Abstract
Organic reactions catalysed by commercially available lipases, reported in recent years from our own laboratory and those published by others are described, confining the discussions to esteriflcation and hydrolytic reactions only. The text gives an insight into the variety of substrates accepted by these lipases and their potential applications to catalyse reactions regio-, chemo-, enantio- and diastereoselectively to produce compounds of industrial, commercial, pharmaceutical and synthetic interest.
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Adelhorst K, Bjorkling F, Godtfredsen S E and Kirk O 1990Synthesis 112
Aldercreutz P and Mattiasson B 1987Biocatalysis 1 99
Altamura M, Cesti P, Francalanci F, Marchi M and Cambiaghi S 1989J. Chem. Soc., Perkin Trans I 1225
Babiak K A, Ng J S, Dygos J H, Weyker C L, Wang Y F and Wong C H 1990J. Org. Chem. 55 3377
Baer E, Maurukas J and Russell M 1952J. Am. Chem. Soc. 74 152
Bhalerao U T, Dasaradhi L, Neelakantan P and Fadnavis N W 1991J. Chem. Soc., Chem. Commun. 1197
Bianchi D, Cesti P and Golini P 1989Tetrahedron 45 869
Bisht K S, Parmar V S and Crout D H G 1993Tetrahedron: Asymmetry 4 957
Bisht K S, Tyagi O D, Prasad A K, Sharma N K, Gupta S and Parmar V S 1994Biomed. Chem. 2 (in press)
Bjorkling F, Godtfredsen S E and Kirk O 1989J. Chem. Soc., Chem. Commun. 934
Boaz N W 1989Tetrahedron Lett. 30 2061
Bollenback G N and Parrish F W 1971Carbohydr. Res. 17 431
Brandstrom A 1983J. Mol. Catal. 20 93
Carrea G, Riva S and Secundo F 1989J. Chem. Soc., Perkin Trans. I 1057
Cesti P, Zaks A and Klibanov A M 1985Appl. Biochem. Biotechnol. 11 401
Chauvin C and Plusquellec D 1991Tetrahedron Lett. 32 3495
Chen C S, Cox P B and Roberts S M 1990aBiocatalysis 3 111
Chen C S and Liu Y C 1989Tetrahedron Lett. 30 7165
Chen C S, Liu Y C and Marseila M 1990bJ. Chem. Soc., Perkin Trans. I 2559
Chenevert R and D’Astous L 1988Can. J. Chem. 66 1219
Chenevert R, Desjardins M and Gagnon R 1990Chem. Lett. 33
Chin M J, Iacazio G, Spackman D G, Turner N J and Roberts S M 1992J. Chem. Soc., Perkin Trans. I 661
Chinchilla R, Nayera C, Hardo J and Yus M 1990Tetrahedron: Asymmetry 1 575
Colombo D, Ronchetti F and Toma L 1991Tetrahedron 47 103
Cofterill I C, Sutherland A G, Roberts S M, Grobbauer R, Spreitz J and Faber K 1991J. Chem. Soc., Perkin Trans. I 1365
Deetz J S and Rozzell J D 1988Trends Biotechnol. 6 15
Dennis E A 1987Biotechnology 5 1294
Dordick J S 1989Enzyme Microb. Technol. 11 194
Eichberger G, Penn G, Faber K and Griengl H 1986Tetrahedron Lett. 27 2843
Engel K H 1991Tetrahedron: Asymmetry 2 165
Estermann H, Prasad K, Shapiro M J, Repic O, Hardtmann G E, Bolsterli J J and Walkinshaw M D 1990Tetrahedron Lett. 31 445
Evans C T, Roberts S M, Shoberu K A and Sutherland A G 1992J. Chem. Soc., Perkin Trans. I 589
Fourneron J D, Chiche M and Pieroni G 1990Tetrahedron Lett. 31 4875
Gotor V, Brieva R and Rebolledo F 1988J. Chem. Soc., Chem. Commun. 957
Grandjean D, Pale P and Chuche J 1991Tetrahedron 47 1215
Haines C H 1981Adv. Carbohydr. Chem. Biochem. 39 13
Hailing P J 1987Biotechnol. Adv. 8 47
Hennen W J, Swears H M, Wang Y F and Wong C H 1988J. Org. Chem. 53 4939
Honig H, Wasserthal P S and Weber H 1990Tetrahedron Lett. 31 3011
Hsu S H, Wu S S, Wang Y F and Wong C H 1990Tetrahedron Lett. 31 6403
Huffer M and Schreier P 1991Tetrahedron: Asymmetry 2 1157
Hult K and Norin T 1992Pure Appl. Chem. 64 1129
Janssen A J M, Klunder A J H and Zwanenburg B 1990Tetrahedron Lett. 31 7219
