Strategies for the synthesis of glycerophospholipids

Progress in Lipid Research - Tập 33 - Trang 239-328 - 1994
F. Paltauf1, A. Hermetter1
1Institut für Biochemie und Lebensmittelchemie der Technischen Universität Graz, Austria

Tài liệu tham khảo

Aarsman, 1985, Chem. Phys. Lipids, 36, 229, 10.1016/0009-3084(85)90004-0 Abdelmageed, 1990, Chem. Phys. Lipids, 54, 49, 10.1016/0009-3084(90)90059-Z Achterberg, 1986, Chem. Phys. Lipids, 41, 137, 10.1016/0009-3084(86)90005-8 Achterberg, 1986, Chem. Phys. Lipids, 41, 349, 10.1016/0009-3084(86)90032-0 Agranoff, 1963, Biochem. Prep., 10, 47 Akhrem, 1988, Bioog. Khim., 14, 1250 Akoka, 1985, Synth. Commun., 15, 101, 10.1080/00397918508076815 Ali, 1988, J. Org. Chem., 53, 5547, 10.1021/jo00258a031 Ali, 1990, Biochem. Cell. Biol., 68, 360, 10.1139/o90-049 Allunni-Bistocchi, 1990, Il Farmaco, 45, 499 Altenbach, 1988, Nachr. Chem. Tech. Lab., 36, 33, 10.1002/nadc.19880360109 Anderson, 1983, Tetrahedron Lett., 27, 2741, 10.1016/S0040-4039(00)88010-7 Anderson, 1986, Chem. Phys. Lipids, 39, 73, 10.1016/0009-3084(86)90101-5 Aneja, 1971, Biochim. Biophys. Acta, 248, 455, 10.1016/0005-2760(71)90234-7 Aneja, 1969, Biochim. Biophys. Acta, 187, 579, 10.1016/0005-2760(69)90057-5 Aneja, 1970, Biochim. Biophys. Acta, 218, 102, 10.1016/0005-2760(70)90097-4 Aranda, 1992, Synth. Commun., 22, 135, 10.1080/00397919208021084 Arnold, 1967, Liebigs Ann. Chem., 709, 234, 10.1002/jlac.19677090126 Baba, 1990, Chem. Soc., Chem. Commun., 1281, 10.1039/c39900001281 Baer, 1951, Biol. Chem., 189, 235, 10.1016/S0021-9258(18)56113-5 Baer, 1962, Biochemistry, 1, 518, 10.1021/bi00909a024 Baggett, 1977, J. Chem. Soc. Perkin Trans., 1, 1123, 10.1039/p19770001123 Barry, 1955, Can. J. Chem., 33, 716, 10.1139/v55-087 Bathia, 1987, Tetrahedron Lett., 28, 3767, 10.1016/S0040-4039(00)96379-2 Bauer, 1991, Liebigs Ann. Chem., 765, 10.1002/jlac.1991199101131 Bauer, 1992, Liebigs Ann. Chem., 47, 10.1002/jlac.199219920110 1987, 22, 787 1991, 26, 965 Baumann, 1964, J. Org. Chem., 29, 3055, 10.1021/jo01033a065 Baumann, 1966, J. Org. Chem., 31, 498, 10.1021/jo01340a034 Bayer, 1979, Biochim. Biophys. Acta, 550, 464, 10.1016/0005-2736(79)90149-4 Beck, 1991, Tetrahedron, 47, 1459, 10.1016/S0040-4020(01)86422-X Beck, 1990, Chem. Phys. Lipids, 55, 13, 10.1016/0009-3084(90)90144-G Berchtold, 1982, Chem. Phys. Lipids, 30, 389, 10.1016/0009-3084(82)90032-9 Berecoechea, 1968, J. Bull. Soc. Chim. Biol., 50, 1561 Berridge, 1987, Annu. Rev. Biochem., 56, 159, 10.1146/annurev.bi.56.070187.001111 Bette Babillo, 1985, Chem. Phys. Lipids, 37, 215, 10.1016/0009-3084(85)90010-6 Bhatia, 1987, Tetrahedron Lett., 28, 271, 10.1016/S0040-4039(00)95704-6 Bhatia, 1987, Tetrahedron Lett., 28, 1729, 10.1016/S0040-4039(00)95406-6 Bhatia, 1988, J. Org. Chem., 53, 5034, 10.1021/jo00256a024 Bhatia, 1988, Tetrahedron Letters, 29, 31, 10.1016/0040-4039(88)80008-X Bhatia, 1989, Synthesis, 16, 10.1055/s-1989-27132 Bhatia, 1991, Lipids, 26, 1424, 10.1007/BF02536580 Binaglia, 1991, J. Labelled Comp. and Radiopharm., 29, 95, 10.1002/jlcr.2580290113 Bisson, 1981, Biochem. J., 193, 757, 10.1042/bj1930757 Bittman, 1984, Chem. Phys. Lipids, 34, 201, 10.1016/0009-3084(84)90044-6 Bittman, 1987, J. Lipid Res., 28, 733, 10.1016/S0022-2275(20)38668-5 Blanton, 1990, Biochemistry, 