Home / Articles / The structure, synthesis, and immunomodulating activity of bacterial lipopeptides and their analogues

The structure, synthesis, and immunomodulating activity of bacterial lipopeptides and their analogues

Mariya Pavlovna Ousanova 1
Mariya Pavlovna Ousanova
, 
Yurii Lvovich Sebyakin 1
Yurii Lvovich Sebyakin
1 M. V. Lomonosov Moscow State Academy of Fine Chemical Technology
Published 30 November 1996
Communication , Volume 66, Issue 10, 889-900
1
Share
Cite this
GOST
 | 
Cite this
GOST
Ousanova M. P., Sebyakin Y. L. The structure, synthesis, and immunomodulating activity of bacterial lipopeptides and their analogues // Russian Chemical Reviews. 1997. Vol. 66. No. 10. pp. 889-900.
GOST all authors (up to 50)
Ousanova M. P., Sebyakin Y. L. The structure, synthesis, and immunomodulating activity of bacterial lipopeptides and their analogues // Russian Chemical Reviews. 1997. Vol. 66. No. 10. pp. 889-900.
RIS
 | 
Cite this
RIS
TY - JOUR
DO - 10.1070/RC1997v066n10ABEH000320
UR - https://rcr.colab.ws/publications/10.1070/RC1997v066n10ABEH000320
TI - The structure, synthesis, and immunomodulating activity of bacterial lipopeptides and their analogues
T2 - Russian Chemical Reviews
AU - Ousanova, Mariya Pavlovna
AU - Sebyakin, Yurii Lvovich
PY - 1997
DA - 1996/11/30
PB - ANO Editorial Board of the journal Uspekhi Khimii
SP - 889-900
IS - 10
VL - 66
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors)
@article{1997_Ousanova,
author = {Mariya Pavlovna Ousanova and Yurii Lvovich Sebyakin},
title = {The structure, synthesis, and immunomodulating activity of bacterial lipopeptides and their analogues},
journal = {Russian Chemical Reviews},
year = {1997},
volume = {66},
publisher = {ANO Editorial Board of the journal Uspekhi Khimii},
month = {Nov},
url = {https://rcr.colab.ws/publications/10.1070/RC1997v066n10ABEH000320},
number = {10},
pages = {889--900},
doi = {10.1070/RC1997v066n10ABEH000320}
}
MLA
Cite this
MLA
Ousanova, Mariya Pavlovna, and Yurii Lvovich Sebyakin. “The structure, synthesis, and immunomodulating activity of bacterial lipopeptides and their analogues.” Russian Chemical Reviews, vol. 66, no. 10, Nov. 1997, pp. 889-900. https://rcr.colab.ws/publications/10.1070/RC1997v066n10ABEH000320.
Views / Visits / Downloads
23 / 23 / 6

Abstract

The current state and prospects for the use of natural lipopeptides and their synthetic analogues in the study of fine mechanisms of functioning of complex biological systems and in the solution of various problems of biochemistry and medicine are considered. The results of investigations related to the synthesis and biological activity of lipopeptides are summarised. The data on the application of lipopeptides as components of synthetic vaccines and antitumour drugs are discussed. The bibliography includes 71 references.

