Home / Articles / Derivatives of trivalent phosphorus in the synthesis of glycerophosphatides and related phospholipids

Derivatives of trivalent phosphorus in the synthesis of glycerophosphatides and related phospholipids

Eduard Evgen'evich Nifantyev 1
Eduard Evgen'evich Nifantyev
, 
Dmitrii Aleksandrovich Predvoditelev 1
Dmitrii Aleksandrovich Predvoditelev
1 Department of Chemistry, Moscow State Pedagogical University
10.1070/RC1994v063n01ABEH000072
Published 30 November 1993
Communication , Volume 63, Issue 1, 71-89
4
Share
Cite this
GOST
 | 
Cite this
GOST
Copy cite
Nifantyev E. E., Predvoditelev D. A. Derivatives of trivalent phosphorus in the synthesis of glycerophosphatides and related phospholipids // Russian Chemical Reviews. 1994. Vol. 63. No. 1. pp. 71-89.
GOST all authors (up to 50)
Copy cite
Nifantyev E. E., Predvoditelev D. A. Derivatives of trivalent phosphorus in the synthesis of glycerophosphatides and related phospholipids // Russian Chemical Reviews. 1994. Vol. 63. No. 1. pp. 71-89.
RIS
 | 
Cite this
RIS
Copy cite
TY - JOUR
DO - 10.1070/RC1994v063n01ABEH000072
UR - https://rcr.colab.ws/publications/10.1070/RC1994v063n01ABEH000072
TI - Derivatives of trivalent phosphorus in the synthesis of glycerophosphatides and related phospholipids
T2 - Russian Chemical Reviews
AU - Nifantyev, Eduard Evgen'evich
AU - Predvoditelev, Dmitrii Aleksandrovich
PY - 1994
DA - 1993/11/30
PB - ANO Editorial Board of the journal Uspekhi Khimii
SP - 71-89
IS - 1
VL - 63
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors)
Copy cite
@article{1994_Nifantyev,
author = {Eduard Evgen'evich Nifantyev and Dmitrii Aleksandrovich Predvoditelev},
title = {Derivatives of trivalent phosphorus in the synthesis of glycerophosphatides and related phospholipids},
journal = {Russian Chemical Reviews},
year = {1994},
volume = {63},
publisher = {ANO Editorial Board of the journal Uspekhi Khimii},
month = {Nov},
url = {https://rcr.colab.ws/publications/10.1070/RC1994v063n01ABEH000072},
number = {1},
pages = {71--89},
doi = {10.1070/RC1994v063n01ABEH000072}
}
MLA
Cite this
MLA
Copy cite
Nifantyev, Eduard Evgen'evich, and Dmitrii Aleksandrovich Predvoditelev. “Derivatives of trivalent phosphorus in the synthesis of glycerophosphatides and related phospholipids.” Russian Chemical Reviews, vol. 63, no. 1, Nov. 1994, pp. 71-89. https://rcr.colab.ws/publications/10.1070/RC1994v063n01ABEH000072.
Views / Visits / Downloads
26 / 26 / 4

Abstract

The review is devoted to the analysis of one of the new trends in phospholipid synthesis. An attempt is made to demonstrate the likely usefulness of studies designed to establish an interdisciplinary field combining the interests and possibilities of the chemistry of lipids and the chemistry of trivalent phosphorus. The bibliography includes 218 references.

References

1.
1
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1948
2.
2
A. A. Krasnovskii
Zhur. Fiz. Khim. , 1956
4.
4
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1949
5.
Phosphonolipids
Moschidis M.C.
Progress in Lipid Research , 1984
7.
7
E. Rabinowitch
"Photosynthesis" , 1956
8.
Formation of phosphoester bonds in phosphoglyceride synthesis
Stepanov A.F., Shvets V.I.
Chemistry and Physics of Lipids , 1986
9.
9
V. H. Lynch
Carnegie Inst. Year Book , 1954
10.
Modern Methods of Synthesis of Modified Glycerophospholipids
Bogomolov O.V., Kaplun A.P., Shvets V.I.
Russian Chemical Reviews , 1988
11.
12
V. B. Evstigneev
Dokl. Akad. Nauk SSSR , 1950
12.
