Application of bacteria and fungi as biocatalysts for the preparation of optically active hydroxyphosphonates

被引：79

作者：

Kafarski, P ^{[1
]}

Lejczak, B ^{[1
]}

机构：

[1] Wroclaw Univ Technol, Inst Organ Chem Biochem & Biotechnol, PL-50370 Wroclaw, Poland

来源：

JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC | 2004年 / 29卷 / 1-6期

关键词：

whole-cell biocatalysis; biotransformations; enantioselectivity; chemo-enzymatic synthesis; organophosphorus compounds;

D O I：

10.1016/j.molcatb.2003.12.013

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Review on the use of whole-cell biocatalysts for the preparation of optically active hydroxyalkanephosphonates is presented. There are three general processes applied so far, namely the use of lipolytic organisms either for enantio selective hydrolysis of acyloxyalkanephosphonates or enantioselective acylation of hydroxyalkanephosphonates, the use of baker's yeast and other fungi for bioreduction of ketophosphonates and the use of bacteria and fungi for hydrolytic oxirane ring opening in substituted 1,2-epoxyethanephosphonates. (C) 2004 Elsevier B.V. All rights reserved.

引用

页码：99 / 104

页数：6

共 33 条

[1] Enzymatic resolution of diethyl (3-hydroxy-1-butenyl) phosphonate
Attolini, M
Iacazio, G
Peiffer, G
Maffei, M
[J]. TETRAHEDRON LETTERS, 2002, 43 (47) : 8547 - 8549
[2] Enantioselective synthesis of cyclic dialkyl (3-hydroxy-1-alkenyl) phosphonates by baker's yeast-mediated reduction of the corresponding enones
Attolini, M
Bouguir, F
Iacazio, G
Peiffer, G
Maffei, M
[J]. TETRAHEDRON, 2001, 57 (03) : 537 - 543
[3] (S)-Naproxen® and (S)-Ibuprofen® chlorides -: convenient chemical derivatizing agents for the determination of the enantiomeric excess of hydroxy and aminophosphonates by 31P NMR
Blazewska, K
Gajda, T
[J]. TETRAHEDRON-ASYMMETRY, 2002, 13 (07) : 671 - 674
[4] Application of fungi as biocatalysts for the reduction of diethyl 1-oxoalkylphosphonates in anhydrous hexane
Brzezinska-Rodak, M
Zymanczyk-Duda, E
Kafarski, P
Lejczak, B
[J]. BIOTECHNOLOGY PROGRESS, 2002, 18 (06) : 1287 - 1291
[5] ENZYMES IN ORGANIC-CHEMISTRY .2. LIPASE-CATALYZED HYDROLYSIS OF 1-ACYLOXY-2-ARYLETHYLPHOSPHONATES AND SYNTHESIS OF PHOSPHONIC ACID ANALOGS OF L-PHENYLALANINE AND L-TYROSINE
DRESCHER, M
LI, YF
HAMMERSCHMIDT, F
[J]. TETRAHEDRON, 1995, 51 (17) : 4933 - 4946
[6] DRESCHER M, 2005, SYNTHESIS-STUTTGART, P1267
[7] Enzymes in organic chemistry.: Part 9:: Chemo-enzymatic synthesis of phosphonic acid analogues of L-valine, L-leucine, L-isoleucine, L-methionine and L-α-aminobutyric acid of high enantiomeric excess
Hammerschmidt, F
Wuggenig, F
[J]. TETRAHEDRON-ASYMMETRY, 1999, 10 (09) : 1709 - 1721
[8] BIOLOGICAL-ACTIVITY OF AMINOPHOSPHONIC ACIDS
KAFARSKI, P
LEJCZAK, B
[J]. PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1991, 63 (1-2) : 193 - 215
[9] Kafarski Pawel, 2001, Current Medicinal Chemistry - Anti-Cancer Agents, V1, P301, DOI 10.2174/1568011013354543
[10] BIOTRANSFORMATION OF PHOSPHONATE ESTERS
KHUSHI, T
OTOOLE, KJ
SIME, JT
[J]. TETRAHEDRON LETTERS, 1993, 34 (14) : 2375 - 2378

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