritics and Planetary Science · doi:10.1111/j.1945-5100.2006.tb00505.x · Cited by 53
Cometary Delivery of Hydrogen Cyanide to the Early Earth
Todd, Z. R., & Öberg, K. I. (2020) · Astrobiology · doi:10.1089/ast.2019.2187 · Cited by 56
A Self-Assembled Aggregate Composed of a Fatty Acid Membrane and the Building Blocks of Biological Polymers Provides a First Step in the Emergence of Protocells
Black, R., & Blosser, M. (2016) · Life · doi:10.3390/life6030033 · Cited by 52
The Significance of Microbe-Mineral-Biomarker Interactions in the Detection of Life on Mars and Beyond
Röling, W. F. M., Aerts, J. W., Patty, L., ten Kate, I. L., Ehrenfreund, P., & Direito, S. O. L. (2015) · Astrobiology · doi:10.1089/ast.2014.1276 · Cited by 56
Monomer Abundance Distribution Patterns as a Universal Biosignature: Examples from Terrestrial and Digital Life
Dorn, E. D., Nealson, K. H., & Adami, C. (2011) · Journal of Molecular Evolution · doi:10.1007/s00239-011-9429-4 · Cited by 52
Methodologies for Analyzing Soluble Organic Compounds in Extraterrestrial Samples: Amino Acids, Amines, Monocarboxylic Acids, Aldehydes, and Ketones
Simkus, D. N., Aponte, J. C., Elsila, J. E., Parker, E. T., GLAVIN, D. P., & Dworkin, J. P. (2019) · Life · doi:10.3390/life9020047 · Cited by 53
Molecular Evolution of N-Containing Cyclic Compounds in the Parent Body of the Murchison Meteorite
Naraoka, H., Yamashita, Y., Yamaguchi, M., & Orthous‐Daunay, F. (2017) · ACS Earth and Space Chemistry · doi:10.1021/acsearthspacechem.7b00058 · Cited by 49
Self-citation
Elemental and isotope behavior of macromolecular organic matter from CM chondrites during hydrous pyrolysis
Oba, Y., & Naraoka, H. (2009) · Meteoritics and Planetary Science · doi:10.1111/j.1945-5100.2009.tb00779.x · Cited by 47
Self-citation
Stable Vesicles Composed of Monocarboxylic or Dicarboxylic Fatty Acids and Trimethylammonium Amphiphiles
Caschera, F., de la Serna, J. B., Löffler, P. M. G., Rasmussen, T. E., Hanczyc, M. M., Bagatolli, L. A., & Monnard, P. (2011) · Langmuir · doi:10.1021/la203057b · Cited by 47
Effects of secondary alteration on the composition of free and IOM-derived monocarboxylic acids in carbonaceous chondrites
Aponte, J., Alexandre, M. R., Wang, Y., Brearley, A., Alexander, C. M. O. '., & Huang, Y.-S. (2011) · Geochimica et Cosmochimica Acta · doi:10.1016/j.gca.2011.01.040 · Cited by 49
Solid-state13C NMR characterization of insoluble organic matter from Antarctic CM2 chondrites: Evaluation of the meteoritic alteration level
Yabuta, H., Naraoka, H., Sakanishi, K., & Kawashima, H. (2005) · Meteoritics and Planetary Science · doi:10.1111/j.1945-5100.2005.tb00979.x · Cited by 46
Self-citation
Planetary Mass Spectrometry for Agnostic Life Detection in the Solar System
Chou, L., Mahaffy, P. R., Trainer, M. G., Eigenbrode, J. L., Arévalo, R., Brinckerhoff, W. B., Getty, S., Grefenstette, N. M., Poian, V. D., Fricke, G. M., et al. (2021) · Frontiers in Astronomy and Space Sciences · doi:10.3389/fspas.2021.755100 · Cited by 55
Plausible Sources of Membrane-Forming Fatty Acids on the Early Earth: A Review of the Literature and an Estimation of Amounts
Cohen, Z. R., Todd, Z. R., Wogan, N. F., Black, R. A., Keller, S. L., & Catling, D. C. (2022) · ACS Earth and Space Chemistry · doi:10.1021/acsearthspacechem.2c00168 · Cited by 44
Meteoritic abundances of fatty acids and potential reaction pathways in planetesimals