29, 1186, 10.1021/bi00457a014 Blume, 1991, Chem. Phys. Lipids, 57, 253, 10.1016/0009-3084(91)90080-U Blume, 1981, Biochim. Biophys. Acta, 640, 609, 10.1016/0005-2736(81)90484-3 Borin, 1984, Bioorg. Khim., 10, 1423 Bosies, 1987, Lipids, 22, 947, 10.1007/BF02535561 Brachwitz, 1989, Patent DD 279 249 A1 Brachwitz, 1984, Chem. Phys. Lipids, 36, 137, 10.1016/0009-3084(84)90067-7 Brachwitz, 1979, Prakt. Chem., 321, 775, 10.1002/prac.19793210509 Brachwitz, 1990, Chem. Phys. Lipids, 54, 89, 10.1016/0009-3084(90)90064-X Brockerhoff, 1979, Lipids, 14, 88, 10.1007/BF02533575 Brockerhoff, 1965, Can. J. Biochem., 43, 1777, 10.1139/o65-197 Browning, 1979, Chem. Phys. Lipids, 24, 103, 10.1016/0009-3084(79)90081-1 Bruzik, 1984, J. Am. Chem. Soc., 106, 747, 10.1021/ja00315a049 Bruzik, 1989, Carbohydr. Res., 195, 67, 10.1016/0008-6215(89)85089-X Bruzik, 1986, J. Org. Chem., 51, 2368, 10.1021/jo00362a035 Bruzik, 1991, Methods Enzymol., 197, 258, 10.1016/0076-6879(91)97151-N Buchnea, 1971, Lipids, 6, 734, 10.1007/BF02531299 Buchnea, 1974, Lipids, 9, 55, 10.1007/BF02533214 Burgos, 1987, J. Org. Chem., 52, 4973, 10.1021/jo00231a025 Burnett, 1985, Biochim. Biophys. Acta, 815, 57, 10.1016/0005-2736(85)90474-2 Byun, 1989, Tetrahedron Lett., 30, 2751, 10.1016/S0040-4039(00)99116-0 Cable, 1978, 75, 1227 Carman, 1976, J. Aust. J. Chem., 29, 1761, 10.1071/CH9761761 Carrigues, 1988, Halv. Chim. Acta, 71, 274, 10.1002/hlca.19880710131 Carrigues, 1984, Synthesis, 870, 10.1055/s-1984-31003 Casal, 1990, J. Am. Chem. Soc., 112, 3887, 10.1021/ja00166a024 Chadha, 1970, Chem. Phys. Lipids, 4, 104, 10.1016/0009-3084(70)90067-8 Chakrabarti, 1975, Biochemistry, 14, 5021, 10.1021/bi00694a001 Chandrakumar, 1981, Tetrahedron Lett., 22, 2949, 10.1016/S0040-4039(01)81796-2 Chandrakumar, 1982, J. Org. Chem., 47, 2144, 10.1021/jo00132a031 Chandrakumar, 1982, Tetrahedron Lett., 23, 1043, 10.1016/S0040-4039(00)87017-3 Chandrakumar, 1983, J. Org. Chem., 48, 1197, 10.1021/jo00156a011 Chattopadhyay, 1990, Chem. Phys. Lipids, 53, 1, 10.1016/0009-3084(90)90128-E Chau, 1989, Biochem. Biophys. Res. Commun., 161, 1070, 10.1016/0006-291X(89)91352-1 Chiu, 1986, Biochim. Biophys. Acta, 876, 167, 10.1016/0005-2760(86)90330-9 Comfurius, 1990, Lipids Res., 31, 1719, 10.1016/S0022-2275(20)42356-9 Comfurius, 1977, Biochim. Biophys. Acta, 488, 36, 10.1016/0005-2760(77)90120-5 Cox, 1979, Chem. Phys. Lipids, 25, 369, 10.1016/0009-3084(79)90075-6 Crans, 1985, J. Am. Chem. Soc., 107, 7019, 10.1021/ja00310a045 Cubero Robles, 1969, Biochim. Biophys. Acta, 187, 520, 10.1016/0005-2760(69)90049-6 Cunningham, 1965, J. Chem. Soc., 1553 Dale, 1988, Biochemistry, 27, 8270, 10.1021/bi00421a042 Dang, 1982, Lipids, 17, 798, 10.1007/BF02535356 de Bony, 1983, Chem. Phys. Lipids, 32, 105, 10.1016/0009-3084(83)90046-4 De Haas, 1961, Recl. Trav. Chim. Pays-Bas, 80, 951, 10.1002/recl.19610800905 De Wilde, 1987, Tetrahedron Lett., 28, 4757, 10.1016/S0040-4039(00)96618-8 De Witt, 1989, Tetrahedron Lett., 30, 5505, 10.1016/S0040-4039(01)80605-5 Deigner, 1992, Chem. Phys. Lipids, 61, 199, 10.1016/0009-3084(92)90013-F Delfino, 1987, Tetrahedron Lett., 28, 2327, 10.1016/S0040-4039(00)96115-X Demopoulos, 1979, J. Biol. Chem., 254, 9355, 10.1016/S0021-9258(19)83523-8 Dick, 1992, J. Lipid Res., 33, 605, 