The DOI matches its Crossref record; 15 of the 15 references it cites were found in a registry or an index.
Peptidoglycans as promoters of slow-wave sleep. II. Somnogenic and pyrogenic activities of some naturally occurring muramyl peptides; correlations with mass spectrometric structure determination.
Open accessAbstract
The structures of components of the sleep-promoting material purified from human urine were established by fast atom bombardment-mass spectrometry, as reported in the accompanying paper (Martin, S. A., Karnovsky, M. L., Krueger, J. M., Pappenheimer, J. R., and Biemann, K. (1984) J. Biol. Chem. 259, 12652-12658). We report here that two substances isolated from that preparation, viz. N-acetylglucosaminyl-1,6 -anhydro-N-acetylmuramyl-Ala-gamma-Glu-diaminopimelyl-Ala) and that compound lacking the terminal alanine, are active as somnogens. Cerebro-intraventricular administration of 1 pmol of the glycotetrapeptide was sufficient to induce prolonged excess sleep in rabbits. A similar substance obtained from Brevibacterium divaricatum in which the free carboxyls of the glutamic and diaminopimelic moieties, indicated above, were amidated (N-acetylglucosaminyl-1,6-anhydro-N-anhydromura-myl-Ala-iso- Gln- epsilon-amido-diaminopimelyl -Ala-Ala) was not active as a promoter of slow-wave sleep. Deamidation of this peptide to a mixture of the free dicarboxylic forms produced a somnogenic substance. Our findings show that in addition to the muramyl form of peptidoglycan monomers, the anhydro muramyl form, with no reducing end, is compatible with somnogenic activity. Furthermore, the data obtained with a natural product amplify our earlier observations with smaller synthetic molecules of the importance of amidation/deamidation in the structure-activity relationships of muramyl peptides.
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“The first bacterial component demonstrated to alter sleep was a specific muramyl peptide derived from bacterial cell wall peptidoglycans (Krueger et al, 1984).”
From Sleep health: Reciprocal regulation of sleep and innate immunity (2017) · cites this paper as Krueger et al, 1984
Citations
Cites
Peptidoglycan types of bacterial cell walls and their taxonomic implications
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Pappenheimer, J. R., Koski, G., Fencl, V., Karnovsky, M. L., & Krueger, J. M. (1975) · Journal of Neurophysiology · doi:10.1152/jn.1975.38.6.1299 · Cited by 270
Self-citationHughes, J. R. (1985) · Electroencephalography and Clinical Neurophysiology · doi:10.1016/0013-4694(85)91080-6 · Cited by 249
Sleep-promoting effects of muramyl peptides.
Krueger, J. M., Pappenheimer, J. R., & Karnovsky, M. L. (1982) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.79.19.6102 · Cited by 228
Self-citationThe composition of sleep-promoting factor isolated from human urine.
Krueger, J. M., Pappenheimer, J. R., & Karnovsky, M. L. (1982) · Journal of Biological Chemistry · doi:10.1016/s0021-9258(19)68088-9 · Cited by 192
Self-citationSleep-promoting effects of cerebrospinal fluid from sleep-deprived goats.
Pappenheimer, J. R., Miller, T. B., & Goodrich, C. A. (1967) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.58.2.513 · Cited by 175
Self-citationFactors in cerebrospinal fluid from goats that affect sleep and activity in rats*
Fencl, V., Koski, G., & Pappenheimer, J. R. (1971) · The Journal of Physiology · doi:10.1113/jphysiol.1971.sp009541 · Cited by 128
Self-citationMartin, S. A., Karnovsky, M. L., Krueger, J. M., Pappenheimer, J. R., & BIEMANN, K. (1984) · Journal of Biological Chemistry · doi:10.1016/s0021-9258(18)90795-7 · Cited by 114
Self-citationMuramyl peptides. Variation of somnogenic activity with structure.
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Self-citationQualitative detection of muramic acid in normal mammalian tissues
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Self-citationSleep-promoting factor S: purification and properties.
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Immunomodulation by muramyl peptides: Recent developments
LEDERER, E. (1982) · Clinical Immunology Newsletter · doi:10.1016/s0197-1859(82)80059-9 · Cited by 18
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Clarke, T. B., Davis, K. M., Lysenko, E. S., Zhou, A. Y., Yu, Y., & Weiser, J. N. (2010) · Nature Medicine · doi:10.1038/nm.2087 · Cited by 1,154
Marginal zone B cells: virtues of innate-like antibody-producing lymphocytes
Cerutti, A., Cols, M., & Puga, I. (2013) · Nature reviews. Immunology · doi:10.1038/nri3383 · Cited by 837
Puga, I., Cols, M., Barra, C., He, B., Cassis, L., Gentile, M., Comerma, L., Chorny, A., Shan, M., Xu, W., et al. (2011) · Nature Immunology · doi:10.1038/ni.2194 · Cited by 731
Bacterial Exopolysaccharides: Functionality and Prospects
Nwodo, U. U., Green, E., & Okoh, A. I. (2012) · International Journal of Molecular Sciences · doi:10.3390/ijms131114002 · Cited by 706
Sleep health: Reciprocal regulation of sleep and innate immunity
Irwin, M. R., & Opp, M. R. (2017) · Neuropsychopharmacology · doi:10.1038/npp.2016.148 · Cited by 624
Metadata
- Authors
- Krueger, J. M., Karnovsky, M. L., Martin, S. A., Pappenheimer, J. R., Walter, J., & Biemann, K.
- Affiliations
- Massachusetts Institute of Technology (US)
- Venue
- Journal of Biological Chemistry
- Publisher
- Elsevier BV
- Published
- 1984-10
- Volume
- 259
- Issue
- 20
- Pages
- 12659-12662
- ISSN
- 0021-9258 (ISSN-L)
- OpenAlex
- W1588673077
- Cited by
- 111
- References
- 15
- Citations by year
- 2026: 3 · 2025: 1 · 2023: 2 · 2022: 1 · 2021: 3 · 2020: 4 · 2019: 1 · 2018: 1 · 2017: 4 · 2016: 4 · 2015: 1 · 2014: 1 · 2013: 3 · 2012: 4
- FWCI
- 4.27
- Type
- journal article
- Language
- en
- Open access
- hybrid
- doi.org
- Licence
- Locations
- Journal of Biological Chemistry (publishedVersion, cc-by)
- PubMed (publishedVersion)
- Topics
- Life Sciences › Neuroscience › Cognitive Neuroscience › Sleep and Wakefulness Research
- Life Sciences › Neuroscience › Cellular and Molecular Neuroscience › Neuropeptides and Animal Physiology
- Life Sciences › Neuroscience › Endocrine and Autonomic Systems › Circadian rhythm and melatonin
- Keywords
- peptidoglycan, slow-wave sleep, muramyl peptides, pyrogenicity, structure-activity relationship, deamidation, amidation, human urine
- MeSH terms
- Acetylmuramyl-Alanyl-Isoglutamine, Animals, Biological Assay, Body Temperature, Cerebral Ventricles, Glycopeptides, Humans, Male, Peptidoglycan, Rabbits, Sleep Stages, Mass Spectrometry, Structure-Activity Relationship
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