메뉴 건너뛰기




Volumn 93, Issue 2, 2006, Pages 391-395

Synthesis of enantiomerically pure trans-(1R,2R)- and cis-(1S,2R)-1-amino- 2-indanol by lipase and ω-transaminase

Author keywords

transaminase; cis (1S,2R) 1 amino 2 indanol; Cyclodextrin; Enzymatic resolution; Lipase; trans (1R,2R) 1 amino 2 indanol

Indexed keywords

AMINATION; BIOCATALYSTS; ENZYMES; HYDROLYSIS; PHOSPHATES; SYNTHESIS (CHEMICAL);

EID: 33645557831     PISSN: 00063592     EISSN: 10970290     Source Type: Journal    
DOI: 10.1002/bit.20721     Document Type: Article
Times cited : (36)

References (20)
  • 1
    • 0034955414 scopus 로고    scopus 로고
    • Controlling lipase enantioselectivity for organic synthesis
    • Berguland P. 2001. Controlling lipase enantioselectivity for organic synthesis. Biomol Eng 18:13-22.
    • (2001) Biomol Eng , vol.18 , pp. 13-22
    • Berguland, P.1
  • 2
    • 0000325583 scopus 로고
    • Oxidation of aryl ketones to α-acyloxy, α- (camphorsulfonyloxy), or α-hydroxy derivatives using manganese(III) acetate in combination with carboxylic acids or (1S)-(+)-10-camphorsulfonic acid
    • Demir AS, Camkerten N, Akgun H, Tanyeli C, Mahasneh AS, Watt DS. 1990. Oxidation of aryl ketones to α-acyloxy, α-(camphorsulfonyloxy), or α-hydroxy derivatives using manganese(III) acetate in combination with carboxylic acids or (1S)-(+)-10-camphorsulfonic acid. Synth commun 20:2279-2289.
    • (1990) Synth Commun , vol.20 , pp. 2279-2289
    • Demir, A.S.1    Camkerten, N.2    Akgun, H.3    Tanyeli, C.4    Mahasneh, A.S.5    Watt, D.S.6
  • 3
    • 0034042416 scopus 로고    scopus 로고
    • Cyclodextrins to increase the utility of enzymes in organic synthesis
    • Harper JB, Easton CJ, Lincoln SF. 2000. Cyclodextrins to increase the utility of enzymes in organic synthesis. Curr Org Chem 4:429-454.
    • (2000) Curr Org Chem , vol.4 , pp. 429-454
    • Harper, J.B.1    Easton, C.J.2    Lincoln, S.F.3
  • 4
    • 0032571583 scopus 로고    scopus 로고
    • Enantioselective synthesis of 2-hydroxy-1-indanone, a key precursor of enantiomerically pure 1-amino-2-indanol
    • Kajiro H, Mitamura S, Mori A, Hiyama T. 1998. Enantioselective synthesis of 2-hydroxy-1-indanone, a key precursor of enantiomerically pure 1-amino-2-indanol. Tetrahedron:Asymmetry 9:907-910.
    • (1998) Tetrahedron:Asymmetry , vol.9 , pp. 907-910
    • Kajiro, H.1    Mitamura, S.2    Mori, A.3    Hiyama, T.4
  • 5
    • 0033017318 scopus 로고    scopus 로고
    • A practical synthesis of (1S, 2R)-1-Amino-2-indanol, a key component of an HIV protease inhibitor, Indinavir
    • Kajiro H, Mitamura S, Mori A, Hiyama T. 1999. A practical synthesis of (1S, 2R)-1-Amino-2-indanol, a key component of an HIV protease inhibitor, Indinavir. Bull Chem Soc Jpn 72:1093-1100.
    • (1999) Bull Chem Soc Jpn , vol.72 , pp. 1093-1100
    • Kajiro, H.1    Mitamura, S.2    Mori, A.3    Hiyama, T.4
  • 6
    • 0034236734 scopus 로고    scopus 로고
    • A high-performance, tailor-made resolving agent: Remarkable enhancement of resolution ability by introducing a naphthyl group into the fundamental skeleton
    • Kinbara K, Harada Y, Saigo K. 2000. A high-performance, tailor-made resolving agent: Remarkable enhancement of resolution ability by introducing a naphthyl group into the fundamental skeleton. J Chem Soc Perkins Trans 27:1339-1347.
    • (2000) J Chem Soc Perkins Trans , vol.27 , pp. 1339-1347
    • Kinbara, K.1    Harada, Y.2    Saigo, K.3
  • 7
    • 0029160618 scopus 로고
    • Synthesis of enantiomerically pure cis and trans-2-amino-1-indanol
    • Mitrohikine A, Gill G, Reglier M. 1995a. Synthesis of enantiomerically pure cis and trans-2-amino-1-indanol. Tetrahedron; Asymmetry 6:1535-1538.
    • (1995) Tetrahedron; Asymmetry , vol.6 , pp. 1535-1538
    • Mitrohikine, A.1    Gill, G.2    Reglier, M.3
  • 9
    • 0027324509 scopus 로고
    • Asymmetric reduction of ketopantolactone by baker's yeast
    • Nakamura K, Kondo S, Kawai Y, Ohno A. 1993. Asymmetric reduction of ketopantolactone by baker's yeast. Tetrahedron:Asymmetry 4:1253-1254.
    • (1993) Tetrahedron:Asymmetry , vol.4 , pp. 1253-1254
    • Nakamura, K.1    Kondo, S.2    Kawai, Y.3    Ohno, A.4
  • 10
    • 0037018905 scopus 로고    scopus 로고
    • Effects of solvent, water activity and temperature on lipase and hydroxynitrile lyase enantioselectivity
    • Persson M, Costes D, Wehtje E, Adlercreutz P. 2002. Effects of solvent, water activity and temperature on lipase and hydroxynitrile lyase enantioselectivity. Enzyme Microb Technol 30:916-923.