10.1016/S0022-2275(20)41625-6 Diembeck, 1979, Chem. Phys. Lipids, 24, 237, 10.1016/0009-3084(79)90029-X Dijkman, 1990, Biochem. Biophys. Acta, 1043, 67, 10.1016/0005-2760(90)90111-A Diyizou, 1987, Tetrahedron Lett., 28, 5743, 10.1016/S0040-4039(00)96830-8 Dobner, 1989, Pharmazie, 44, 15 Dodd, 1976, J. Chem. Soc. Perkin Trans: 1, 2273, 10.1039/p19760002273 Dodrer, 1990, J. Am. Chem. Soc., 112, 2829, 10.1021/ja00163a070 Dolder, 1990, J. Prot. Chem., 9, 407, 10.1007/BF01024616 Dreef, 1988, Tetrahedron Lett., 29, 6513, 10.1016/S0040-4039(00)82387-4 Duclos, 1992, J. Org. Chem., 57, 6156, 10.1021/jo00049a021 Duralski, 1989, Tetrahedron Lett., 30, 3585, 10.1016/S0040-4039(00)99448-6 Effenberger, 1987, Tetrahedron Lett., 28, 1641, 10.1016/S0040-4039(00)95380-2 Eibl, 1978, 75, 4074 Eibl, 1980, Chem. Phys. Lipids, 26, 405, 10.1016/0009-3084(80)90061-4 Eibl, 1980, Chem. Phys. Lipids, 26, 239, 10.1016/0009-3084(80)90054-7 Eibl, 1981, Chem. Phys. Lipids, 28, 1, 10.1016/0009-3084(81)90028-1 Eibl, 1979, Biochim. Biophys. Acta, 553, 476, 10.1016/0005-2736(79)90303-1 Eibl, 1981, Methods Enzymol., 72, 632, 10.1016/S0076-6879(81)72055-X Eibl, 1970, Biochemistry, 9, 423, 10.1021/bi00804a033 Eibl, 1978, Chem. Phys. Lipids, 22, 1, 10.1016/0009-3084(78)90002-6 Eibl, 1986, Chem. Phys. Lipids, 41, 53, 10.1016/0009-3084(86)90124-6 Eibl, 1986, Chem. Phys. Lipids, 41, 53, 10.1016/0009-3084(86)90124-6 Eibl, 1988, Chem. Phys. Lipids, 47, 63, 10.1016/0009-3084(88)90033-3 Eibl, 1988, Chem. Phys. Lipids, 47, 47, 10.1016/0009-3084(88)90031-X Filthuth, 1992, Chem. Phys. Lipids, 60, 253, 10.1016/0009-3084(92)90077-3 Fraser, 1989, Biochim. Biophys. Acta, 983, 23, 10.1016/0005-2736(89)90375-1 Freeman, 1987, Biochim. Biophys. Acta, 294, 341, 10.1016/0304-4165(87)90032-8 French, 1966, Chem. Eng. News, 44, 48 Fröling, 1984, Chem. Phys. Lipids, 36, 29, 10.1016/0009-3084(84)90088-4 Gadek, 1989, Tetrahedron Lett., 30, 915, 10.1016/S0040-4039(00)95277-8 Gadella, 1990, Biochemistry, 29, 3389, 10.1021/bi00465a035 Galla, 1981, Meth. Enzymol., 72, 471, 10.1016/S0076-6879(81)72035-4 Gangadhar, 1989, Synth. Commun., 19, 2505, 10.1080/00397918908052653 Gao, 1987, J. Am. Chem. Soc., 109, 5765, 10.1021/ja00253a032 Goa, 1987, FEBS Lett., 223, 366, 10.1016/0014-5793(87)80320-4 Gardam, 1989, Biochemistry, 28, 884, 10.1021/bi00428a072 Gigg, 1967, J. Chem. Soc. C, 431, 10.1039/j39670000431 Gigg, 1980, Chem. Phys. Lipids, 26, 287, 10.1016/0009-3084(80)90060-2 Gigg, 1969, J. Chem. Soc., 2367 Gordeev, 1987, Bioorg. Chem., 13, 109 Graff, 1982, Prep. Biochem., 12, 175, 10.1080/00327488208065560 Grainger, 1990, Biochim. Biophys. Acta, 1022, 146, 10.1016/0005-2736(90)90108-Z Gromova, 1992, Chem. Phys. Lipids, 60, 235, 10.1016/0009-3084(92)90075-Z Guindon, 1984, J. Org. Chem., 49, 3912, 10.1021/jo00195a007 Guivisdalky, 1988, Tetrahedron Lett., 29, 4393, 10.1016/S0040-4039(00)80503-1 Guivisdalsky, 1989, J. Org. Chem., 54, 4637, 10.1021/jo00280a034 Gupta, 1981, Biochim. Biophys. Acta, 663, 506, 10.1016/0005-2760(81)90178-8 Gupta, 1977, 74, 4315 Hajra, 1970, Biochem. Biophys. Res. Commun., 39, 1037, 10.1016/0006-291X(70)90663-7 Hajra, 1983, Chem. Phys. Lipids, 33, 179, 10.1016/0009-3084(83)90020-8 1992 Han, 1992, Anal. Biochem., 200, 119, 10.1016/0003-2697(92)90286-G Hanahan, 1990, J. Lipids Res., 31, 