CAS: 1509-34-8; (2S,3R)-2-Amino-3-Methylpentanoic Acid

该化合物是一种非蛋白性分链氨基酸(BCAA)和L-isolecine的立体异构体,其特点是α-碳的独特配置,将其与其他单质形式区别开来,该化合物因其在代谢途径中的作用和在peptide合成中的潜在应用,对生化和制药研究感兴趣,其结构特性使其对研究酶特性和蛋白折叠机制很有价值,L-Allo-isolecine还被用于手感解过程和分析化学的参考标准,高纯度确保研究应用中的再生性,使其成为科学研究的可靠选择.

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1509-35-9 319-78-8 443-79-8

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CAS号1646-99-7 2-Methylbutanal...

合成工艺路线路线简述

    Isoleucine置于penicillin G Acylase From Achromobacter Sp. Ccm 4824,水,Sodium Hydroxide体系中,用 水 用作溶剂,化学反应生成L-别异亮氨酸
    参考文献:Resolution Of α/β-Amino Acids By Enantioselective Penicillin G Acylase From Achromobacter Sp .
    标题:Resolution Of α/β-Amino Acids By Enantioselective Penicillin G Acylase From Achromobacter Sp .
    摘要:Penicillin G Acylases (Pgas) Are Enantioselective Enzymes Catalyzing A Hydrolysis Of Stable Amide Bond In A Broad Spectrum Of Substrates. Among Them,Derivatives Of Alpha-And Beta-Amino Acids Represent A Class Of Compounds With High Application Potential. Pga(Ec) From Escherichia Coil And Pga(A) From Achromobacter Sp. Ccm 4824 Were Used To Catalyze Enantioselective Hydrolyses Of Seven Selected N-Phenylacetylated Alpha/beta-Amino Acid Racemates. The Pga(A) Showed Higher Stereoselectivity For Enantiomers Of N-Pha-Beta-Homoleucine,N-Phac-Alpha-Tert-Leucine And N-Phac-Beta-Leucine. To Study The Mechanism Of Enantiodiscrimination On Molecular Level,We Have Constructed A Homology Model Of Pga(A) That Was Used In Molecular Docking Experiments With The Same Substrates. In-Silico Experiments Successfully Reproduced The Data From Experimental Enzymatic Resolutions Confirming Validity Of Employed Modeling Protocol. We Employed This Protocol To Evaluate Enantiopreference Of Pga(A) Towards Seven New Substrates With Application Potential. For Five Of Them,High Enantioselectivity Of Pga(A) Was Predicted. (C) 2015 Elsevier B.V. All Rights Reserved.
    Doi:10.1016/j.Molcatb.2015.09.008

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    专利信息


    专利号:US-6350595-B1
    优先权日:1997-10-28
    标题:Synthesis of polynucleotides having random sequences
    发明人:NEUNER PHILIPPE
    权利人:ISTITUTO DI RICERCHE DI MOLECO
    摘要:Subject of this invention is a process for the chemical synthesis of polynucleotides having totally or partially random sequences, based on the utilization, as synthesis monomer units for the random sequence part, or presynthesized mononucleotides and dinucleotides. Said synthesis is carried out on separate supports, so that on each of those supports is alternated at least one reaction cycle wherein a mixture of said dinucleotides is bound, with at least one reaction cycle wherein a mononucleotide is bound, and that in a preferred embodiment at the end of the n cycles required for a codon synthesis, the supports are mixed and then redivided into one or more reaction containers. The resulting polynucleotides are such that, for the random sequence part, each trinucleotide unit is fit to match only a limited number of codons, predefined for each unity in number and sequence, and the genetic code degeneracy effects can thus be eliminated. FIG. 1 shows the chemical structure of the dinucleotides utilized as monomer units for the synthesis of codons forming the final sequence.