    • (2002) Enzyme Microb Technol , vol.30 , pp. 916-923
    • Persson, M.1    Costes, D.2    Wehtje, E.3    Adlercreutz, P.4
  • 11
    • 0037458597 scopus 로고    scopus 로고
    • Resolution of racemic cis-1-amino-2-indanol by diastereomeric salt formation with (S)-2-phenylpropionic acid
    • Sakurai R, Sakai K. 2003. Resolution of racemic cis-1-amino-2-indanol by diastereomeric salt formation with (S)-2-phenylpropionic acid. Tetrahedron: Asymmetry 14:411-413.
    • (2003) Tetrahedron: Asymmetry , vol.14 , pp. 411-413
    • Sakurai, R.1    Sakai, K.2
  • 12
    • 0343907783 scopus 로고    scopus 로고
    • Kinetic resolution of α-methylbenzylamine with ω-transaminase screened from soil microorganisms: Application of a biphasic system to overcome product inhibition
    • Shin J-S, Kim B-G. 1997. Kinetic resolution of α-methylbenzylamine with ω-transaminase screened from soil microorganisms: Application of a biphasic system to overcome product inhibition. Biotechnol Bioeng 55:348-358.
    • (1997) Biotechnol Bioeng , vol.55 , pp. 348-358
    • Shin, J.-S.1    Kim, B.-G.2
  • 13
    • 0033589366 scopus 로고    scopus 로고
    • Asymmetric synthesis of chiral amines with ω-transaminase
    • Shin J-S, Kim B-G. 1999. Asymmetric synthesis of chiral amines with ω-transaminase. Biotechnol Bioeng 65:206-211.
    • (1999) Biotechnol Bioeng , vol.65 , pp. 206-211
    • Shin, J.-S.1    Kim, B.-G.2
  • 14
    • 0037012917 scopus 로고    scopus 로고
    • Exploring the active site of amine:pyruvate aminotransferase on the basis of the substrate structure-reactivity relationship: How the enzyme controls substrate specificity and stereoselectivity
    • Shin J-S, Kim B-G. 2002. Exploring the active site of amine:pyruvate aminotransferase on the basis of the substrate structure-reactivity relationship: How the enzyme controls substrate specificity and stereoselectivity. J Org Chem 67:2848-2853.
    • (2002) J Org Chem , vol.67 , pp. 2848-2853
    • Shin, J.-S.1    Kim, B.-G.2
  • 15
    • 0035810702 scopus 로고    scopus 로고
    • Kinetic resolution of chiral amines using enzyme-membrane reactor
    • Shin J-S, Kim B-G, Liese A, Wandrey C. 2001. Kinetic resolution of chiral amines using enzyme-membrane reactor. Biotechnol Bioeng 73:179-187.
    • (2001) Biotechnol Bioeng , vol.73 , pp. 179-187
    • Shin, J.-S.1    Kim, B.-G.2    Liese, A.3    Wandrey, C.4
  • 16
    • 0038236890 scopus 로고    scopus 로고
    • Purification, characterization, and molecular cloning of a novel amine:pyruvate transaminase from Vibrio fluvialis JS17
    • Shin J-S, Yun H, Jang J-W, Park I, Kim B-G. 2003. Purification, characterization, and molecular cloning of a novel amine:pyruvate transaminase from Vibrio fluvialis JS17. Appl Microbiol Biotechnol 61:463-471.
    • (2003) Appl Microbiol Biotechnol , vol.61 , pp. 463-471
    • Shin, J.-S.1    Yun, H.2    Jang, J.-W.3    Park, I.4    Kim, B.-G.5
  • 17
    • 0028853158 scopus 로고
    • Catalytic asymmetric syntheses of secondary alcohols using cis-1-amino-2-indanols as chiral ligands
    • Simone BD, Savoia D, Tagliavini E, Achille Umani-Ronchi A. 1995. Catalytic asymmetric syntheses of secondary alcohols using cis-1-amino-2- indanols as chiral ligands. Tetrahedron: Asymmetry 6:301-306.
    • (1995) Tetrahedron: Asymmetry , vol.6 , pp. 301-306
    • Simone, B.D.1    Savoia, D.2    Tagliavini, E.3    Achille Umani-Ronchi, A.4
  • 19
    • 0034237660 scopus 로고    scopus 로고
    • At what temperature can enzymes maintain their catalytic activity?
    • Turner AN, Vulfson NE. 2000. At what temperature can enzymes maintain their catalytic activity? Enzyme Microb Technol 27:108-113.
    • (2000) Enzyme Microb Technol , vol.27 , pp. 108-113
    • Turner, A.N.1    Vulfson, N.E.2
  • 20
    • 0032890107 scopus 로고    scopus 로고
    • Bioconversion of indene to trans-2S,1S-bromoindanol and 1S,2R-indene oxide by a bromoperoxidase/dehydrogenase preparation from Curvularia protuberata MF5400
    • Zhang J, Roberge C, Reddy J, Connors N, Chartrain M, Buckland B, Greasham R. 1999. Bioconversion of indene to trans-2S,1S-bromoindanol and 1S,2R-indene oxide by a bromoperoxidase/dehydrogenase preparation from Curvularia protuberata MF5400. Enzyme Microb Technol 24:86-95.
    • (1999) Enzyme Microb Technol , vol.24 , pp. 86-95
    • Zhang, J.1    Roberge, C.2    Reddy, J.3    Connors, N.4    Chartrain, M.5    Buckland, B.6    Greasham, R.7


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.