Lai, J. C.-Y., Pearce, B. K. D., Pudritz, R. E., & Lee, D. (2018) · Icarus · doi:10.1016/j.icarus.2018.09.028 · Cited by 41
Natural neo acids and neo alkanes: Their analogs and derivatives
Dembitsky, V. M. (2006) · Lipids · doi:10.1007/s11745-006-5103-9 · Cited by 41
Role of Acetylene in the Chemical Evolution of Carbon Complexity
Pentsak, E. O., Murga, M. S., & Ananikov, V. P. (2024) · ACS Earth and Space Chemistry · doi:10.1021/acsearthspacechem.3c00223 · Cited by 43
Soluble organic compounds in the Tagish Lake meteorite
Hilts, R. W., Herd, C. D. K., Simkus, D. N., & Slater, G. F. (2014) · Meteoritics and Planetary Science · doi:10.1111/maps.12272 · Cited by 39
Steps Towards the Formation of A Protocell: The Possible Role of Short Peptides
Fishkis, M. (2007) · Origins of Life and Evolution of Biospheres · doi:10.1007/s11084-007-9111-4 · Cited by 38
Two homologous series of alkylpyridines in the Murchison meteorite
Yamashita, Y., & Naraoka, H. (2014) · GEOCHEMICAL JOURNAL · doi:10.2343/geochemj.2.0340 · Cited by 37
Self-citation
Selection for replicases in protocells
Bianconi, G., Zhao, K., Chen, I. A., & Nowak, M. A. (2013) · PLoS Computational Biology · doi:10.1371/journal.pcbi.1003051 · Cited by 31
Organic Geochemistry of Meteorites
Sephton, M. A. (2013) · Elsevier eBooks · doi:10.1016/b978-0-08-095975-7.01002-0 · Cited by 40
Polycyclic aromatic hydrocarbons and amino acids in meteorites and ice samples from LaPaz Icefield, Antarctica
Botta, O., Martins, Z., Emmenegger, C., Dworkin, J. P., GLAVIN, D. P., HARVEY, R. P., Zenobi, R., Bada, J. L., & Ehrenfreund, P. (2008) · Meteoritics and Planetary Science · doi:10.1111/j.1945-5100.2008.tb01021.x · Cited by 37
A chemical sequence of macromolecular organic matter in the CM chondrites
Naraoka, H., Mita, H., Komiya, M., Yoneda, S., Kojima, H., & Shimoyama, A. (2004) · Meteoritics and Planetary Science · doi:10.1111/j.1945-5100.2004.tb00101.x · Cited by 34
Self-citation
Cold curation of pristine astromaterials: Insights from the Tagish Lake meteorite
Herd, C. D. K., Hilts, R. W., Skelhorne, A. W., & Simkus, D. N. (2016) · Meteoritics and Planetary Science · doi:10.1111/maps.12603 · Cited by 33
Data-Driven Astrochemistry: One Step Further within the Origin of Life Puzzle
Ruf, A., d’Hendecourt, L., & Schmitt‐Kopplin, P. (2018) · Life · doi:10.3390/life8020018 · Cited by 35
Growth of Prebiotically Plausible Fatty Acid Vesicles Proceeds in the Presence of Prebiotic Amino Acids, Dipeptides, Sugars, and Nucleic Acid Components
Todd, Z. R., Cohen, Z. R., Catling, D. C., Keller, S. L., & Black, R. A. (2022) · Langmuir · doi:10.1021/acs.langmuir.2c02118 · Cited by 27
Carbon isotopic composition of acetic acid generated by hydrous pyrolysis of macromolecular organic matter from the Murchison meteorite
Oba, Y., & Naraoka, H. (2006) · Meteoritics and Planetary Science · doi:10.1111/j.1945-5100.2006.tb00514.x · Cited by 30
Self-citation
Formation and High-order Carboxylic Acids (RCOOH) in Interstellar Analogous Ices of Carbon Dioxide (CO2) and Methane(CH4)
Zhu, C., Turner, A. M., Abplanalp, M. J., & Kaiser, R. I. (2018) · The Astrophysical Journal Supplement Series · doi:10.3847/1538-4365/aa9f28 · Cited by 27
Molecular distribution, 13C‐isotope, and enantiomeric compositions of carbonaceous chondrite monocarboxylic acids
Aponte, J. C., Woodward, H. K., Abreu, N. M., Elsila, J. E., & Dworkin, J. P. (2018) · Meteoritics and Planetary Science · doi:10.1111/maps.13216 · Cited by 28