2113, 10.1016/S0022-2275(20)42276-X Hanson, 1982, Lipids, 17, 453, 10.1007/BF02535226 Harbison, 1984, J. Lipids Res., 25, 1140, 10.1016/S0022-2275(20)37724-5 Harlos, 1980, Biochemistry, 29, 895, 10.1021/bi00546a011 Hasegawa, 1987, Synthesis, 60, 10.1055/s-1987-27845 Hasegawa, 1984, Makromol. Chem., Rapid Commun., 5, 779, 10.1002/marc.1984.030051201 Hassner, 1978, Tetrahedron Lett., 46, 4475, 10.1016/S0040-4039(01)95256-6 Hayward, 1985, Ann. N.Y. Acad. Sci., 446, 267, 10.1111/j.1749-6632.1985.tb18407.x Hebert, 1990, J. Chem. Soc., Chem. Commun., 1497, 10.1039/C39900001497 Hendrickson, 1984, J. Biol. Chem., 259, 5734, 10.1016/S0021-9258(18)91075-6 Hendrickson, 1990, Chem. Phys. Lipids, 53, 115, 10.1016/0009-3084(90)90139-I Hendrickson, 1983, J. Lipid Res., 24, 1532, 10.1016/S0022-2275(20)37877-9 Hendrickson, 1987, J. Lipid Res., 28, 864, 10.1016/S0022-2275(20)38653-3 Hendrickson, 1981, Anal. Biochem., 116, 553, 10.1016/0003-2697(81)90401-2 Hermetter, 1981, Chem. Phys. Lipids, 28, 111, 10.1016/0009-3084(81)90039-6 Hermitter, 1981, Chem. Phys. Lipids, 29, 191, 10.1016/0009-3084(81)90084-0 Hermitter, 1982, Chem. Phys. Lipids, 30, 47, 10.1016/0009-3084(82)90006-8 Hermitter, 1982, Chem. Phys. Lipids, 30, 35, 10.1016/0009-3084(82)90005-6 Hermetter, 1983, Chem. Phys. Lipids, 32, 145, 10.1016/0009-3084(83)90049-X Hermetter, 1987, Chem. Phys. Lipids, 43, 69, 10.1016/0009-3084(87)90018-1 Hermetter, 1989, Chem. Phys. Lipids, 50, 57, 10.1016/0009-3084(89)90026-1 Hessel, 1954, Recl. Trav. Chim. Pats-Bas, 73, 150, 10.1002/recl.19540730211 Hibbert, 1929, J. Am. Chem. Soc., 51, 1601, 10.1021/ja01380a047 Hintze, 1975, Lipids, 10, 20, 10.1007/BF02532189 Hirt, 1958, Pharm. Acta Helv., 33, 349 Hirth, 1982, Helv. Chim. Acta, 65, 1059, 10.1002/hlca.19820650339 Hirth, 1983, Helv. Chim. Acta, 66, 1210, 10.1002/hlca.19830660423 Hirth, 1985, Helv. Chim. Acta, 68, 1863, 10.1002/hlca.19850680708 Hong, 1986, J. Med. Chem., 29, 2038, 10.1021/jm00160a041 Hong, 1990, J. Med. Chem., 33, 1380, 10.1021/jm00167a016 Hong, 1991, Lipids, 26, 1437, 10.1007/BF02536582 Hosteteler, 1990, J. Biol. Chem., 265, 6112, 10.1016/S0021-9258(19)39299-3 Houlihan, 1990, J. Lipids Mediators, 2, 295 Hubbell, 1971, J. Am. Chem. Soc., 93, 314, 10.1021/ja00731a005 Hubschwerlen, 1986, Synthesis, 962, 10.1055/s-1986-31839 Hupfer, 1983, Chem. Phys. Lipids, 33, 355, 10.1016/0009-3084(83)90028-2 Ioannou, 1986, Chimika Chronika, New Series, 15, 205 Johnson, 1989, Chem. Phys. Lipids, 50, 119, 10.1016/0009-3084(89)90035-2 Jones, 1989, Tetrahedron Lett., 30, 5353, 10.1016/S0040-4039(01)93785-2 Joseph, 1988, J. Lipid Res., 29, 1101, 10.1016/S0022-2275(20)38462-5 Joseph, 1991, Chem. Phys. Lipids, 58, 19, 10.1016/0009-3084(91)90107-M JP 63304/83 and JP 63305/83. Juneja, 1989, Biochim. Biophys. Acta, 1003, 277, 10.1016/0005-2760(89)90233-6 Kamata, 1985, Tetrahedron Lett., 26, 5195, 10.1016/S0040-4039(00)98901-9 Kanda, 1980, J. Lipids Res., 21, 257, 10.1016/S0022-2275(20)39832-1 Kanda, 1981, J. Lipids Res., 22, 879, 10.1016/S0022-2275(20)37362-4 Karpyshev, 1981, Bioorg. Khim., 7, 1388 Karyukhina, 1988, Bioorg. Khim., 14, 1256 Kates, 1986, Techniques in Lipidology: Isolation and Identification of Lipids Kates, 1965, Biochemistry, 4, 1595, 10.1021/bi00884a020 Keana, 1979, Chem. Phys. Lipids, 23, 253, 