References

1.
1
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1948
2.
Isolation and Properties of a Macromolecular, Water-Soluble, Immuno-Adjuvant Fraction from the Cell Wall of Mycobacterium smegmatis
Adam A., Ciorbaru R., Petit J., Lederer E.
Proceedings of the National Academy of Sciences of the United States of America , 1972
3.
Minimal structural requirements for adjuvant activity of bacterial peptidoglycan derivatives.
Ellouz F., Adam A., Ciorbaru R., Lederer E.
Biochemical and Biophysical Research Communications , 1974
4.
4
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1949
5.
SYNTHESIS OF N-ACETYL-MURAMYL-L-ALANYL-D-ISOGLUTAMINE, AN ADJUVANT OF THE IMMUNE RESPONSE, AND OF SOME N-ACETYL-MURAMYL-PEPTIDE ANALOGS
6.
Total synthesis and adjuvant activity of bacterial peptidoglycan derivatives
Merser C., Sinaÿ P., Adam A.
Biochemical and Biophysical Research Communications , 1975
7.
7
E. Rabinowitch
"Photosynthesis" , 1956
8.
Immunomodulating peptides
Werner G.H., Floc'h F., Migliore-Samour D., Jollès P.
Cellular and Molecular Life Sciences , 1986
9.
9
V. H. Lynch
Carnegie Inst. Year Book , 1954
10.
10
T. A. Kryukova
"Polyaro-graficheskii Analiz" (Polarographic Analysis) , 1959
12.
Covalent lipoprotein from the outer membrane of Escherichia coli.
Braun V.
Biochimica et Biophysica Acta (BBA) - Reviews on Biomembranes , 1975
13.
13
V. B. Evstigneev
Dokl. Akad. Nauk SSSR , 1954
15.
Bacillopeptins, New Cyclic Lipopeptide Antibiotics from Bacillus subtilis FR-2.
17.
17
V. B. Evstigneev
Dokl. Akad. Nauk SSSR , 1958
18.
A short lipopeptide, representative of a new family of immunological adjuvants devoid of sugar.
Migliore-Samour D., Bouchaudon J., Floc'h F., Zerial A., Ninet L., Werner G.H., Jollès P.
Life Sciences , 1980
19.
19
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1959
20.
20
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1954
21.
21
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1958
22.
22
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1958
23.
23
N. V. Vostrilova
Dokl. Akad. Nauk Uzbek. SSR , 1958
24.
Immunostimulant activities of a lipophilic muramyl dipeptide derivative and of desmuramyl peptidolipid analogs
Parant M.A., Audibert F.M., Chedid L.A., Level M.R., Lefrancier P.L., Choay J.P., Lederer E.
Infection and Immunity , 1980
25.
Total synthesis of FK-156 isolated from a Streptomyces as an immunostimulating peptide: application of a novel copper chelate amino protection
Hemmi K., Takeno H., Okada S., Nakaguchi O., Kitaura Y., Hashimoto M.
Journal of the American Chemical Society , 1981
27.
Antitumor effects of novel immunoactive peptides, FK-156 and its synthetic derivatives.
IZUMI S., NAKAHARA K., GOTOH T., HASHIMOTO S., KINO T., OKUHARA M., AOKI H., IMANAKA H.
Journal of Antibiotics , 1983
28.
Studies on structure-activity relationships of FK-156, an immunostimulating peptide, and related compounds. I. Synthesis of stereoisomeric analogues of FK-156.
29.
Synthesis of modified partial structures of the bacterial cell wall. 1. Lipopeptides containing nonproteinogenic amino acids
Schneider H., Sigmund G., Schricker B., Thirring K., Berner H.
Journal of Organic Chemistry , 1993
31.
Immunoactive peptides, FK-156 and FK-565. I. Enhancement of host resistance to microbial infection in mice.
MINE Y., YOKOTA Y., WAKAI Y., FUKADA S., NISHIDA M., GOTO S., KUWAHARA S.
Journal of Antibiotics , 1983
32.
32
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1952
33.
In vivo effects of immunostimulating lipopeptides on mouse liver microsomal cytochromes P-450 and on paracetamol-induced toxicity
Migliore-Samour D., Delaforge M., Jaouen M., Mansuy D., Jollès P.
Cellular and Molecular Life Sciences , 1989
34.
Interleukin-1 (IL-1) depresses cytochrome P450 levels and activities in mice
Shedlofsky S.I., Swim A.T., Robinson J.M., Gallicchio V.S., Cohen D.A., McClain C.J.
Life Sciences , 1987
37.
The lipoprotein of the outer membrane of Escherichia coli: a B-lymphocyte mitogen.
Melchers F., Braun V., Galanos C.