High‐mass resolution molecular imaging of organic compounds on the surface of Murchison meteorite
Hashiguchi, M., & Naraoka, H. (2018) · Meteoritics and Planetary Science · doi:10.1111/maps.13211 · Cited by 27
Self-citation
New insights into the heterogeneity of the Tagish Lake meteorite: Soluble organic compositions of variously altered specimens
Simkus, D. N., Aponte, J. C., Elsila, J. E., Hilts, R. W., McLain, H. L., & Herd, C. D. K. (2019) · Meteoritics and Planetary Science · doi:10.1111/maps.13276 · Cited by 26
Structural and Isotopic Analysis of Organic Matter in Carbonaceous Chondrites
Gilmour, I. (2013) · Elsevier eBooks · doi:10.1016/b978-0-08-095975-7.00107-8 · Cited by 24
A Step toward Molecular Evolution of RNA: Ribose Binds to Prebiotic Fatty Acid Membranes, and Nucleosides Bind Better than Individual Bases Do
Xue, M., Black, R. A., Cornell, C. E., Drobny, G. P., & Keller, S. L. (2020) · ChemBioChem · doi:10.1002/cbic.202000260 · Cited by 21
Capillary electrophoresis method for analysis of inorganic and organic anions related to habitability and the search for life
Jaramillo, E. A., Santos, M. S. F., Noell, A. C., & Mora, M. F. (2021) · Electrophoresis · doi:10.1002/elps.202100134 · Cited by 22
Soluble Sulfur-Bearing Organic Compounds in Carbonaceous Meteorites: Implications for Chemical Evolution in Primitive Asteroids
Naraoka, H., Hashiguchi, M., & Okazaki, R. (2022) · ACS Earth and Space Chemistry · doi:10.1021/acsearthspacechem.2c00157 · Cited by 19
Self-citation
The spatial distribution of soluble organic matter and their relationship to minerals in the asteroid (162173) Ryugu
Hashiguchi, M., Aoki, D., Fukushima, K., Naraoka, H., Takano, Y., Dworkin, J. P., Dworkin, K. E., Aponte, J. C., Elsila, J. E., Eiler, J. M., et al. (2023) · Earth Planets and Space · doi:10.1186/s40623-023-01792-w · Cited by 19
Self-citation
Fungal biomarkers are detectable in Martian rock-analogues after space exposure: implications for the search of life on Mars
Pacelli, C., Cassaro, A., Baqué, M., Selbmann, L., Zucconi, L., Maturilli, A., Botta, L., Saladino, R., Böttger, U., Demets, R., et al. (2021) · International Journal of Astrobiology · doi:10.1017/s1473550421000240 · Cited by 14
Model of protocell compartments – dodecyl hydrogen sulfate vesicles
Liu, B., Gao, M., Li, H., Liu, J., Yuan, S., Du, N., & Hou, W. (2017) · Physical Chemistry Chemical Physics · doi:10.1039/c7cp06379b · Cited by 17
Thermochemolysis of the Murchison meteorite: identification of oxygen bound and occluded units in the organic macromolecule
Watson, J. S., Sephton, M. A., & Gilmour, I. (2010) · International Journal of Astrobiology · doi:10.1017/s1473550410000194 · Cited by 17
Delivery of Organic Matter to the Early Earth
Martins, Z., & Pasek, M. (2024) · Elements · doi:10.2138/gselements.20.1.19 · Cited by 15
Testing the capabilities of the Mars Organic Molecule Analyser (MOMA) chromatographic columns for the separation of organic compounds on Mars
Guzman, M., Szopa, C., Freissinet, C., Buch, A., Stalport, F., Kaplan, D. A., & Raulin, F. (2020) · Planetary and Space Science · doi:10.1016/j.pss.2020.104903 · Cited by 17
Sutter's Mill dicarboxylic acids as possible tracers of parent‐body alteration processes
Pizzarello, S., & Garvie, L. A. J. (2014) · Meteoritics and Planetary Science · doi:10.1111/maps.12264 · Cited by 15