13
V. B. Evstigneev
Dokl. Akad. Nauk SSSR , 1954
13.
14
V. B. Evstigneev
Zhur. Fiz. Khim. , 1958
14.
15
A. S. Holt
"Research in Photosynthesis" , 1957
15.
16
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1949
16.
17
V. B. Evstigneev
Dokl. Akad. Nauk SSSR , 1958
17.
18
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1951
18.
19
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1959
20.
21
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1958
21.
22
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1958
22.
23
N. V. Vostrilova
Dokl. Akad. Nauk Uzbek. SSR , 1958
25.
A total synthesis of GPI anchor of trypanosoma brucei
Murakata C., Ogawa T.
Tetrahedron Letters , 1991
26.
27
A. A. Krasnovskii
Biofizika , 1956
29.
30
V. B. Evstigneev
Dokl. Akad. Nauk SSSR , 1954
30.
A general method for the synthesis of glycerophospholipids
Bruzik K.S., Salamonczyk G., Stec W.J.
Journal of Organic Chemistry , 1986
31.
32
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1952
38.
39
V. F. Gachkovskii
Biofizika , 1959
39.
40
A. A. Krasnovskii
Biofizika , 1960
40.
41
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1950
41.
42
L. K. Obukhova
Izv. Akad. Nauk SSSR, Otd. Khim. Nauk , 1960
42.
43
N. Bunge
Ber. Deutsch. Chem. Ges. , 1870
43.
44
V. B. Evstigneev
Dokl. Akad. Nauk SSSR , 1953
44.
45
W. Hendrich
Roczniki Chemii , 1958
45.
46
V. B. Evstigneev
Dokl. Akad. Nauk SSSR , 1955
46.
47
G. Oster
"Research in Photosynthesis" , 1957
47.
Phospholipids chiral at phosphorus. 2. Preparation, property, and application of chiral thiophospholipids
Bruzik K., Gupte S.M., Tsai M.D.
Journal of the American Chemical Society , 1982
48.
49
A. A. Krasnovskii
Biofizika , 1958
49.
50
G. Glacomello
Gazzetta. , 1935
50.
Synthèse d'un thiophospholipide apparenté au PAF
Garrigues B.
Helvetica Chimica Acta , 1988
51.
52
V. B. Evstigneev
Dokl. Akad. Nauk SSSR , 1957
52.
53
D. Porretand E. Rabinowitch
Nature , 1937
53.
Syntheses of Phospholipids via Oxazaphospholanes
Stumpf R., Lemmen P.
Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences , 1990
54.
Preparation of phosphoglycerides by phosphoramidite chemistry
McGuigan C., Anson M.S., Swords B.
Journal of the Chemical Society Perkin Transactions 1 , 1992
56.
57
R. Livingston
"Research in Photosynthesis" , 1957
57.
58
N. E. Khomutov
1953
58.
59
H. Linshitz
"Research in Photosynthesis" , 1957
59.
60
A. N. Terenin
Optika i Spektrosk. , 1956
60.
61
A. N. Terenin
1959
61.
62
A. A. Krasnovskii
"Sbornik, Voprosy Khimicheskoi Kinetiki" (Symposium, Problems of Chemical Kinetics) , 1955
62.
A new and rapid synthesis of phospholipids
Mcguigan C.
Journal of the Chemical Society Chemical Communications , 1986
63.
The synthesis by phosphoramidite methodology of novel phospholipids related to ethylenediamine
Anson M.S., McGuigan C.
Journal of the Chemical Society Perkin Transactions 1 , 1989
64.
Synthesis of phospholipids by phosphoramidite methodology
McGuigan C., Swords B.
Journal of the Chemical Society Perkin Transactions 1 , 1990
65.
Preparation of novel N-substituted phospholipids via phosphoramidite intermediates
McGuigan C., Swords B.
Journal of the Chemical Society Perkin Transactions 1 , 1992
66.
The synthesis and absolute configuration of thiosphingomyelins
Bruzik K.S.
Journal of the Chemical Society Chemical Communications , 1986
68.
69
B. Commoner
1958
69.
Synthesis of diphosphorylated and diphosphonylated Lipid A monosaccharide analogues via phosphite intermediates
Westerduin P., Veeneman G.H., van Boom J.H.
