CAS: 3225-82-9; Erythronolide B

上下游产品

3,5-O-benzylideneerythronolide B (1S,2R,5R,6R,7S,8R,10R,12R,13R,15R,17S)-5-Ethyl-7,12-dihydroxy-2,6,8,10,12,17-hexamethyl-15-phenyl-4,14,16-trioxa-bicyclo[11.3.1]heptadecane-3,9-dione (3R,4S,5R,6S,7S,9R,11R,12S,13R,14R)-14-ethyl-4,6,12-trihydroxy-3,5,7,9,11,13-hexamethyloxacyclotetradecane-2,10-dione [(4S,5S,6R)-2,2,5-Trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-methanolO3,O5-phenylboranediyl-12-deoxy-erythronolide-AO3,O5-phenylboranediyl-12-deoxy-erythronolide-A 10-epi-erythronolide B O11-acetyl-O3,O5-phenylboranediyl-12-deoxy-erythronolide-AO11-acetyl-O3,O5-phenylboranediyl-12-deoxy-erythronolide-A O11-benzoyl-O3,O5-phenylboranediyl-12-deoxy-erythronolide-AO11-benzoyl-O3,O5-phenylboranediyl-12-deoxy-erythronolide-A

📜6-脱氧红霉内酯b置于6-Deoxyerythronolide B Hydroxylase,Wild-Type Spinach Ferredoxin-Nadp+ Oxidoreductase,还原型辅酶ii(Nadph)四钠盐,Spinach Ferredoxin体系中,用 Phosphate Buffer,乙醇 用作溶剂,化学反应 0.5H,反应生成14-乙基-4,6,7,12-四羟基-3,5,7,9,11,13-六甲基-1-氧杂环十四烷-2,10-二酮
参考文献:丝氨酸246在细胞色素p450Eryf催化的6-脱氧赤藓醇b的羟化反应中的作用.
标题:丝氨酸246在细胞色素p450Eryf催化的6-脱氧赤藓醇b的羟化反应中的作用.
摘要:细胞色素p450酶i螺旋中一个高度保守的苏氨酸残基参与质子传递系统,以结合和裂解双氧分子.6-脱氧赤藓醇b羟化酶(p450Eryf)的不同之处在于,该酶中的保守苏氨酸残基被丙氨酸取代.根据与底物结合的p450Eryf的晶体结构,已提出底物的c-5羟基和酶的丝氨酸-246分别与水分子519和564形成氢键.该氢键网络构成质子传递系统,在保守位置不存在苏氨酸羟基的情况下,P450Eryf保持其催化活性.为了进一步评估活性位点周围的羟基在质子传递系统中的作用,构建并表征了三种突变体形式的p450Eryf(a245S,S246A和a245S / S246A).在每种情况下,催化活性的降低和解偶联的增加可能与氢键环境的变化有关.这些结果表明,Ser-246确实参与了质子穿梭路径,也支持了我们先前的假设,即底物的c-5羟基参与了酸催化的双氧键裂解反应.版权所有2000学术出版社.并支持我们先前的假设,
Doi:10.1006/bioo.2000.1187

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-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:WO-9313663-A1
优先权日:1992-01-17
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 Saccharapolyspora or Streptomyces.

专利号:WO-0112817-A1
优先权日:1999-08-12
标题:Evolution and use of enzymes for combinathorial and medicinal chemistry
发明人：KREBBER CLAUS; DAVIS S CHRISTOPHER; DELCARDAYRE STEPHEN; SELIFONOV SERGEY A; HOWARD RUSSELL
权利人:MAXYGEN INC; LIU LU; KREBBER CLAUS; DAVIS S CHRISTOPHER; DELCARDAYRE STEPHEN; SELIFONOV SERGEY A; HOWARD RUSSELL
摘要:This invention provides libraries of recombinant derivatizing enzymes that are useful for biocatalytic synthesis of derivatives oforganic molecules, including lead compounds for pharmaceutical use. The recombinant derivatizing enzymes catalyze reactions such as modification or replacement of functional groups on the organicmolecules, or addition of chemical moieties onto preexisting functional groups. The use of recombinant enzyme libraries enables one to obtain enzymes that catalyze the formation of organic molecule derivatives that could not otherwise be made using only naturally occurring enzymes.

专利号:EP-0626806-A1
优先权日:1992-01-17
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 process for producing new polyketide structures in which predetermined modifications are determined and introduced into the DNA controlling the synthesis of the polyketide. Biosynthesis of specific polyketide analogs is accomplished by modifying a polyketide-producing microorganism by genetic manipulation by isolating a DNA sequence containing a polyketide biosynthetic gene, identifying associated enzymatic activities within the DNA sequence, introducing one or more predetermined modifications in the DNA sequence which encodes one of the enzymatic activities producing a modified DNA sequence, by introducing this modified DNA sequence into the polyketide-producing microorganism in place of the original sequence, by culturing the modified microorganism under conditions suitable for the formation of the specific polyketide analogue, then isolating the specific polyketide analogue from this culture. This method is particularly useful when the modified chromosome segment is involved in enzymatic activity associated with polyketide biosynthesis, more specifically for manipulating polyketide synthase genes from the genus Saccharapolyspora or the genus Streptomyces.

专利号:US-2004219645-A1
优先权日:1999-05-28
标题 :Polyketides and their synthesis
发明人：LEADLEY PETER FRANCIS; STAUNTON JAMES; OLIYNYK MARK YAN
权利人:LEADLEY PETER FRANCIS; STAUNTON JAMES; OLIYNYK MARK YAN
摘要:The complete sequence of the gene cluster for the monensin type I polyketide synthase, from S. cinnamonensis, is provided. Thus variant polyketides containing monensin-derived elements can be genetically engineered. Furthermore there are novel features, e.g. a regulatory protein mon RI, which are of wide utility.