CAS: 1476-46-6; Deacetylcephalosporin C

该化合物是一种乙酯抗生素,是合成各种甲状腺素抗生素的关键中间体,通过消除乙酰基体组,从甲状腺素C中衍生出.该复合物具有抗菌性,主要针对抗菌性,主要针对抗模性细菌和某些丙型阴性细菌,抑制细胞壁合成.从结构上来说,它含有乙酯环,这是其生物活动所必不可少的,以及三亚松林环,其特征是甲状腺素.二乙酰乙酰丙烯C通常是白的,非白晶状的粉,并且溶于水和有机溶剂中,便于其在制药配方中使用.其稳定性可能受到pH和温度的影响,使适当的储存条件对保持其功效至关重要.该化合物在医药化学中具有重大意义,因为它作为前体,有助于开发更先进的甲状腺素衍生物,增强活动范围并改进药理学特性.

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MSDS等安全信息

    上下游产品

    cephalosporin C penicillin Ncefoxitin

    合成工艺路线路线简述

      📜头孢菌素 C 反应 4.0H,反应生成去乙酰基头孢菌素c
      参考文献:脱乙酰基戊二酰基7-氨基头孢烷酸(7Aca)的水溶液乙酰化,并推测发酵液中脱乙酰头孢菌素c的来源.
      标题:脱乙酰基戊二酰基7-氨基头孢烷酸(7Aca)的水溶液乙酰化,并推测发酵液中脱乙酰头孢菌素c的来源.
      摘要:脱乙酰基戊二酰7-氨基头孢烷酸(7Aca)的乙酰化是头孢菌素c的两步酶促裂解的中间体,已在含乙酸酐的水性介质中完成.由于反应是在水中进行的,因此可以在纯化过程的早期阶段将脱乙酰基戊二酰7Aca转化为戊二酰7Aca.证据表明,在头孢菌素c肉汤中脱乙酰头孢菌素c是由菌丝体催化的头孢菌素c水解形成的.
      Doi:10.7164/antibiotics.47.64

      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-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:WO-0061767-A1
      优先权日:1999-04-09
      标题 :Extracellular protease from $i(acremonium chrysogenum) with cpc-acetyl hydrolase activity and its utilization in the synthesis of deacetylated derivatives of cephalosporin c and inactivation of the gene for increasing production of cephalosporin

      专利号:US-9404139-B2
      优先权日:2012-01-10
      标题:Mutated cephalosporin hydroxylase and its application in deacetylcephalosporanic acid synthesis
      发明人:DURAIRAAJ MICHEAL; THIRUMOORTHY RAMANAN; MISHRA KANHU CHARAN; CHINNATHAMBI THANGADURAI; KRISHNAN CAVERY MANIAN; RAJASEKARAN PADMA; SUBRAMANI SUGUMAR; SELVARAJ KAVITHA DAFFROSE; BALAKRISHNAN NATARAJ; RAVIKUMAR CHAKRAVARTHY SATHISH; NATRAJAN MADHIYAZHAGAN ARULMOZHI
      权利人:ORCHID CHEMICALS & PHARMACEUTICALS LTD
      摘要:A mutant hydroxylase with increased activity and greater substrate specificity towards phenylacetyl-7-ADCA derivatives for the production of phenylacetyl-7-HACA derivatives, which carries one or more amino acid modification at residue positions when compared with certain wild type hydroxylase from certain groups of residues. Also disclosed is a process for the preparation of deacetyl cephalosporanic acid from the corresponding deacetoxy cephalosporanic acid that includes an enzyme of the present invention. Also provided is a method for the production and processing of such enzymes.

      专利号:WO-9529253-A1
      优先权日:1994-04-22
      标 题:Dna encoding cephamycin biosynthesis late enzymes
      发明人:COQUE JUAN JOSE R; ENGUITA FRANCISCO J; FUENTE JUAN L; LLARENA FRANCISCO J; LIRAS PALOMA; MARTIN JUAN F
      权利人:MERCK & CO INC; COQUE JUAN JOSE R; ENGUITA FRANCISCO J; FUENTE JUAN L; LLARENA FRANCISCO J; LIRAS PALOMA; MARTIN JUAN F
      摘要:DNA encoding the late enzymes involved in the synthesis of the antibiotic cephamycin have been isolated and purified. The particular enzymes are involved in the late steps of cephamycin biosynthesis. These DNA's have been sequenced and cloned into recombinant expression vectors for their recombinant expression in host cells. The DNA's, vectors containing them and recombinant host cells which express them are useful for the production of antibiotics.

      供应商参考报价(招募中)

      品牌试剂参考报价(招募中)

      📌 第三方产品分析报告

      ✅ COA系统入驻 | 共享模式

      主要参考文献


      1: Balakrishnan N, Ganesan S, Rajasekaran P, Rajendran L, Teddu S, Durairaaj M. Modified Deacetylcephalosporin C Synthase for the Biotransformation of Semisynthetic Cephalosporins. Appl Environ Microbiol. 2016 Jun 13;82(13):3711-3720. doi: 10.1128/AEM.00174-16. Print 2016 Jul 1.
      2: Cao YX, Lu H, Qiao B, Chen Y, Yuan YJ. Comparison of the secondary metabolites in two scales of cephalosporin C (CPC) fermentation and two different post-treatment processes. J Ind Microbiol Biotechnol. 2013 Jan;40(1):95-103. doi: 10.1007/s10295-012-1203-0. Epub 2012 Oct 9. doi: 10.1007/s10295-011-1025-5. Epub 2011 Aug 25. doi: 10.1007/s10529-010-0504-5. Epub 2010 Dec 29. doi: 10.1016/S0076-6879(09)04816-2. doi: 10.1007/s00294-008-0207-9. Epub 2008 Jul 31. doi: 10.1016/j.jmb.2008.01.047. Epub 2008 Jan 30. Epub 2004 Nov 13. Epub 2004 Nov 18. Epub 2004 Jan 20.
      19: Gutiérrez S, Velasco J, Marcos AT, Fernández FJ, Fierro F, Barredo JL, Díez B, Martín JF. Expression of the cefG gene is limiting for cephalosporin biosynthesis in Acremonium chrysogenum. Appl Microbiol Biotechnol. 1997 Nov;48(5):606-14. Review.

      合成参考文献


      参考文献:10.1111/j.1470-8744.1996.tb00393.x
      摘要:SK G, DN B, TC H, WK Y. Refolding and purification of Cephalosporium acremonium deacetoxycephalosporin C synthetase/hydroxylase from granules of recombinant Escherichia coli. Biotech and App Biochem. 1996 Oct;24(2):109–19. doi: 10.1111/j.1470-8744.1996.tb00393.x.
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