0000000000072973

AUTHOR

Harald Gross

0000-0002-0731-821x

showing 5 related works from this author

(2S,3′S,3a'R,5′R,7a'R)-5′-[(E)-5-(Furan-3-yl)-2-methylpent-1-en-1-yl]-3-hydroxy-3′,4,7′-trimethyl-1′,2′,3′,3a',5′,7a'-hexahydro-5H-spiro[furan-2,4′-i…

2020

The title compound, ircinianin, C25H32O4, belongs to the sesterterpene tetronic acid compound family and was isolated from the marine sponge Ircinia wistarii. These chemical scaffolds are pharmacologically relevant, since they represent a new class of glycine receptor modulators. The furan ring makes a dihedral angle of 35.14 (12)° to the 4-hydroxy-3-methylfuran-2(5H)-one ring. The crystal packing is characterized by intermolecular O—H...O hydrogen bonds, which generate [010] chains.

Natural productbiology010405 organic chemistryStereochemistryHydrogen bondCrystal structureDihedral angle010402 general chemistryRing (chemistry)biology.organism_classification01 natural sciences0104 chemical scienceschemistry.chemical_compoundchemistryFuranIrciniaTetronic acidIUCrData
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Selective mono-de-O-acetylation of the per-O-acetylated brasilicardin carbohydrate side chain

2021

Abstract Methanol dried over powdered 4 A molecular sieves can be used for a selective mono-de-O-acetylation of the phenolic acetyl group of the per-O-acetyl protected brasilicardin A carbohydrate side chain. This reaction opens a practical procedure for a synthetic access to derivates of the immunosuppressive and cytotoxic natural product brasilicardin A.

Natural product010405 organic chemistryChemistryOrganic ChemistryCarbohydratesAcetylationGeneral MedicineCarbohydrate010402 general chemistryMolecular sieve01 natural sciencesBiochemistry0104 chemical sciencesAnalytical Chemistrychemistry.chemical_compoundAcetylationSide chainOrganic chemistryMethanolProtein Processing Post-TranslationalCarbohydrate Research
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(2S,3S)-2-Azaniumyl-4-[(1S,4aS,4bS,6S,7S,8aS,10aS)-6,7-dihydroxy-2,4b,8,8,10a-pentamethyl-1,4,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydrophenanthren-1-yl]-…

2018

The title compound, which crystallized as a methanol and water solvate, C24H41NO5·CH4O·H2O, was obtained by heterologous expression of the brasilicardin gene cluster in the bacterium Amycolatopsis japonicum. In the crystal, the components are linked by numerous hydrogen bonds, generating a three-dimensional network.

crystal structureperhydrophenanthrenelcsh:QD901-999heterologous expressionlcsh:CrystallographyBrasilicardin AIUCrData
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(2S,3S)-2-Azaniumyl-4-[(1S,4aS,4bS,6S,7S,8aS,10aS)-6,7-dihydroxy-2,4b,8,8,10a-pentamethyl-1,4,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydrophenanthren-1-yl]-…

2018

The title compound, which crystallized as a methanol and water solvate, C24H41NO5·CH4O·H2O, was obtained by heterologous expression of the brasilicardin gene cluster in the bacterium Amycolatopsis japonicum. In the crystal, the components are linked by numerous hydrogen bonds, generating a three-dimensional network.

010405 organic chemistryHydrogen bondStereochemistryGeneral MedicineMeth-Crystal structure010402 general chemistry01 natural sciences0104 chemical sciencesCrystalchemistry.chemical_compoundchemistryGene clusterHeterologous expressionMethanolMethanol waterIUCrData
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CCDC 2058115: Experimental Crystal Structure Determination

2021

Related Article: Michael Eitel, Dhafer S. Zinad, Dieter Schollmeyer, Harald Gross, Pierre Koch|2021|Carbohydr.Res.|504|108312|doi:10.1016/j.carres.2021.108312

Space GroupCrystallographyCrystal System4-({3-acetamido-45-bis(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl}oxy)-5-(acetyloxy)-2-methyl-6-[(prop-2-en-1-yl)oxy]oxan-3-yl 3-hydroxybenzoate monohydrateCrystal StructureCell ParametersExperimental 3D Coordinates
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