Evolutionary Steps in the Analytics of Primordial Metabolic Evolution
Geisberger, T., Diederich, P., Steiner, T. M., Eisenreich, W., Schmitt‐Kopplin, P., & Huber, C. (2019) · Life · doi:10.3390/life9020050 · Cited by 13
Plausible Emergence and Self Assembly of a Primitive Phospholipid from Reduced Phosphorus on the Primordial Earth
Gaylor, M. O., Miró, P., Vlaisavljevich, B., Kondage, A. A. S., Barge, L. M., Omran, A. P., Videau, P., Swenson, V. A., Leinen, L. J., Fitch, N. W., et al. (2021) · Origins of Life and Evolution of Biospheres · doi:10.1007/s11084-021-09613-4 · Cited by 12
A Closer Look at Non-random Patterns Within Chemistry Space for a Smaller, Earlier Amino Acid Alphabet
Mayer-Bacon, C., Meringer, M., Havel, R., Aponte, J. C., & Freeland, S. J. (2022) · Journal of Molecular Evolution · doi:10.1007/s00239-022-10061-5 · Cited by 11
Stabilization of Prebiotic Vesicles by Peptides Depends on Sequence and Chirality: A Mechanism for Selection of Protocell-Associated Peptides
Cohen, Z. R., Todd, Z. R., Maibaum, L., Catling, D. C., & Black, R. A. (2024) · Langmuir · doi:10.1021/acs.langmuir.4c00150 · Cited by 10
Geoelectrochemistry-driven alteration of amino acids to derivative organics in carbonaceous chondrite parent bodies
Li, Y., Kitadai, N., Sekine, Y., Kurokawa, H., Nakano, Y., & Johnson-Finn, K. N. (2022) · Nature Communications · doi:10.1038/s41467-022-32596-3 · Cited by 9
Carbon and hydrogen isotope fractionation of acetic acid during degradation by ultraviolet light
Oba, Y., & Naraoka, H. (2007) · GEOCHEMICAL JOURNAL · doi:10.2343/geochemj.41.103 · Cited by 8
Self-citation
Formation of monocarboxylic acids and polyols on a graphite surface
Mendoza, C., Rodríguez, L. S., Ruette, F., & Schnell, S. D. (2008) · Surface Science · doi:10.1016/j.susc.2007.12.031 · Cited by 5
Effect of laser power on Raman analyses of lipids and amino acids: Implications for extraterrestrial life exploration
Liu, W., Yin, W., Hu, Q.-T., Tu, C., Zhang, Q., Gao, X., Yao, Q., & Zhou, G. (2024) · Icarus · doi:10.1016/j.icarus.2024.115986 · Cited by 4
Organic matter - From birth in the interstellar medium and beyond to incorporation and processing in planetary building blocks
Chan, Q. H. S., Nomura, H., Kebukawa, Y., Sakon, I., & Taniguchi, K. (2024) · Elsevier eBooks · doi:10.1016/b978-0-323-99762-1.00145-5 · Cited by 4
Analysis of Monocarboxylic Acids in the Murchison Meteorite by Sequential Extraction
Mimura, K., Yamada, R., Maejima, N., Kawamura, K., Kunwar, B., & Hashiguchi, M. (2024) · ACS Earth and Space Chemistry · doi:10.1021/acsearthspacechem.4c00007 · Cited by 2
Environmental constraints on the origin of life based on membrane formation: the role of salinity
Ginter, T., Dujardin, A., Roumans, S., Rothschild, L. J., & Rheinstadter, M. C. (2024) · International Journal of Astrobiology · doi:10.1017/s147355042400020x · Cited by 3
Membrane-Spanning Molecular Lengths as an Agnostic Biosignature
Malaska, M. J., Sandström, H., Hofmann, A. E., Hodyss, R., Rensmo, L., van der Meulen, M., Rahm, M., Cable, M. L., & Lunine, J. I. (2025) · Astrobiology · doi:10.1089/ast.2024.0125 · Cited by 3
Constraining the survival of HCN during cometary impacts
McDonald, C. H., Bonsor, A., Rae, A. S. P., Rimmer, P. B., Anslow, R. J., & Todd, Z. R. (2025) · Icarus · doi:10.1016/j.icarus.2025.116704 · Cited by 4
Plasmas: A Fourth Domain of Life? RNA, DNA, Consciousness and Statistical Analysis of “Unidentified Anomalous Phenomena” in the Thermosphere
