0000000001300606

AUTHOR

Malte Hesse

showing 4 related works from this author

Approaching an experimental electron density model of the biologically active trans ‐epoxysuccinyl amide group—Substituent effects vs. crystal packing

2017

The trans-epoxysuccinyl amide group as a biologically active moiety in cysteine protease inhibitors such as loxistatin acid E64c has been used as a benchmark system for theoretical studies of environmental effects on the electron density of small active ingredients in relation to their biological activity. Here, the synthesis and the electronic properties of the smallest possible active site model compound are reported to close the gap between the unknown experimental electron density of trans-epoxysuccinyl amides and the well-known function of related drugs. Intramolecular substituent effects are separated from intermolecular crystal packing effects on the electron density, which allows us…

chemistry.chemical_classificationElectron densitybiology010405 organic chemistryChemistryCarboxylic acidOrganic ChemistryIntermolecular forceSubstituentActive siteContext (language use)010402 general chemistry01 natural sciences0104 chemical sciencesCrystallographychemistry.chemical_compoundAmideIntramolecular forcebiology.proteinPhysical and Theoretical ChemistryJournal of Physical Organic Chemistry
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CCDC 1498221: Experimental Crystal Structure Determination

2017

Related Article: Ming W. Shi, Scott G. Stewart, Alexandre N. Sobolev, Birger Dittrich, Tanja Schirmeister, Peter Luger, Malte Hesse, Yu-Sheng Chen, Peter R. Spackman,Mark A. Spackman, Simon Grabowsky|2017|J.Phys.Org.Chem.|30|e3683|doi:10.1002/poc.3683

(2S3S)-3-carbamoyl-2-ethoxycarbonyloxiraneSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1498219: Experimental Crystal Structure Determination

2017

Related Article: Ming W. Shi, Scott G. Stewart, Alexandre N. Sobolev, Birger Dittrich, Tanja Schirmeister, Peter Luger, Malte Hesse, Yu-Sheng Chen, Peter R. Spackman,Mark A. Spackman, Simon Grabowsky|2017|J.Phys.Org.Chem.|30|e3683|doi:10.1002/poc.3683

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parametersethyl (2R3R)-3-((S)-1-((benzyloxy)carbonyl)phenylalanyl)oxirane-2-carboxylateExperimental 3D Coordinates
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CCDC 1498220: Experimental Crystal Structure Determination

2017

Related Article: Ming W. Shi, Scott G. Stewart, Alexandre N. Sobolev, Birger Dittrich, Tanja Schirmeister, Peter Luger, Malte Hesse, Yu-Sheng Chen, Peter R. Spackman,Mark A. Spackman, Simon Grabowsky|2017|J.Phys.Org.Chem.|30|e3683|doi:10.1002/poc.3683

Space GroupCrystallographyCrystal Systemcatena-[(mu-(2S3S)-3-carbamoyloxirane-2-carboxylic acid)-(mu-trifluoroacetato)-potassium]Crystal StructureCell ParametersExperimental 3D Coordinates
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