Recueil des Travaux Chimiques des Pays-Bas , 2010
70.
71
Yu. A. Shlyapnikov
Vysokomol. Soed. , 1962
71.
72
A. F. Lukovnikov
"Starenie i Stabilizatsiya Polimerov" (Aging arid Stabilisation of Polymers) , 1963
72.
73
T. Skwarski
Chem. Abs. , 1957
73.
74
F. F. Litvin
Uspekhi Fiz. Nauk , 1960
74.
75
V. B. Evstigneev
Dokl. Akad. Nauk SSSR , 1950
75.
76
A. N. Terenin
"Fotokhimiya Krasitelei" (The Photochemistry of Dyes) , 1947
76.
77
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1948
77.
Nature of acid-catalyzed alcoholysis of amides of trivalent-phosphorus acids
Nifantyev E.E., Gratchev M.K., Burmistrov S.Y., Vasyanina L.K., Antipin M.Y., Struchkov Y.T.
Tetrahedron , 1991
78.
SYNTHESIS OF TETRAALKYLDIAMIDOPHOSPHITES
Stamatov S.D., Ivanov S.A.
Phosphorous and Sulfur and the Related Elements , 1988
79.
SYNTHESIS OF SYMMETRICAL AND UNSYMMETRICAL TRIESTER PHOSPHITES
Stamatov S.D., Ivanov S.A.
Phosphorus, Sulfur and Silicon and the Related Elements , 1989
80.
Synthesis of phospholipids using an inverse phosphite triester approach
Hébert N., Just G.
Journal of the Chemical Society Chemical Communications , 1990
81.
The synthesis of ceramide phosphoinositol
Frantova A.Y., Stepanov A.E., Bushnev A.S., Zvonkova E.N., Shvets V.I.
Tetrahedron Letters , 1992
82.
83
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1947
83.
SYNTHESIS OF SYMMETRICAL AND UNSYMMETRICAL AMIDOPHOSPHITES
Stamatov S.D., Ivanov S.A.
Phosphorous and Sulfur and the Related Elements , 1988
86.
87
J. F. Arens
"Advances in Organic Chemistry" , 1960
87.
88
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1946
88.
89
A. A. Krasnovskii
Izd. Akad. Nauk SSSR, Moscow , 1955
89.
90
V. B. Evstigneev
Dokl. Akad. Nauk SSSR , 1951
90.
91
L. M. Vorob'eva
Biokhimiya , 1956
91.
92
A. A. Krasnovskii
Dokl. Akad. Nauk SSSR , 1948
92.
93
V. B. Evstigneev
Dokl. Akad. Nauk SSSR , 1956
93.
New Syntheses of Phosphorylaminoethanols
Kodaira Y., Mukaiyama T.
Journal of Organic Chemistry , 1966
94.
95
A. A. Krasnovskii
Fiziologiya Rastenii , 1957
95.
96
L. M. Vorob'eva
Biokhimiya , 1958
96.
97
A. N. Terenin
Dokl. Akad. Nauk SSSR , 1952
97.
98
W. Franke
Chem. Zentr. , 1954
98.
99
V. V. Zolotarev
1938
99.
100
V. V. Zolotarev
Chem. Abs. , 1941
100.
101
M. F. Shostakovskii
Izv. Akad. Nauk SSSR, Otd. Khim. Nauk , 1960
103.
104
O. P. Osipova
Dokl. Akad. Nauk SSSR , 1950
104.
105
F. F. Litvin
Dokl. Akad. Nauk SSSR , 1958
105.
106
F. Fichter
Helv. Chim. Acta , 1927
106.
107
M. F. Shostakovskii
Zhur. Obshch. Khim. , 1961
107.
108
F. Fichter
Helv. Chim. Acta , 1924
108.
109
F. Ficher
Bull. Soc. chim. France (4) , 1916
109.
110
M. F. Shostakovskii
Dokl. Akad. Nauk SSSR , 1960
111.
112
A. G. Pozdeeva
Zhur. Prikl. Khim. , 1952
114.
827. Phospholipids. Part VI. Synthesis of phosphatidic acids and cephalins
Brown D.M., Hammond P.R.
Journal of the Chemical Society (Resumed) , 1960
115.