Joseph, R. G., Armstrong, R. A., Wołowski, K., Safa, M. A., Dunne, M., del Gaudio, R. R., & Schild, R. E. (2025) · Journal of Modern Physics · doi:10.4236/jmp.2025.169066 · Cited by 3
Life: The Physical Underpinnings of Replication
Turk-MacLeod, R. M., Gerland, U., & Chen, I. A. (2012) · Springer eBooks · doi:10.1007/978-3-642-31730-9_9 · Cited by 2
How to Make a Transmembrane Domain at the Origin of Life
Gordon, R., & Gordon, N. K. (2023) · Wiley eBooks · doi:10.1002/9781119555568.ch7 · Cited by 2
The Role of Fatty Acid Vesicles in the Origin of Polymer Function
Black, R. A. (2026) · Astrobiology · doi:10.1177/15311074261427262 · Cited by 2
Biological Validation and Agnostic Experiments for Extant and Extinct Microbial Life within the Martian Subsurface
Perl, S. M., Cockell, C. S., Fischer, W. W., Sharma, S., Lloyd, K. G., Wilhelm, M. B., Corsetti, F. A., Treude, T., Leadbetter, J. R., Giovannelli, D., et al. (2026) · Astrobiology · doi:10.1177/15311074261464716 · Cited by 1
Laboratory Experiments Identify Meteoritic Organic Precursors for Chlorinated Compounds Detected by the Sample Analysis at Mars (SAM) Instrument at Gale Crater
Mojarro, A., Herrera, J., Sistiaga, A., O'Reilly, S., Aponte, J., Buch, A., Eigenbrode, J., Glavin, D., Freissinet, C., Millan, M., et al. (2026) · Journal of Geophysical Research - Planets · doi:10.1029/2026je009985
Self‐Assembly and Primitive Membrane Formation: Between Stability and Dynamism
Hanczyc, M. M., & Monnard, P. (2018) · Wiley eBooks · doi:10.1002/9781119001379.ch4 · Cited by 1
Etude de la composition de la surface de Mars : recherche de molécules organiques par analyse physico-chimique in situ avec l’instrument SAM de la mission Mars Science Laboratory
Millan, M. (2016) · theses.fr (ABES) · doi:10.70675/c30d7967z24fez462fzae04ze3aa9599c436 · Cited by 1
Abstracts
(2004) · Meteoritics and Planetary Science · doi:10.1111/j.1945-5100.2004.tb00346.x
How to Make a Transmembrane Domain at the Origin of Life
Gordon, R., & Gordon, N. K. (2024) · Wiley eBooks · doi:10.1002/9781119901228.ch7
Investigation into the in situ detection of organic compounds by gas chromatography-mass spectrometry in the context of martian surface missions
Guzman, M. (2020) · theses.fr (ABES) · doi:10.70675/f461adf0zcf86z45d0z9c2bz78a035cb37a6
Assessment of the habitability of Mars' surface through the inventory of organic matter with the SAM (MSL mission) and MOMA (Exomars mission) space experiments
Mcintosh, O. M. (2023) · theses.fr (ABES) · doi:10.70675/c8b95ba0zee89z4c62za794z99f3e44851f6
Distribution of purine and pyrimidine bases in Antarctic carbonaceous meteorites
Oba, Y., Tomaru, T., Koga, T., Furukawa, Y., SUNAMI, S., Yoshimura, T., Hirakawa, Y., Ogawa, N. O., Ohkouchi, N., Kuwamoto, K., et al. (2026) · Geochimica et Cosmochimica Acta · doi:10.1016/j.gca.2026.06.040
Self-citation
Enceladus: Exploring a Habitable Ocean Beyond Earth
Dávila, A. F., Neveu, M. F., Kang, W., Hoehler, T. M., MacKenzie, S., German, C. R., Hurford, T. A., & Eigenbrode, J. L. (2026) · Geosciences · doi:10.3390/geosciences16100405
Thermal reactivity of organic molecules in the presence of chloride salts: implications for the in situ gas chromatography–mass spectrometry analyses on mars
Mcintosh, O., Millan, M., Buch, A., Freissinet, C., Brucato, J., & Szopa, C. (2026) · Icarus · doi:10.1016/j.icarus.2026.117359