    专利号:WO-9312076-A1
    优先权日:1991-12-13
    标题:Reagents for automated synthesis of peptide analogs
    发明人:WEBB THOMAS ROY
    权利人:CORVAS INT INC
    摘要:Reagents suitable for synthesis of peptide analogs using automated peptide synthesis and procedures for synthesis of peptide analogs are provided.

    专利号:US-2024035023-A1
    优先权日:2022-06-24
    标题 :Computer implemented method for engineering fluorinase enzymes for synthesis of fluorophenyl compounds
    发明人:R PRAVIN KUMAR; G GLADSTONE SIGAMANI; L ROOPA; B K NAVEEN; SHETTY ANUJ J; M LIKITH
    权利人:KCAT ENZYMATIC PRIVATE LTD
    摘要:The present invention discloses a computer-implemented method for engineering fluorinase enzymes towards the synthesis of fluorophenyl compounds. Limited or no mechanistic details of fluorinase enzymes have hindered progress in understanding their catalytic mechanisms for synthesizing synthetic organofluorine compounds. Through a comprehensive computational screening process, specific methionine-sulfonium phenyl substrates, including [(3S)-3-amino-3-carboxypropyl][2,5-difluoro-4-(4-methoxy-2,4-dioxobutyl)phenyl]methylsulfonium, were designed and optimized using quantum chemical optimization techniques. This methodology uncovers crucial information on F— ion attack conformation and the catalytic mechanism of the substrate, leading to the formation of Methyl 3-oxo-4-(2,4,5-trifluorophenyl)butanoate. Furthermore, a protein sequence and 3D modeling-based enzyme screening process was employed to identify the most suitable enzyme for this substrate. The identified enzyme was then engineered using the mechanistic insights gained from the studies, resulting in improved substrate scope, stability and catalytic efficiency. This computer-based approach offers an efficient and precise alternative to traditional trial-and-error methods, advancing the field towards the successful synthesis fluorophenyl compounds.

    专利号:US-2024287126-A1
    优先权日:2021-05-14
    标 题:Novel synthesis of cholesterol
    发明人:SCHINZER DIETER; SPIESS OLIVER; MUNT MAXIM; INDOLESE ADRIANO; ROUX LIONEL
    权利人:CORDENPHARMA INT GMBH; UNIV OTTO VON GUERICKE MAGDEBURG; CORDENPHARMA INT
    摘要:The invention relates to a synthesis of cholesterol; a ring opening step of the compound of formula (I) and subsequent activation and reduction step yielding cholesterol. The inventions relates also to intermediates achieved during said synthesis.

    专利号:US-5283293-A
    优先权日:1990-12-14
    标 题:Reagents for automated synthesis of peptide analogs
    发明人:WEBB THOMAS R
    权利人:CORVAS INC
    摘要:Reagents suitable for synthesis of peptide analogs using automated peptide synthesis and procedures for synthesis of peptide analogs are provided.

    专利号:US-2022298204-A1
    优先权日:2019-07-05
    标题 :Synthesis of a-amanitin and its derivatives
    发明人:SIEGERT MARY-ANN; KNITTEL CAROLINE HERTA; SÜSSMUTH RODERICH
    权利人:PURE BIOORGANICS SIA
    摘要:The present invention relates to the chemical synthesis of α-amanitin and its derivatives. The present invention also relates to intermediate products of the α-amanitin synthesis.
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    主要参考文献

    [参考文献]: P Schadewaldt, Et Al. Functional Differences In The Catabolism Of Branched-Chain L-Amino Acids In Cultured Normal And Maple Syrup Urine Disease Fibroblasts. Biochem Med Metab Biol. 1989 Apr;41(2):105-16.
    [参考文献]: U Wendel, Et Al. Interrelation Between The Metabolism Of L-Isoleucine And L-Allo-Isoleucine In Patients With Maple Syrup Urine Disease. Pediatr Res. 1989 Jan;25(1):11-4.

    合成参考文献


    摘要:HANSCH,C ET AL. (1995)
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