CAS: 525-94-0; Penicillin N

该化合物是属于乙酯类抗生素的天然抗生素,由真菌苯丙胺丙酰丙酰丙烯基苯生产,其特点是其乙酯环状结构,对于抗菌活动至关重要;Penicillin N 展示了多种针对各种抗菌性细菌和某些克型阴性细菌的活动,使其有效治疗一系列细菌感染;该化合物敏感于某些细菌产生的乙酯酶,可产生抗药性;Penicillin N由于酸性环境不稳定,通常通过注射方式进行,限制其口服生物利用率;其药性特性包括细菌作用,抑制细菌细胞壁合成,导致细胞分解和死亡;尽管该化合物在临床使用中被更稳定有效的青霉素衍生物所取代,但Penicillin N在研究中仍然重要,并作为其他抗生素合成的前体.

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    CAS号110-15-6 琥珀酸; 丁二酸 | CAS号26924-74-3 DA°C TFA

    合成工艺路线路线简述

      📜δ-(D-α-Aminoadipoyl)-L-Cysteinyl-D-Valine 反应生成 阿地西林
      参考文献:青霉素的生物合成:活性位点与氨基己二酰基半胱氨酸缬氨酸变体的映射
      标题:青霉素的生物合成:活性位点与氨基己二酰基半胱氨酸缬氨酸变体的映射
      摘要:已合成了青霉素天然前体δ-(l-α-氨基己二酰基)-L-半胱氨酰-D-缬氨酸的一系列氨基变异体上的结构变体,并且它们作为异青霉素n合成酶底物的有效性已经得到了证实.决心.
      DOI:10.1039/c39840001225

      海关参考信息

      专利信息


      专利号:WO-9217496-A1
      优先权日:1991-03-18
      标题 :Isolation and sequence of the acetyl coa:deacetylcephalosporin acetyltransferase gene
      发明人:MATHISON LORILEE; SOLIDAY CHARLES L; RAMBOSEK JOHN A
      权利人:PANLABS INC
      摘要:The invention relates to a DNA sequence with a nucleotide sequence encoding a polypeptide in a host cell having Cephalosporin C synthetase (DAC acetyltransferase) activity which is the last enzyme in the synthesis of cephalosporins. Embodiments of the invention relate to methods and compositions for detecting the gene or its product, mutants and hybrids of the gene, replicative cloning and expression vectors, and processes for preparing recombinant DAC acetyltransferase polypeptide useful for host cell synthesis of, as well as cell-free synthesis of natural and synthetic cephalosporin antibiotics.

      专利号:US-5662898-A
      优先权日:1990-08-20
      标 题 :Genes for the synthesis of antipathogenic substances
      发明人:LIGON JAMES M; HILL DWIGHT STEVEN; LAM STEPHEN TING; HAMMER PHILIP E
      权利人:CIBA GEIGY CORP
      摘要:The present invention is directed to the production of an antipathogenic substance (APS) in a host via recombinant expression of the polypeptides needed to biologically synthesize the APS. Genes encoding polypeptides necessary to produce particular antipathogenic substances are provided, along with methods for identifying and isolating genes needed to recombinantly biosynthesize any desired APS. The cloned genes may be transformed and expressed in a desired host organisms to produce the APS according to the invention for a variety of purposes, including protecting the host from a pathogen, developing the host as a biocontrol agent, and producing large, uniform amounts of the APS.

      专利号:US-2008131925-A1
      优先权日:2004-12-10
      标题 :Production of Beta-Lactams in Single Cells
      发明人:BERG MARCO ALEXANDER VAN DEN; BOVENBERG ROELOF ARY LANS; NOORMAN HENDRIK JAN; ROMEIN BASTIAAN
      权利人:BERG MARCO ALEXANDER VAN DEN; BOVENBERG ROELOF ARY LANS; NOORMAN HENDRIK JAN; ROMEIN BASTIAAN
      摘要:The present invention describes the transformation of a microorganism that does not naturally produce a β-lactam compound with polynucleotides involved in the biosynthesis of β-lactam compounds and the use of such transformed microorganisms in the production of β-lactam compounds or in the identification of genes or factors involved in the synthesis of a β-lactam compound.

      专利号:US-4307192-A
      优先权日:1979-05-17
      标题:Cell-free synthesis of deacetoxycephalosporin C
      发明人:DEMAIN ARNOLD L; KONOMI TOSHIO; BALDWIN JACK E
      权利人:MASSACHUSETTS INST TECHNOLOGY
      摘要:A cell-free process for converting isopenicillin N, δ-(L-α-aminoadipyl)-L-cysteinyl-D-valine (hereinafter 'LLD') and 6-substituted derivatives thereof to deacetoxycephalosporin C (DACPC) by the following reaction sequence: ##STR1## is disclosed. In addition to the starting material, the reaction system includes ATP and a fresh extract of Cephalosporium acremonium prepared and used in a manner to preserve the racemase agent or agents necessary for conversion of the isopenicillin N to penicillin N, a necessary intermediate step in the process.

      专利号:US-4178210-A
      优先权日:1977-03-07
      标 题:Accellular synthesis of cephalosporins
      发明人:DEMAIN ARNOLD L; KOHSAKA MASANOBU
      权利人:MASSACHUSETTS INST TECHNOLOGY
      摘要:A cephalosporin antibiotic is produced from a precursor comprising the five membered thiazolidine ring and the beta lactam moiety characteristics of penicillins by contacting the precursor with a cell-free extract of Cephalosporium acremonium in the presence of ATP under conditions favoring high oxygen transfer. Preferably, an ATP regeneration system comprising a phosphate donor and a phosphotransferase enzyme is included in the reaction.

      专利号:EP-0320272-B1
      优先权日:1987-12-09
      标 题 :DNA encoding ACV synthetase
      发明人:BURNHAM MARTIN KARL RUSSELL; EARL ALISON JANE; BULL JOHN HENRY UNIVERSITY OF; SMITH DAVID JOHN UNIVERSITY OF; TURNER GEOFFREY UNIVERSITY OF
      权利人:BEECHAM GROUP PLC
      摘要:DNA encoding the gene for the synthetase enzyme capable of generating delta (L- alpha -aminoadipyl)-L- cysteinyl-D-valine (ACV) from its constituent amino acids was obtained from several penicillin and cephalosporin producing organisms, e.g. Penicillium chrysogenum and a Flavobacterium species. The DNA was used to prepare recombinant vectors comprising the ACV synthetase gene and hosts transformed with such vectors. The ACV synthetase gene can form part of a gene cluster comprising other genes involved in beta -lactam biosynthesis and the production of penicillin by expression of the entire biosynthetic gene cluster for the synthesis of penicillin from primary amino acids is described. Suitable hosts in which expression can take place include heterologous hosts which are naturally non-producers of penicillin.

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      ✅ COA系统入驻 | 共享模式

      合成参考文献


      参考文献:10.1099/00221287-136-4-663
      摘要:Laiz L, Liras P, Castro JM, Martin JF. Purification and characterization of the isopenicillin N epimerase from Nocardia lactamdurans. Journal of General Microbiology. 1990 Apr 01;136(4):663–71. doi: 10.1099/00221287-136-4-663.
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