Authors: Naraoka, H., Shimoyama, A., & Harada, K.
Affiliations: University of Tsukuba (JP)
ORCID: Naraoka, Hiroshi
Venue: Origins of life and evolution of the biosphere
Publisher: Springer Science and Business Media LLC
Published: 1999-03
Volume: 29
Issue: 2
Pages: 187-201
ISSN: 0169-6149 (ISSN-L)
1573-0875
DOI: 10.1023/a:1006547127028
OpenAlex: W187701066
Cited by: 98
References: 28
Citations by year: 2026: 6 · 2025: 3 · 2024: 8 · 2023: 4 · 2022: 7 · 2021: 4 · 2020: 5 · 2019: 5 · 2018: 6 · 2017: 2 · 2016: 4 · 2015: 1 · 2014: 5 · 2013: 4 · 2012: 1
FWCI: 0.82
Type: journal article
Language: en
Open access: bronze
doi.org
Licence: www.springernature.com/gp/researchers/text-and-data-mining (tdm)
www.springernature.com/gp/researchers/text-and-data-mining (vor)
Locations: Origins of Life and Evolution of Biospheres (publishedVersion)
PubMed (publishedVersion)
Funders: National Institute of Polar Research
Topics: Physical Sciences › Earth and Planetary Sciences › Space and Planetary Science › Astro and Planetary Science
Physical Sciences › Physics and Astronomy › Astronomy and Astrophysics › Origins and Evolution of Life
Physical Sciences › Earth and Planetary Sciences › Space and Planetary Science › Planetary Science and Exploration
Keywords: monocarboxylic acids, CM2 chondrites, molecular distribution, isomer distribution, aliphatic carboxylic acids, aromatic carboxylic acids, phenolic compounds, toluic acid, cresols, Murchison meteorite, meteorite weathering
MeSH terms: Antarctic Regions, Carbon Isotopes, Carboxylic Acids, Meteoroids

About these checks

Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.

Statistics and arithmetic are recomputed, not judged.

Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.

What counts as a claim ›How we measure confidence ›How we check this ›

Are you an author, or do you see a problem with this page? Request a review

Molecular Distribution of Monocarboxylic Acids in Asuka Carbonaceous Chondrites from Antarctica

Abstract

Overview

Integrity signals

Verification

Claims the paper makes

Claims other papers make about this one

Citations

Cites

Cited by

Related

Metadata

Record

About these checks