CAS: 3922-90-5; Oleandomycin

上下游产品

Oleandolide 68540-16-9

📜(1S,2R,2'R,5R,6R,7R,8R,9R,12S,13S,17R)-15-(4-Bromophenyl)-7,9-Dihydroxy-2,5,6,8,12,17-Hexamethyl-4,14,16-Trioxaspiro[bicyclo[11.3.1]Heptadecane-10,2'-Oxiran]-3-One置于palladium Hydroxide-Carbon 重铬酸吡啶,氢气,Silver Trifluoromethanesulfonate体系中,用 1,4-二氧六环,二氯甲烷,甲苯 作为反应溶剂,化学反应 14.0H,反应生成 竹桃霉素
参考文献:通过完整的糖苷配基油酸内酯合成油酸霉素
标题:通过完整的糖苷配基油酸内酯合成油酸霉素
摘要:通过将两个糖单元引入完整的糖苷配基油酸内酯中,重新构建了奥林霉素,该糖苷酸首先通过8-外-亚甲基衍生物的立体选择性氧化合成.
DOI:10.1016/s0040-4039(00)80397-4

专利信息

专利号:US-2004018598-A1
优先权日:2000-05-30
标题 :Bio-intermediates for use in the chemical synthesis of polyketides
发明人：SANTI DANIEL; ASHLEY GARY; MYLES DAVID C
摘要:The present invention relates to compounds made by a subset of modules from one or more polyketide synthase (“PKSâ€?) genes that are used as starting material in the chemical synthesis of novel molecules, particularly naturally occurring polyketides or derivatives thereof. The biologically derived intermediates (“bio-intermediatesâ€?) generally represent particularly difficult compounds to synthesize using traditional chemical approaches due to one or more stereocenters. In one aspect of the invention, an intermediate in the synthesis of epothilone is provided that feeds into the synthetic protocol of Danishefsky and co-workers. In another aspect of the invention, intermediates in the synthesis of discodermolide are provided that feed into the synthetic protocol of Smith and co-workers. By taking advantage of the inherent stereochemical specificity of biological processes, the syntheses of key intermediates and thus the overall syntheses of compounds like epothilone and discodermolide are greaty simplified.

专利号:US-2008044860-A1
优先权日:2003-11-28
标题 :Polyketides and Their Synthesis
发明人：GAISSER SABINE; HAYDOCK STEPHEN FREDERICK; LEADLAY PETER FRANCIS; MCARTHUR HAMISH ALASTAIR IRVIN
权利人:GAISSER SABINE; HAYDOCK STEPHEN FREDERICK; LEADLAY PETER FRANCIS; MCARTHUR HAMISH ALASTAIR IRVIN
摘要:Macrolides particularly erythromycins and azithromycins, having O-mycaminosyl or O-angolosaminyl groups, particularly at the 5 -position, are produced using a gene cassette comprising a combination of genes which, in an appropriate strain background, are able to direct the synthesis of mycaminose or angolosamine and to direct its subsequent transfer to an aglycone or pseudoaglycone. Synthetic genes may comprise one or more of angMIII, angMI, angB, angAI, angAII, angorf14, angorf4, tylMIII, tylMI, tylB, tylAI, tylAII, eryCVI, spnO, eryBVI, eryK, tyl Ia and ery G. Glycosyltransfer genes may comprise one or more of eryCIII, tylMII, angMII, desVII, eryBV, spnP and midI.

专利号:US-2002192767-A1
优先权日:1999-10-13
标题 :Biosynthesis of polyketide synthase substrates
发明人：KHOSLA CHAITAN; PFEIFER BLAINE
摘要:The use of enzymes which catalyze the production of starter and extender units for polyketides is described. In addition, modified loading modules are described, which can accept a variety of starting units such as substituted benzoates, and which can be used to generate substituted derivatives of natural products. These enzymes may be used to enhance the yield of polyketides that are natively produced or polyketides that are rationally designed. By using these techniques, the synthesis of a complete polyketide has been achieved in E. coli . Production can be enhanced in microbial organisms of polyketides and other secondary metabolites by delaying production until after exponential phase and by maintaining relatively constant nutrient levels in the medium. In addition, polyketide production can be enhanced by providing an expression system for a thioesterase II. Thus, by modifying the host organism and changing the culture conditions, synthesis of a secondary metabolite can be enhanced. The present invention also results in a host organism with desirable characteristics to be used in the production of such polyketides and to assess the results of gene shuffling.

专利号:WO-02068613-A1
优先权日:2001-02-28
标题 :Biosynthesis of polyketide synthase substrates
发明人：KHOSLA CHAITAN; PFEIFER BLAINE
权利人:UNIV LELAND STANFORD JUNIOR; KHOSLA CHAITAN; PFEIFER BLAINE
摘要:The use of enzymes which catalyze the production of starter and extender units for polyketides is described. In addition, modified loading modules are described, which can accept a variety of starting units such as substituted benzoates, and which can be used to generate substituted derivatives of natural products. These enzymes may be used to enhance the yield of polyketides that are natively produced or polyketides that are rationally designed. By using these techniques, the synthesis of a complete polyketide has been achieved in E. coli. Production can be enhanced in microbial organisms of polyketides and other secondary metabolites by delaying production until after exponential phase and by maintaining relatively constant nutrient levels in the medium. In addition, polyketide production can be enhanced by providing an expression system for a thioesterase II. Thus, by modifying the host organism and changing the culture conditions, synthesis of a secondary metabolite can be enhanced. The present invention also results in a host organism with desirable characteristics to be used in the production of such polyketides and to assess the results of gene shuffling.

专利号:US-6004787-A
优先权日:1991-01-17
标题:Method of directing biosynthesis of specific polyketides
发明人：KATZ LEONARD; DONADIO STEFANO; MCALPINE JAMES B
权利人:ABBOTT LAB
摘要:A method to produce novel polyketide structures by designing and introducing specified changes in the DNA governing the synthesis of the polyketide is disclosed. The biosynthesis of specific polyketide analogs is accomplished by genetic manipulation of a polyketide-producing microorganism by isolating a polyketide biosynthetic gene-containing DNA sequence, identifying enzymatic activities associated within the DNA sequence, introducing one or more specified changes into the DNA sequence which codes for one of the enzymatic activities which results in an altered DNA sequence, introducing the altered DNA sequence into the polyketide-producing microorganism to replace the original sequence, growing a culture of the altered microorganism under conditions suitable for the formation of the specific polyketide analog, and isolating the specific polyketide analog from the culture. The method is most useful when the segment of the chromosome modified is involved in an enzymatic activity associated with polyketide biosynthesis, particularly for manipulating polyketide synthase genes from Saccarharopolyspora or Streptomyces.

专利号:US-8017776-B2
优先权日:2003-07-15
标题 :Methods for synthesis of acyloxyalkyl compounds
发明人：BHAT LAXMINARAYAN; GALLOP MARK A
权利人:XENOPORT INC
摘要:Disclosed herein are methods for synthesizing 1-(acyloxy)-alkyl prodrug derivatives of drugs through oxidation of 1-acyl-alkyl derivatives of drugs under anhydrous reaction conditions. The methods typically proceed stereospecifically, in high yield, do not require the use of activated intermediates and/or toxic compounds and are readily amenable to scale-up.