New butynol I esterase, for stereospecific hydrolysis or transesterification of esters, to produce optically active reaction products

    公开(公告)号:DE10042892A1

    公开(公告)日:2002-03-14

    申请号:DE10042892

    申请日:2000-08-31

    Applicant: BASF AG

    Abstract: A protein (I) with butynol I esterase (BIE) activity comprising at least one of 4 partial sequence polypeptides (S1-4) and their functional equivalents, is new. A protein (I) with butynol I esterase (BIE) activity comprises at least one of 4 partial sequence polypeptides (S1-4) and their functional equivalents. Independent claims are also included for the following: (1) polynucleotides (II) that encode (I), and complementary polynucleotides and sequences that hybridize to them; (2) an expression cassette (EC) comprising at least one (II), operably linked to regulators; (3) a recombinant vector for transforming eukaryotic or prokaryotic hosts, containing (II) or EC; (4) preparation of (I) by culturing organisms that produce (I), either endogenously or after transformation; (5) (I) produced by the method in (4); Pseudomonas glumae Lu2023 (DSM 13176), or its variants or mutants; (6) microorganisms containing the vector of (4); (7) method for enantioselective ester hydrolysis or transesterification using (I); and (8) optically active alcohols, carboxylic acids or esters prepared using (I). Phe-Ile-Glu-Thr-Leu-Gly-Leu-Glu-Arg-Pro-Val-Leu-Val-Gly-His-Ser-Leu-Gl y-Gly-Ala-Ile-Ala-Leu-Ala-Val-Gly-Leu-Asp-Tyr-Pro-Glu-Arg (S1) Ile-Ala-Leu-Ile-Ala-Pro-Leu-Thr-His-Thr-Glu-Thr-Glu-Pro (S2) Gly-Gly-Gly-Met-Met-Gly-Leu-Arg-Pro-Glu-Ala-Phe-Tyr-Ala-Ala-Ser-Ser-As p-Leu-Val (S3) Ala-Ile-Asp-Ala-Ile-Phe-Ala-Pro-Glu-Pro-Val (S4)

    25.
    发明专利
    未知

    公开(公告)号:DE19900205A1

    公开(公告)日:2000-07-13

    申请号:DE19900205

    申请日:1999-01-07

    Applicant: BASF AG

    Abstract: The invention relates to a method for producing (2S,4R,9S)-octahydro-1H-indole-2-carboxylic acid. The invention is characterised in that a. a compound of the formula (I) (R O)2CH-CH2-CH(OR )2, wherein R and R are equal or different and represent C1-4-alkylgroups, is converted with water in the presence of an acid catalyst; b. the 3,3-dialkoxypropionaldehydes of the formula (II) (R O)2CH-CH2-CHO thus obtained are subjected to a Henry reaction with nitromethane; c. the 4,4-dialkoxy-1-nitro-2-butanol of the formula (III) (R O)2CH-CH2-CHOH-CH2-NO2 thus obtained is dehydrated; d. the nitroolefin IV thus obtained is converted into the corresponding trans-4-(2,2-dialkoxyethyl)-5-nitro-1-cyclohexene V by means of a Diels-Alder reaction; e. the substance V thus obtained is hydrated to form corresponding trans-4-(2,2-dialkoxyethyl)-5-amino-1-cyclohexane VI; f. the compound VI is subjected to a racemic division and the (1S,2R)-1-amino-2-(2,2-dialkoxyethyl)-cyclohexane VII is obtained in the enantiomerically pure form by enzymatic racemic division; g. the compound VII obtained thereby is hydrolised to form the corresponding acetal VIII; h. the aldehyde obtained thereby is converted into the corresponding nitrile VIII and i. said nitrile is cyclised to form the (2S,4R,9S)-octahydro-1H-indole-2-carboxylic acid.

    SYNTHESIS OF OPTICALLY ACTIVE AMINOINDANOL

    公开(公告)号:CA2217880A1

    公开(公告)日:1996-11-14

    申请号:CA2217880

    申请日:1996-05-07

    Applicant: BASF AG

    Abstract: A process for preparing enantiomer-pure cis1-amino-2-hydroxyindane is characterised in that: (a) racemic trans1-aminoindan-2-ol is reacted according to known processes with acids or acid derivatives having the general formula RCOX, yielding type (A) amides, in which the substituents have the following meanings: R stands for hydrogen, C1-C6 alkyl, C3-C6 cycloalkyl and phenyl, groups that may carry one to three halogen atoms and/or one to three among the following residues: cyano, C1-C6 alkoxy, C1-C6 alkylthio phenyl, phenylthio and phenoxy, the phenyl residues in turn carrying one to three among the following groups: C1-C4 alkyl, C1-C4 alkoxy, halogen, cyano and nitro; X stands for OH, halogen, OR1 and SR1, in which R1 stands for alkyl C1-C6, phenyl and COR. In a second step (b), a supersaturated solution or melt of racemic amide (A) is blended with seed crystals of an enantiomer, then (c) the precipitated crystals are isolated and the remaining mother liquor or melt is again supersaturated, after separation of racemic amide (A), and blended with seed crystals of the other enantiomer in order to selectively crystallise said enantiomer. Finally (d), the thus obtained enantiomer-pure transamide is reacted according to known methods to yield enantiomer-pure cis1-amino-2-hydroxyindane.

    30.
    发明专利
    未知

    公开(公告)号:BR9204547A

    公开(公告)日:1993-06-01

    申请号:BR9204547

    申请日:1992-11-25

    Applicant: BASF AG

    Abstract: Hydroxypyridone carboxamides of the formula I in which the substituents have the following meanings: X is oxygen or sulphur; R and R independently of one another are hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkyl or alkoxy, where the abovementioned organic radicals can optionally be substituted; R is hydrogen, alkyl, haloalkyl, alkoxy, haloalkoxy, alkylthio, haloalkylthio, halogen or nitro; R is alkyl, alkenyl, alkynyl, cycloalkyl, alkoxy, alkylthio, phenyl or a 5- or 6-membered heterocyclic, aliphatic or aromatic radical containing one to three hetero atoms selected from the group consisting of oxygen, sulphur or nitrogen, where the abovementioned radicals are optionally substituted; with the exception of 6-methyl-4-hydroxypyrid-2-one-3-carboxamide and N-tert-butyl-6-methyl-4-hydroxypyrid-2-one-3-carboxamide.

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