10.1016/0009-3084(79)90106-3 Keana, 1986, J. Org. Chem., 51, 2297, 10.1021/jo00362a024 Kerscher, 1987, Tetrahedron Lett., 28, 531, 10.1016/S0040-4039(00)95774-5 Kertscher, 1983, Pharmazie, 38, 421 Kerstcher, 1991, Pharmazie, 46, 772 Kertscher, 1991, Pharmazie, 46, 708 Kertscher, 1988, Pharmazie, 43, 211 Kertscher, 1980, Pharmazie, 35, 10 Kim, 1986, J. Org. Chem., 52, 404, 10.1021/jo00353a027 Kim, 1991, Tetrahedron Lett., 32, 6521, 10.1016/0040-4039(91)80209-O Kingsley, 1979, Chem. Phys. Lipids, 24, 135, 10.1016/0009-3084(79)90083-5 Knight, 1989, Biochem. J., 258, 683, 10.1042/bj2580683 Knok-Keung, 1978, Biochemistry, 17, 5241, 10.1021/bi00617a025 Kodali, 1987, J. Lipids Res., 28, 464, 10.1016/S0022-2275(20)38698-3 Kodali, 1992, Chem. Phys. Lipids, 61, 169, 10.1016/0009-3084(92)90009-E Kodali, 1990, Chem. Phys. Lipids, 52, 163, 10.1016/0009-3084(90)90111-4 Krabisch, 1965, J. Lipids Res., 6, 156, 10.1016/S0022-2275(20)39653-X Krylova, 1981, Zh. Obshch. Khim., 51, 210 Kumar, 1984, J. Lipids Res., 25, 198, 10.1016/S0022-2275(20)37840-8 Kung, 1986, Biochim. Biophys. Acta, 862, 435, 10.1016/0005-2736(86)90247-6 Kwiatkowski, 1983, Chem. Scr., 22, 30 Lai, 1989, Biochem. Biophys. Res. Commun., 160, 1189, 10.1016/S0006-291X(89)80129-9 Lamparski, 1992, Biochemistry, 31, 685, 10.1021/bi00118a008 Ladipot, 1965, J. Am. Chem. Soc., 87, 5522, 10.1021/ja00951a070 Laschewski, 1987, J. Am. Chem. Soc., 109, 788, 10.1021/ja00237a025 Law, 1986, Tetrahedron Lett., 27, 271, 10.1016/S0040-4039(00)83994-5 Lee, 1978, J. Org. Chem., 43, 4226, 10.1021/jo00415a051 Lee, 1992, Chem. Phys. Lipids, 61, 209, 10.1016/0009-3084(92)90100-4 Lekka, 1988, Z. Naturforsch., 43c, 665, 10.1515/znc-1988-9-1007 Lemmen, 1990, Chem. Phys. Lipids, 53, 65, 10.1016/0009-3084(90)90134-D Lemmen, 1992, Chem. Phys. Lipids, 62, 185, 10.1016/0009-3084(92)90096-8 Lin, 1989, J. Am. Chem. Soc., 111, 3099, 10.1021/ja00190a074 Lindh, 1987, 18, 189 Lindh, 1989, J. Org. Chem., 54, 1338, 10.1021/jo00267a020 Lister, 1988, J. Lipids Res., 29, 1297, 10.1016/S0022-2275(20)38440-6 Loidl, 1990, Biochim. Biophys. Acta, 1049, 75, 10.1016/0005-2736(90)90438-T Lok, 1985, Chem. Phys. Lipids, 36, 329, 10.1016/0009-3084(85)90040-4 Longmuir, 1985, Chem. Phys. Lipids, 36, 197, 10.1016/0009-3084(85)90001-5 Loughrey, 1990, J. Immunol. Methods, 132, 25, 10.1016/0022-1759(90)90394-B Mandal, 1980, Phytochemistry, 19, 1661, 10.1016/S0031-9422(00)83789-9 Mangold, 1991, Lipids, 26, 1086, 10.1007/BF02536507 Mangold, 1987, Lipids, 22, 789, 10.1007/BF02535533 Mangroo, 1988, Chem. Phys. Lipids, 48, 99, 10.1016/0009-3084(88)90137-5 Marco, 1988, Tetrahedron Lett., 29, 1997, 10.1016/S0040-4039(00)82100-0 1976, Vol. 1–3 Martin, 1988, Tetrahedron Lett., 29, 3631, 10.1016/S0040-4039(00)82140-1 Mason, 1981, Anal. Biochem., 113, 96, 10.1016/0003-2697(81)90049-X Mazur, 1991, Chem. Phys. Lipids, 60, 189, 10.1016/0009-3084(91)90041-9 Mena, 1985, Chem. Phys. Lipids, 37, 257, 10.1016/0009-3084(85)90014-3 Meyer, 1991, J. Med. Chem., 34, 1377, 10.1021/jm00108a021 Meyer, 1989, J. Med. Chem., 32, 2142, 10.1021/jm00129a020 Mishina, 1987, Bioorg. Khim., 13, 1110 Molotkovskii, 1982, Bioorg. Khim., 8, 1256 Molotkovskii, 1981, Bioorg. Khim., 6, 586 Molotkovskii, 1980, Bioorg. Khim., 6, 594 Molotkovskii, 1989, Bioorg. Khim., 15, 686 