Jones J B 1986Tetrahedron 42 3351
Khan R 1984Pure Appl. Chem. 56 833
Klempier N, Geymayer P, Stadler P, Faber K and Griengl H 1990Tetrahedron: Asymmetry 1 111
Klibanov A M 1986Chemtech. 16 354
Klibanov A M 1989Trends Biochem. Sci. 14 141
Konigsberger K, Faber K, Marschner Ch, Penn G, Baumgartner P and Griengl H 1989Tetrahedron 45 673
Koyke K, Numata M, Sugikoto M, Nakahara Y and Ogawi T 1987Carbohydr. Res. 158 113
Ladner W E and Whitesides G M 1984J. Am. Chem. Soc 106 7250
Laumen K, Seemayer R and Schnieder M P 1990J. Chem. Soc., Chem. Commun. 49
LeGrand D M and Roberts S M 1992J. Chem. Soc., Perkin Trans. I 1751
Marples B A and Rogers-Evans M 1989Tetrahedron Lett. 30 261
Miyazawa J, Iwanga H, Ueji S, Yamada T and Kuwata S 1989Chem. Lett. 2219
Murata M and Achiwa K 1991Tetrahedron Lett. 32 6763
Naemura K, Matsumura T, Komatsu M, Hirose Y and Chikamatsu H 1989Bull. Chem. Soc. Jpn. 62 3523
Nicolosi G, Piattelli M and Sanfilippo C 1992Tetrahedron 48 2477
Nieduzak T R and Carr A A 1990Tetrahedron: Asymmetry 1 535
Okahata Y, Fuyimoto Y and Ijiro K 1988Tetrahedron Lett. 29 5133
Panda S and Dordick J S 1991J. Am. Chem. Soc. 113 2253
Parmar V S, Khanduri C H, Tyagi O D, Prasad A K, Gupta S, Bisht K S, Pati H N and Sharma N K 1992aIndian J. Chem. B31 925
Parmar V S, Prasad A K, Sharma N K, Bisht K S, Gupta S and Pati H N 1993aJ. Chem. Soc., Chem. Commun. 27
Parmar V S, Prasad A K, Sharma N K, Bisht K S, Pati H N and Taneja P 1993bBiomed. Chem. Lett. 3 585
Parmar V S, Prasad A K, Sharma N K, Singh S K, Pati H N and Gupta S 1992bTetrahedron 48 6495
Parmar V S, Prasad A K, Singh P K and Gupta S 1992cTetrahedron: Asymmetry 3 1395
Parmar V S, Prasad A K, Tyagi O D, Gupta S, Sinha R, Gupta S, Chauhan A and Shakil N A 1992dIndian J. Chem. B31 903
Parmar V S, Sinha R, Bisht K S, Gupta S, Prasad A K and Taneja P 1993cTetrahedron 49 4107
Roberts S M and Shoberu K A 1991J. Chem. Soc., Perkin Trans. I 2605
Russell A J and Klibanov A M 1988J. Biol. Chem. 263 11624
Sakurai T, Margolin A L, Russell A J and Klibanov A M 1988J. Am. Chem. Soc. 110 7236
Seemayer R and Schnieder M P 1991J. Chem. Soc., Chem. Commun. 49
Simon H, Bader J, Gunther H, Neumann S and Thanos J 1985Angew. Chem. Int. Ed. Engl. 24 539
Skorey K I, Somayaji V and Brown R S 1989J. Am. Chem. Soc 111 1445
Suemune H, Mizuhara Y, Akita H and Sakai K 1986Chem. Pharm. Bull. 34 3440
Sujihara J M 1983Adv. Carbohydr. Chem. 8 1
Sweers H M and Wong C H 1986J. Am. Chem. Soc. 108 6421
Therisod M 1989J. Organomet. Chem. 361 C8
Uemura A, Nozaki K, Yamashita J and Yasumota M 1989Tetrahedron Lett. 30 3817
Wang Y F, Chen S T, Liu K K C and Wong C H 1989Tetrahedron Lett. 30 1917
Wang Y F, Lalonde J J, Momongan M, Bergbreiter D E and Wong C H 1988J. Am. Chem. Soc. 110 7200
Whitesides G M and Wong C H 1985Angew. Chem., Int. Ed. Engl. 24 617
Wong C H 1989Science 244 1145
Yamada H and Shimizu S 1988Angew. Chem., Int. Ed. Engl. 27 622
Zaks A and Klibanov A M 1984Science 224 1249
Zaks A and Klibanov A M 1986J. Am. Chem. Soc. 108 2767
Zaks A and Russell A J 1988J. Biotechnol. 8 259
Zemek J, Kucar S and Anderte D 1987Collect. Czech. Chem. Commun. 52 2347
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Jha, A., Bisht, K.S. & Parmar, V.S. Potentially useful lipase-catalysed transesterifications. Proc. Indian Acad. Sci. (Chem. Sci.) 106, 1191–1202 (1994). https://doi.org/10.1007/BF02841926
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DOI: https://doi.org/10.1007/BF02841926