116
V. B. Evstigneev
Dokl. Akad. Nauk SSSR , 1957
116.
117
V. V. Levchenko
Zhur. Obshch. Khim. , 1948
117.
118
V. M. Rodionov
Zhur. Obshch. Khim. , 1935
118.
119
V. V. Levchenko
Zhur. Obshch. Khim. , 1947
119.
120
V. V. Levchenko
Zhur. Obshch. Khim. , 1948
120.
121
V. V. Korshak
Izv. Akad. Nauk SSSR, Otd. Khim. Nauk , 1953
122.
123
V. V. Levchenko
Zhur. Obshch. Khim. , 1952
123.
124
V. V. Levchenko
Zhur. Obshch. Khim. , 1952
125.
126
J. Wiemannand Ch. Clachet
Compt. rend. , 1948
126.
127
R. Pasternak
Helv. Chim. Acta , 1948
127.
128
J. Wiemann
Bull. Soc. chim. France , 1952
129.
130
J. Wiemann
Bull. Soc. chim. France , 1958
130.
131
N. Thooi
Compt. rend. , 1958
134.
Synthesis of DL-2,3-diacyloxypropylphosphonylcholines from DL-2,3-diacyloxyiodopropanes
Derro P.W., Rosenthal A.F., Isaacson Y.A., Vargas L.A., Bittman R.
Chemistry and Physics of Lipids , 1976
135.
Phosphonolipids. 2. α-hydroxyphosphonolipid analogues of phosphatidic acid
Schwartz P.W., Tropp B.E., Engel R.
Chemistry and Physics of Lipids , 1988
136.
137
S. R. Rafikov
Zh. Obshch. Khim. , 1944
139.
Synthetic and mechanistic aspects of the reaction of trialkylsilyl halides with thio and seleno esters of phosphorus
Borecka B., Chojnowski J., Cypryk M., Michalski J., Zielinska J.
Journal of Organometallic Chemistry , 1979
140.
Eine neue einfache Methode zur Entalkylierung von Phosphon- und Phosphins�ureestern
Issleib K., Stiebitz B., Balszuweit A.
Zeitschrift fur Anorganische und Allgemeine Chemie , 1987
142.
Diether phosphinate lecithin: Chemical synthesis and effects on phospholipase C
Rosenthal A.F., Chodsky S.V., Han S.C.
Biochimica et Biophysica Acta (BBA) - Lipids and Lipid Metabolism , 1969
143.
A synthetic phosphinate–phosphonate liponucleotide analogue
Rosenthal A.F., Vargas L.A.
Journal of the Chemical Society Chemical Communications , 1981
145.
146
V. V. Korshak
Dokl. Akad. Nauk SSSR , 1952
146.
Synthesis of phospholipids via dimethylphosphoryl chloride
Bittman R., Rosenthal A.F., Vargas L.A.
Chemistry and Physics of Lipids , 1984
147.
Inhibition of platelet phosphatidylinositol synthetase by an analog of CDP-diacylglycerol
Vargas L.A., Miao L.X., Rosenthal A.F.
Biochimica et Biophysica Acta (BBA) - Lipids and Lipid Metabolism , 1984
148.
In vitro evaluation of phosphocholine and quaternary ammonium containing lipids as novel anti-HIV agents
Meyer K.L., Marasco C.J., Morris-Natschke S.L., Ishaq K.S., Piantadosi C., Kucera L.S.
Journal of Medicinal Chemistry , 1991
149.
150
Ya. E. Bernadskaya
"Iskusstvennoe Volokno" (Artificial Fibres) , 1952
150.
151
V. M. Rodionov
Zhur. Obshch. Khim. , 1936
151.
152
W. Albert
Trans. Electrochem. Soc. , 1943
152.
153
1899
153.
154
Friedl.
154.
155
M. V. Mal'tsev
Izv. Vys. Ucheb. Zaved., Tsvet. Met. , 1960
155.
156
J. S. Fruton
J. Biol. Med. , 1950
156.
157
1903
157.
158
Friedl.
160.
161
Friedl.
161.
162
1917
162.
163
Friedl.
163.