Molotkovsky, 1979, Bioorg. Khim., 5, 588 Molotkovsky, 1976, Chem. Phys. Lipids, 17, 108, 10.1016/0009-3084(76)90054-2 Montecucco, 1986, Biochem. J., 237, 309, 10.1042/bj2370309 Moritz, 1992, J. Biol. Chem., 267, 7207, 10.1016/S0021-9258(18)42504-5 Murakata, 1991, Tetrahedron Lett., 32, 101, 10.1016/S0040-4039(00)71229-9 Muramatsu, 1983, 37 Muramatsu, 1981, Chem. Phys. Lipids, 29, 121, 10.1016/0009-3084(81)90077-3 Murari, 1990, Lipids, 25, 606, 10.1007/BF02536010 Myher, 1979, Can. J. Biochem., 57, 117, 10.1139/o79-015 Nakaya, 1990, Langmuir, 6, 291, 10.1021/la00091a048 Nakayama, 1988, Biochem. Biophys. Res. Commun., 151, 1256, 10.1016/S0006-291X(88)80501-1 Neises, 1978, Angew. Chem. Ed. Engl., 17, 522, 10.1002/anie.197805221 Nicholas, 1983, Lipids, 18, 434, 10.1007/BF02535431 Nicotra, 1992, J. Org. Chem., 57, 2154, 10.1021/jo00033a043 Niedermann, 1991, Biochem. Biophys. Acta, 1070, 401, 10.1016/0005-2736(91)90080-R Nifantev, 1978, Zh. Org. Khim., 14, 63 Noda, 1990, Chem. Phys. Lipids, 53, 53, 10.1016/0009-3084(90)90133-C Nuhn, 1981, Pharmazie, 36, 537 Ohno, 1985, Chem. Pharm. Bull., 33, 572, 10.1248/cpb.33.572 Ohno, 1986, Polym. Sci. Polym. Chem. Ed., 24, 2959, 10.1002/pola.1986.080241123 Okahata, 1988, J. Am. Chem. Soc., 110, 2495, 10.1021/ja00216a024 Oltvoort, 1983, Recl. Trav. Chim. Pays-Bas, 102, 523, 10.1002/recl.19831021207 Orlando, 1984, J. Labelled Comp. and Radiopharm., 21, 497, 10.1002/jlcr.2580210603 Orlando, 1985, Bull. Mol. Biol. Med., 10, 245 Orlando, 1980, J. Lipid Res., 21, 1053, 10.1016/S0022-2275(20)34765-9 Ostermann, 1991, J. Lipid Mesiators, 3, 225 Paltauf, 1976, Chem. Phys. Lipids, 17, 148, 10.1016/0009-3084(76)90058-X Paltauf, 1978, Lipids, 13, 165, 10.1007/BF02533261 Paltauf, 1983, 49 Paltauf, 1991, Methods Enzymol., 197, 134, 10.1016/0076-6879(91)97140-T Paltauf, 1968, Chem. Phys. Lipids, 2, 168, 10.1016/0009-3084(68)90020-0 Paltauf, 1985, Biochim. Biophys. Acta, 853, 322, 10.1016/0005-2760(85)90288-7 Patel, 1979, J. Lipid Res., 20, 674, 10.1016/S0022-2275(20)40592-9 Patel, 1979, Lipids, 14, 596, 10.1007/BF02533539 Perly, 1984, J. Labelled Comp. and Radiopharm., 21, 1, 10.1002/jlcr.2580210102 Pernas, 1990, Biochem. Biophys. Res. Commun., 168, 644, 10.1016/0006-291X(90)92369-B Perochon, 1991, Chem. Phys. Lipids, 58, 7, 10.1016/0009-3084(91)90106-L Peters, 1987, Tetrahedron, 43, 3803, 10.1016/S0040-4020(01)86866-6 Pfaendler, 1992, Synthesis, 4, 350, 10.1055/s-1992-26104 Phillips, 1986, Carbohydr. Res., 146, 89, 10.1016/0008-6215(86)85026-1 Piantadosi, 1971, Biochemistry, 10, 1417, 10.1021/bi00784a022 Piantadosi, 1991, J. Med. Chem., 34, 1408, 10.1021/jm00108a025 Pinchuk, 1991, Chem. Phys. Lipids, 59, 263, 10.1016/0009-3084(91)90026-8 Porck, 1955, Can. J. Chem., 33, 1286, 10.1139/v55-156 Porthuis, 1978, J. Lipid Res., 19, 309, 10.1016/S0022-2275(20)41302-1 Powers, 1989, Biotechnol. Bioeng., 33, 173, 10.1002/bit.260330206 Pradhan, 1989, Biochemistry, 28, 6943, 10.1021/bi00443a025 Prakash, 1989, Lipids, 24, 786, 10.1007/BF02544585 Pugh, 1977, J. Lipid Res., 18, 710, 10.1016/S0022-2275(20)41588-3 Puricella, 1991, Eur. Pat. Appl. 0486 100 A1 Radhakrishnan, 1980, Ann. N.Y. Acad. Sci., 346, 165, 10.1111/j.1749-6632.1980.tb22099.x Ramirez, 1982, J. Am. Chem. Soc., 104, 5483, 10.1021/ja00384a039 Ramirez, 