Journal of Experimental Medicine , 1975
38.
38
V. B. Evstigneev
Dokl. Akad. Nauk SSSR , 1956
40.
Synthetic lipopeptide analogs of bacterial lipoprotein are potent polyclonal activators for murine B lymphocytes.
Bessler W.G., Cox M., Lex A., Suhr B., Wiesmüller K.H., Jung G.
Journal of Immunology , 1985
41.
41
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1950
42.
Lipopeptides of the N-terminus of Escherichia coli lipoprotein: synthesis, mitogenicity and properties in monolayer experiments
Prass W., Ringsdorf H., Bessler W., Wiesmüller K., Jung G.
Biochimica et Biophysica Acta - Biomembranes , 1987
44.
Specific Antibodies Elicited By Antigen Covalently Linked To A Synthetic Adjuvant
Bessler W.G., Suhr B., Bühring H.-., Muller C.P., Wiesmüller K.-., Becker G., Jung G.
Immunobiology , 1985
45.
Synthesis of the mitogenic S-[2,3-bis(palmitoyloxy)propyl]-N-palmitoylpentapeptide from Escherichia coli lipoprotein.
WIESMÜLLER K., BESSLER W., JUNG G.
Hoppe-Seyler´s Zeitschrift für physiologische Chemie , 1983
46.
SHORT COMMUNICATION
Hoppe-Seyler´s Zeitschrift für physiologische Chemie , 1982
48.
Studies on the mitogenic principle of the lipoprotein from the outer membrane of Escherichia coli
Bessler W.G., Ottenbreit B.P.
Biochemical and Biophysical Research Communications , 1977
51.
Synthesis of novel immunologically active tripalmitoyl-S-glycerylcysteinyl lipopeptides as useful intermediates for immunogen preparations
METZGER J., WIESMÜLLER K., SCHAUDE R., BESSLER W.G., JUNG G.
International journal of peptide & protein research , 2009
53.
Lipopeptide-Polyoxyethylene Conjugates as Mitogens and Adjuvants
Kleine B., Rapp W., Wiesmüller K., Edinger M., Beck W., Metzger J., Ataulakhanov R., Jung G., Bessler W.G.
Immunobiology , 1994
54.
Efficiency of peptides and lipopeptides forin vivo priming of virus-specific cytotoxic T cells
Schild H., Deres K., Wiesmüller K., Jung G., Rammensee H.
European Journal of Immunology , 1991
55.
56
T. Iasui
Bull. Chem. Soc. Japan. , 1935
57.
Mapping of Antigenic and Immunogenic Sites ofHaemophilus influenzaeOuter Membrane Protein P6 Using Synthetic Lipopeptides
Beck-Sickinger A.G., Rotering H., Wiesmüller K., Dorner F., Jung G.
Biological Chemistry Hoppe-Seyler , 1994
58.
In vivo priming of virus-specific cytotoxic T lymphocytes with synthetic lipopeptide vaccine
Deres K., Schild H., Wiesmüller K., Jung G., Rammensee H.
Nature , 1989
61.
Synthetic Peptides Coupled to the Lipotripeptide P3CSS Induce in vivo B and Thelper Cell Responses to HIV-1 Reverse Transcriptase
Loleit M., Georg Ihlenfeldt H., Brünjes J., Jung G., Müller B., Hoffmann P., Bessler W.G., Pierres M., Haas G.
Immunobiology , 1996
62.
Immunization of mice with lipopeptides bypasses the prerequisite for adjuvant. Immune response of BALB/c mice to human immunodeficiency virus envelope glycoprotein.
Martinon F., Gras-Masse H., Boutillon C., Chirat F., Deprez B., Guillet J.G., Gomard E., Tartar A., Levy J.P.
Journal of Immunology , 1992
63.
Macromolecular assemblage in the design of a synthetic AIDS vaccine.
Defoort J.P., Nardelli B., Huang W., Ho D.D., Tam J.P.
Proceedings of the National Academy of Sciences of the United States of America , 1992
64.
An epitope in human immunodeficiency virus 1 reverse transcriptase recognized by both mouse and human cytotoxic T lymphocytes.
Hosmalin A., Clerici M., Houghten R., Pendleton C.D., Flexner C., Lucey D.R., Moss B., Germain R.N., Shearer G.M., Berzofsky J.A.
Proceedings of the National Academy of Sciences of the United States of America , 1990
65.
66
V. B. Evstigneev
Dokl. Akad. Nauk SSSR , 1950
66.
67
N. N. Mel'nikov
Zhur. Obshch. Khim. , 1940
67.
68
N. N. Mel'nikov
Zhur. Obshch. Khim. , 1946
68.
69
B. Commoner
1958
69.
70
N. Bubnov
Biofizika , 1960
71.
Comparative efficacy of liposomes containing synthetic bacterial cell wall analogues for tumoricidal activation of monocytes and macrophages
Utsugi T., Nii A., Fan D., Pak C.C., Denkins Y., van Hoogevest P., Fidler I.J.
Cancer Immunology, Immunotherapy , 1991