Permeability of bilayer lipid membranes in phase transition. The significance of intermolecular phosphate-phosphate hydrogen bonding
Smirnova E.Y., Kozhomkulov E.T., Vasserman A.N., Vosnesensky S.A., Shevchenko E.V., Morozov Y.V., Antonov V.F.
Chemistry and Physics of Lipids , 1986
164.
Electric field increases the phase transition temperature in the bilayer membrane of phosphatidic acid
Antonov V.F., Smirnova E.Y., Shevchenko E.V.
Chemistry and Physics of Lipids , 1990
166.
167
Friedl.
167.
168
1918
168.
169
Friedl.
169.
170
1918
170.
171
Friedl.
171.
172
1918
172.
173
Friedl.
173.
174
S. Calvert
India Rubber Tire Rev. , 1926
174.
175
I. Mayer
1966
175.
176
G. V. Samsonov
"Metody Ispytaniya na Mikrotverdost' i Pribory" (Methods of Microhardness Testing and Apparatus) , 1965
176.
177
J. Henry
Proc. R. Irish Acad. , 1945
177.
178
1946
178.
179
Chem. Abs. , 1947
179.
180
1946
180.
181
Chem. Abs. , 1947
181.
The appearance of single-ion channels in unmodified lipid bilayer membranes at the phase transition temperature
Antonov V.F., Petrov V.V., Molnar A.A., Predvoditelev D.A., Ivanov A.S.
Nature , 1980
182.
183
Chem. Abs. , 1947
183.
184
F. Haurowitz
"The Chemistry and Function of Proteins" , 1965
184.
185
1954
185.
186
Chem. Abs. , 1956
186.
187
1954
187.
188
Chem. Abs. , 1955
188.
189
M. Godchot
Bull. Soc. chim. France (5) , 1913
189.
190
H. Law
J. Chem. Soc. , 1912
192.
193
E. Pannain
Gazzetta , 1909
193.
194
A. A. Vertman
"Svoistva Rasplavov Zheleza" (Properties of Iron Melts) , 1969
194.
Phospholipids chiral at phosphorus. 4. Could membranes be chiral at phosphorus?
Tsai M.D., Jiang R.T., Bruzik K.
Journal of the American Chemical Society , 1983
197.
Synthesis of glycolipids
Gigg R.
Chemistry and Physics of Lipids , 1980
198.
Synthesis of glycolipids
Gigg J., Gigg R.
Topics in Current Chemistry , 1990
199.
200
Ref. Zh. Khim. , 1975
200.
201
A. Aladjem
1969
201.
A simple approach to the synthesis of a membrane teichoic acid fragment of Staphylococcus aureus
Oltvoort J.J., van Boeckel C.A., de Koning J.H., van Boom J.H.
Recueil des Travaux Chimiques des Pays-Bas , 2010
204.
206
J. Petersen
Z. Phys. Chem. , 1900
205.
207
F. Fichter
"Organische Elektrochemie" , 1942
207.
209
C. J. Haggerty
Trans. Am. Electrochem. Soc. , 1929
208.
210
H. L. Wheeler
Chem. Zentr. , 1908
209.
The Peroxide Oxidation of Membrane Lipids and Natural Antioxidants
Burlakova E.B., Khrapova N.G.
Russian Chemical Reviews , 1985
210.
213
F. Yu. Rachinskii
"Khimiya Seraorganicheskikh Soedinenii, Soderzhashchikh-sya v Neftyakh i Nefteproduktakh" (Chemistry of Organo-sulphur Compounds Present in Petroleum and Petroleum Products) , 1966
211.
Chemical and Biological Kinetics
Emanuel' N.M.
Russian Chemical Reviews , 1981
212.
Biochemie des oxidativen Stress
Sies H.
Angewandte Chemie , 1986
213.
217
1925
214.
Functional group contributions to the partitioning of phenols between liposomes and water
Rogers J.A., Davis S.S.
Biochimica et Biophysica Acta - Biomembranes , 1980
215.
219
G. I. Pustoshkin
Collected Papers "Biologicheskie Aktivnie Soedinenii" (Biologically Active Compounds) , 1955
216.
220
K. Ziegler
Angew. Chem. , 1955
217.
221
1960
218.
222
Chem. Abs. , 1961
220.
224
Chem. Abs. , 1959
221.
225
1960