1982, Synthesis, 402, 10.1055/s-1982-29813 Rao, 1991, J. Am. Oil Chem. Soc., 68, 646, 10.1007/BF02662285 Rebecchi, 1993, J. Biol. Chem., 268, 1735, 10.1016/S0021-9258(18)53914-4 Regen, 1985, Ann. N.Y. Acad. Sci., 446, 296, 10.1111/j.1749-6632.1985.tb18409.x Regan, 1982, J. Am. Chem. Soc., 104, 791, 10.1021/ja00367a023 Ringsdorf, 1988, Angew. Chem. Int. Ed. Engl., 27, 113, 10.1002/anie.198801131 Rosario-Jansen, 1990, Bioorg. Chem., 18, 179, 10.1016/0045-2068(90)90040-C Rosenthal, 1977, Chem. Phys. Lipids, 20, 205, 10.1016/0009-3084(77)90035-4 Roux, 1983, Chem. Phys. Lipids, 33, 41, 10.1016/0009-3084(83)90006-3 Roux, 1986, FEBS Lett., 199, 33, 10.1016/0014-5793(86)81218-2 Rudolph, 1988, Biochim. Biophys. Acta, 943, 454, 10.1016/0005-2736(88)90377-X Runqvist, 1988, Biochim. Biophys. Acta, 940, 10, 10.1016/0005-2736(88)90003-X Ryu, 1982, J. Med. Chem., 25, 1322, 10.1021/jm00353a010 Salamonczyk, 1990, Tetrahedron Lett., 31, 2015, 10.1016/S0040-4039(00)88903-0 Samuel, 1985, J. Am. Chem. Soc., 107, 42, 10.1021/ja00287a008 Santaniello, 1992, Chem. Rev., 92, 1071, 10.1021/cr00013a016 Schindler, 1988, Anal. Biochem., 174, 477, 10.1016/0003-2697(88)90046-2 Schmid, 1991, Chem. Phys. Lipids, 60, 77, 10.1016/0009-3084(91)90017-6 Schmidli, 1991, J. Am. Chem. Soc., 113, 8127, 10.1021/ja00021a043 Schmitz, 1984, Chem. Phys. Lipids, 34, 139, 10.1016/0009-3084(84)90039-2 Seher, 1976, Chem. Phys. Lipids, 17, 182, 10.1016/0009-3084(76)90062-1 Shea, 1990, Nucl. Acids Res., 18, 3777, 10.1093/nar/18.13.3777 Shibuya, 1992, Chem. Pharm. Bull., 40, 1166, 10.1248/cpb.40.1166 Shuto, 1987, Chem. Pharm. Bull., 35, 447, 10.1248/cpb.35.447 Shuto, 1987, Tetrahedron Lett., 28, 199, 10.1016/S0040-4039(00)95685-5 Shvets, 1979, Chem. Phys. Lipids, 23, 163, 10.1016/0009-3084(79)90044-6 Singh, 1990, J. Lipid Res., 31, 1522, 10.1016/S0022-2275(20)42624-0 Singh, 1992, Chem. Phys. Lipids, 63, 191, 10.1016/0009-3084(92)90035-N Singh, 1992, Synth. Commun., 22, 2293, 10.1080/00397919208019084 Sisk, 1992, Biophys. J., 61, 593, 10.1016/S0006-3495(92)81864-7 Slotboom, 1970, Chem. Phys. Lipids, 5, 301, 10.1016/0009-3084(70)90001-0 1987 Somerharju, 1982, Chem. Phys. Lipids, 30, 81, 10.1016/0009-3084(82)90009-3 Somerharju, 1985, Biochemistry, 24, 2773, 10.1021/bi00332a027 Stanacev, 1973, Can. J. Biochem., 51, 747, 10.1139/o73-093 Stefely, 1988, J. Am. Chem. Soc., 110, 7463, 10.1021/ja00230a030 Steim, 1990, Biochem. Biophys. Res. Commun., 171, 451, 10.1016/0006-291X(90)91414-N Stepanov, 1984, Zh. Org. Khim., 20, 985 Stepanov, 1986, Chem. Phys. Lipids, 41, 1, 10.1016/0009-3084(86)90123-4 Stewart, 1989, Chem. Phys. Lipids, 50, 23, 10.1016/0009-3084(89)90023-6 Stewart, 1988, Chem. Phys. Lipids, 48, 177, 10.1016/0009-3084(88)90088-6 Stoffel, 1982, Hoppe-Seyler's Z. Physiol. Chem., 363, 1, 10.1515/bchm2.1982.363.1.1 Stumpf, 1990, Z. Naturforsch. Teil B, 45, 1729, 10.1515/znb-1990-1221 Subbaiah, 1992, Biochim. Biophys. Acta, 1128, 83, 10.1016/0005-2760(92)90261-S Sukhanov, 1979, Chem. Phys. Lipids, 23, 155, 10.1016/0009-3084(79)90043-4 Sunamoto, 1980, J. Am. Chem. Soc., 102, 1146, 10.1021/ja00523a035 Surles, 1988, J. Org. Chem., 53, 899, 10.1021/jo00239a048 Surles, 1985, J. Med. Chem., 28, 73, 10.1021/jm00379a015 Svensson, 1992, J. Am. Oil Chem. Soc., 69, 986, 10.1007/BF02541063 Szolderits, 