15797-36-1

Usage

InChI:InChI=1/C21H38O6/c1-8-16-12(4)19(24)13(5)17(22)10(2)9-11(3)18(23)14(6)20(25)15(7)21(26)27-16/h10-16,18-20,23-25H,8-9H2,1-7H3/t10-,11+,12+,13+,14-,15-,16-,18+,19+,20+/m1/s1

Upstream product

• 77405-56-2 (1S,2R,5R,6R,7S,8R,10R,12S,13S,17R)-5-Ethyl-7-hydroxy-2,6,8,10,12,15,15,17-octamethyl-4,14,16-trioxa-bicyclo[11.3.1]heptadecane-3,9-dione 
• 137-40-6 sodium proprionate 
• 106588-64-1 (2S,3R)-S-(2-methyl-3-hydroxypentanoyl)-N-acetylcysteamine 
• 60665-94-3 methyl (2S,3R)-3-hydroxy-2-methylpentanoate 
• 77405-44-8 (2S,3R)-2-methyl-3-<(triethylsilyl)oxy>pentanal 
• 77405-50-6 (R)-2-[(4S,5R,6S)-6-((1S,3R)-1,3-Dimethyl-4-oxo-hexyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-thiopropionic acid S-tert-butyl ester 
• 77449-58-2 (R)-2-[(4S,5R,6S)-6-((1S,3R,5S,6R,7R,8R)-4,6-Dihydroxy-1,3,5,7-tetramethyl-8-triethylsilanyloxy-decyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-thiopropionic acid S-tert-butyl ester 
• 1426533-79-0 (3S,4S,6S,7S)-3,5,7-trimethylnona-1,8-diene-4,6-diol 
• 1426447-42-8 (R)-2-((2S,4S,5R,6S)-6-((S)-but-3-en-2-yl)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)propanoic acid 
• 1426447-41-7 (2R,3S,4S,5S,6S)-3-hydroxy-5-((4-methoxybenzyl)oxy)-2,4,6-trimethyloct-7-enoic acid 
• 1426447-34-8 (3R,4S)-4-((2R,3S,4S)-3-((4-methoxybenzyl)oxy)-4-methylhex-5-en-2-yl)-3-methyloxetan-2-one 
• 1426447-33-7 (2R,3R,4S,5S,6S)-3-hydroxy-5-((4-methoxybenzyl)oxy)-2,4,6-trimethyloct-7-enoic acid 
• 1426447-40-6 (R)-2-((2R,3R,4R,5R,6S)-6-(iodomethyl)-4-((4-methoxybenzyl)oxy)-3,5-dimethyltetrahydro-2H-pyran-2-yl)propanoic acid 
• 1426447-32-6 (2S,3R,4R,5R,6S)-2-((S)-but-3-en-2-yl)-6-(iodomethyl)-4-((4-methoxybenzyl)oxy)-3,5-dimethyltetrahydro-2H-pyran 

Downstream Products

• 3225-82-9 Erythronolide B 

Related news

Saccharopolyspora erythraea-catalyzed bioconversion of 6-deoxyerythronolide B (cas 15797-36-1) analogs for production of novel erythromycins09/27/2019

A method was developed for the large-scale bioconversion of novel 6-deoxyerythronolide B (6-dEB) analogs into erythromycin analogs. Erythromycin biosynthesis in Saccharopolyspora erythraea proceeds via the formation of a polyketide aglycone, 6-dEB, which is subsequently glycosylated, hydroxylate...detailed

Mechanism based protein crosslinking of domains from the 6-deoxyerythronolide B (cas 15797-36-1) synthase09/25/2019

The critical role of protein–protein interactions in the chemistry of polyketide synthases is well established. However, the transient and weak nature of these interactions, in particular those involving the acyl carrier protein (ACP), has hindered efforts to structurally characterize these int...detailed

Erythromycin biosynthesis. The 4-pro-S hydride of NADPH is utilized for ketoreduction by both module 5 and module 6 of the 6-deoxyerythronolide B (cas 15797-36-1) synthase09/24/2019

Incubation of chirally deuterated NADPH with 6-deoxyerythronolide B synthase (DEBS) modules 5 and module 6 and analysis of the derived triketide lactones established that the two ketoreductase domains, KR5 and KR6, are both specific for the 4-pro-S hydride of the nicotinamide cofactor.detailed

Precursor directed biosynthesis of novel 6-deoxyerythronolide B (cas 15797-36-1) analogs containing non-natural oxygen substituents and reactive functionalities09/09/2019

Feeding of synthetic precursors to a blocked mutant of 6-deoxyerythronolide B synthase (DEBS) [1] led to production of novel 6-deoxyerythronolide B analogs in vivo containing additional non-natural oxygen substituents as well as additional reactive groups.detailed

Development of a high cell-density fed-batch bioprocess for the heterologous production of 6-deoxyerythronolide B (cas 15797-36-1) in Escherichia coli09/08/2019

A robust high cell-density fed-batch bioprocess was developed for the heterologous production of 6-deoxyerythronolide B (6-dEB), the macrocyclic core of the antibiotic erythromycin, with a recombinant Escherichia coli strain expressing the 6-deoxyerythronolide B synthase (DEBS) from Saccharopoly...detailed

6-deoxyerythronolide B (cas 15797-36-1) production through chromosomal localization of the deoxyerythronolide B synthase genes in E. coli09/07/2019

Chromosomal engineering was used to localize the deoxyerythronolide B synthase (DEBS) genes and propionyl-CoA carboxylase (PCC) genes to the BAP1 Escherichia coli chromosome creating the new strain YW9. YW9 then featured a plasmid-free heterologous pathway for the production of the polyketide pr...detailed

Architectures of Whole-Module and Bimodular Proteins from the 6-deoxyerythronolide B (cas 15797-36-1) Synthase09/06/2019

The 6-deoxyerythronolide B synthase (DEBS) is a prototypical assembly line polyketide synthase produced by the actinomycete Saccharopolyspora erythraea that synthesizes the macrocyclic core of the antibiotic erythromycin 6-deoxyerythronolide B. The megasynthase is a 2-MDa trimeric complex compos...detailed

Relevant academic research and scientific papers

Precursor-directed polyketide biosynthesis in Escherichia coli

Precursor-directed polyketide biosynthesis was demonstrated in the heterologous host Escherichia coli. Several diketide and triketide substrates were fed to a recombinant E. coli strain containing a variant form of deoxyerythronolide B synthase (DEBS) from which the first elongation module was deleted resulting in successful macrolactone formation from the diketide, but not the triketide, substrates.

Total synthesis of 6-deoxyerythronolide B via C-C bond-forming transfer hydrogenation

The 14-membered macrolide 6-deoxyerythronolide B is prepared in 14 steps (longest linear sequence) and 20 total steps. Two different methods for alcohol CH-crotylation via transfer hydrogenation are deployed for the first time in target-oriented synthesis

Precursor-directed biosynthesis of 12-ethyl erythromycin

A precursor-directed method for the biosynthesis of novel 6-deoxyerythronolide B derivatives has been extended to allow alteration of the functionality at C-12. We recently described a simple and practical method for harnessing the biosynthetic potential

General strategies toward the syntheses of macrolide antibiotics. The total syntheses of 6-deoxyerythronolide B and oleandolide

The asymmetric syntheses of 6-deoxyerythronolide B (1) and oleandolide (2) have been achieved, each in 18 linear steps. These syntheses demonstrate the utility of chiral β-keto imide building block 3 as a versatile building block for the aldol-based assemblage of polypropionate-derived natural products.