101712-01-0Relevant academic research and scientific papers
Studies directed toward synthesis of the structure proposed for stereocalpin A
Huang, Yixian,Wu, Yikang
, p. 1185 - 1191 (2011)
Some synthetic efforts directed to the proposed structure of stereocalpin A are disclosed. The stereogenic centers in the aldol unit were installed using the method of Evans and the intermediates obtained through a reliable route helped to reveal that the
The thioesterase domain from the pimaricin and erythromycin biosynthetic pathways can catalyze hydrolysis of simple thioester substrates
Sharma, Krishna K.,Boddy, Christopher N.
, p. 3034 - 3037 (2007)
The recombinant polyketide synthase thioesterase domains from the pimaricin and 6-deoxyerythronolide B biosynthetic pathways catalyze hydrolysis of a number of simple N-acetylcysteamine thioester derivatives. This study demonstrates that thioesterases are not highly substrate selective in formation of the acyl-enzyme intermediate, in contrast to non-ribosomal peptide synthase thioesterase domains that show very high specificity for substrate loading. This observation has important implications for the engineering of biosynthetic pathways to produce polyketide products.
Biomimetic Synthesis of Lankacidin Antibiotics
Zheng, Kuan,Shen, Defeng,Hong, Ran
, p. 12939 - 12942 (2017)
We devised short syntheses of lankacidinol and lankacyclinol that feature biomimetic Mannich macrocyclization. The modular construction of the carbon framework of these compounds is amenable to rapid structural diversification for the development of antib
Concise synthesis and revision of the proposed biogenesis of helicascolides
Zheng, Kuan,Xie, Changmin,Hong, Ran
, p. 4459 - 4464 (2017/10/30)
A concise synthesis of helicascolides A, B and C was achieved in three to five steps from commercially available materials. The key transformations of the synthesis include an Evans-Metternich anti-aldol reaction of the known β-keto imide 10 and strategic
Leiodermatolide derivatives and their use
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Page/Page column 6; 16, (2016/08/17)
The present invention refers to leiodermatolide derivatives and the use thereof as cytotoxic agents, in particular in the form of ADC s.
Synthesis, molecular editing, and biological assessment of the potent cytotoxin leiodermatolide
Mailhol, Damien,Willwacher, Jens,Kausch-Busies, Nina,Rubitski, Elizabeth E.,Sobol, Zhanna,Schuler, Maik,Lam, My-Hanh,Musto, Sylvia,Loganzo, Frank,Maderna, Andreas,Fürstner, Alois
supporting information, p. 15719 - 15729 (2014/12/11)
It was by way of total synthesis that the issues concerning the stereostructure of leiodermatolide (1) have recently been solved; with the target now being unambiguously defined, the mission of synthesis changes as to secure a meaningful supply of this ex
Formal total synthesis of kendomycin by way of alkyne metathesis/gold catalysis
Hoffmeister, Laura,Persich, Peter,Fuerstner, Alois
, p. 4396 - 4402 (2014/05/06)
In an attempt to study the ability of the latest generation of alkyne metathesis catalysts to process sterically hindered substrates, two different routes to the bacterial metabolite kendomycin (1) were explored. Whereas the cyclization of the overcrowded
Divergent total synthesis of the antimitotic agent leiodermatolide
Willwacher, Jens,Kausch-Busies, Nina,Fürstner, Alois
supporting information, p. 12041 - 12046 (2013/01/16)
Subtle but distinctive: The stereostructure of the biologically highly promising antimitotic agent leiodermatolide was uncertain. A short, efficient, and flexible total synthesis based on ring-closing alkyne metathesis as the key step has now solved the p
Stereospecificity of ketoreductase domains of the 6-deoxyerythronolide B synthase
Castonguay, Roselyne,He, Weiguo,Chen, Alice Y.,Khosla, Chaitan,Cane, David E.
, p. 13758 - 13769 (2008/04/04)
6-Deoxyerythronolide B synthase (DEBS) is a modular polyketide synthase (PKS) responsible for the biosynthesis of 6-dEB (1), the parent aglycone of the broad spectrum macrolide antibiotic erythromycin. Individual DEBS modules, which contain the catalytic
Total Synthesis of (-)-Callystatin A
Smith III, Amos B.,Brandt, Benjamin M.
, p. 1685 - 1688 (2007/10/03)
(matrix presented) An effective total synthesis of (-)-callystatin A (1), member of the leptomycin family of antibiotics, has been achieved. The synthesis features Evans extended aldol methodology to construct the northern polypropionate subunit and two s