1991, Biochim. Biophys. Acta, 1063, 197, 10.1016/0005-2736(91)90371-E Takeoka, 1989, Bull. Chem. Soc. Jpn., 62, 102, 10.1246/bcsj.62.102 Ting, 1991, Chem. Phys. Lipids, 60, 83, 10.1016/0009-3084(91)90018-7 Tomoi, 1989, Synthetic Commun., 19, 907, 10.1080/00397918908051011 Tremblay, 1979, Can. J. Biochem., 57, 595, 10.1139/o79-075 Tsirenina, 1981, Bioorg. Khim., 7, 1238 Tsuboi, 1992, Chemistry Letters, 1417, 10.1246/cl.1992.1417 Tsushima, 1984, Chem. Pharm. Bull., 32, 2700, 10.1248/cpb.32.2700 Turcotte, 1975, J. Med. Chem., 18, 1184, 10.1021/jm00246a003 Turcotte, 1980, Biochim. Biophys. Acta, 619, 604, 10.1016/0005-2760(80)90110-1 Ukawa, 1989, Chem. Pharm. Bull., 37, 1249, 10.1248/cpb.37.1249 Urata, 1988, J. Am. Chem. Soc., 65, 1299, 10.1007/BF02542409 van Boeckel, 1982, Synthesis, 399, 10.1055/s-1982-29812 van Corven, 1989, Cell, 59, 45, 10.1016/0092-8674(89)90868-4 van Der Bend, 1992, J. Biochim. Biophys. Acta, 1125, 110, 10.1016/0005-2760(92)90163-P van Wijk, 1992, J. Lipids Res., 33, 1211, 10.1016/S0022-2275(20)40773-4 Vasilenko, 1982, J. Biochim. Biophys. Acta, 685, 144, 10.1016/0005-2736(82)90091-8 Vaughan, 1980, Can. J. Biochem., 58, 143, 10.1139/o80-020 Verkade, 1942, Rec. Trav. Chim. Pays-Bas, 61, 831, 10.1002/recl.19420611110 Vodovozova, 1984, Bioorg. Khim., 10, 1688 Vogler, 1991, Lipids, 26, 1418, 10.1007/BF02536579 Wang, 1990, Chem. Phys. Lipids, 55, 265, 10.1016/0009-3084(90)90164-M Wang, 1988, J. Am. Chem. Soc., 110, 7200, 10.1021/ja00229a041 Wang, 1988, J. Org. Chem., 53, 3127, 10.1021/jo00248a046 Ward, 1988, Tetrahedron Lett., 29, 6013, 10.1016/S0040-4039(00)82254-6 Warner, 1977, J. Lipid Res., 18, 548, 10.1016/S0022-2275(20)41674-8 Watanabe, 1990, Tetrahedron Lett., 31, 255, 10.1016/S0040-4039(00)94385-5 Watanabe, 1992, Tetrahedron Lett., 33, 1313, 10.1016/S0040-4039(00)91610-1 Weber, 1984, Appl. Microbiol. Biotechnol., 20, 238, 10.1007/BF00250632 Weissig, 1986, FEBS Letters, 202, 86, 10.1016/0014-5793(86)80654-8 Welch, 1985, Acta Chem. Scand. Ser. B, 39, 47, 10.3891/acta.chem.scand.39b-0047 Wichrowski, 1983, J. Labelled Comp. and Radiopharm., 20, 991, 10.1002/jlcr.2580200809 Wiggins, 1946, J. Chem. Soc., 13, 10.1039/jr9460000013 Wissner, 1986, J. Med. Chem., 39, 1315, 10.1021/jm00157a038 Wissner, 1985, J. Med. Chem., 28, 1181, 10.1021/jm00147a010 Wissner, 1986, J. Med. Chem., 29, 328, 10.1021/jm00153a005 Wissner, 1984, J. Med. Chem., 27, 1174, 10.1021/jm00375a016 Witzke, 1985, J. Lipid Res., 26, 623, 10.1016/S0022-2275(20)34350-9 Witzke, 1986, J. Lipid Res., 27, 344, 10.1016/S0022-2275(20)38840-4 Wolf, 1985, J. Lipid Res., 26, 629, 10.1016/S0022-2275(20)34351-0 Woolley, 1988, Chem. Phys. Lipids, 47, 55, 10.1016/0009-3084(88)90032-1 Wykle, 1982, FEBS Lett., 141, 29, 10.1016/0014-5793(82)80008-2 Wyrick, 1989, J. Labelled Comp. and Radiopharm., 27, 269, 10.1002/jlcr.2580270305 Yamauchi, 1987, Bull. Chem. Soc. Jpn., 60, 2169, 10.1246/bcsj.60.2169 Yamauchi, 1990, J. Am. Chem. Soc., 112, 3188, 10.1021/ja00164a047 Yeung, 1974, Can. J. Biochem., 52, 830, 10.1139/o74-119 Yu, 1990, J. Biol. Chem., 265, 2657, 10.1016/S0021-9258(19)39851-5 Zachowski, 1987, FEBS Lett., 223, 315, 10.1016/0014-5793(87)80311-3 Zeidler, 1990, Chem. Phys. Lipids, 55, 155, 10.1016/0009-3084(90)90076-4 Zeisig, 1990, Die Pharmazie, 45, 809