Preparation and Structure of Oligolides from (R)-3-Hydroxypentanoic Acid and comparison with the hydroxybutanoic-acid derivatives: A small change with large consequences†

No abstract is available for this paper.

• Publication year

  1994

• Venue

  Helvetica Chimica Acta

• Publication date

  1994-11-02

• Fields of study

  Chemistry

• Identifiers
  DOI 10.1002/HLCA.19940770727
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar

• No claims are published for this paper.

• No concepts are published for this paper.

• Total Synthesis of (±)-Reserpine

  2022cited by this paper
• The entropic cost of bound water in crystals and biomolecules.

  1994cited by this paper
• Isolation and 1H-NMR spectroscopic identification of poly(3-hydroxybutanoate) from prokaryotic and eukaryotic organisms. Determination of the absolute configuration (R) of the monomeric unit 3-hydroxybutanoic acid from Escherichia coli and spinach.

  1994cited by this paper
• Synthesis of Linear Oligomers of (R)-3-Hydroxybutyrate and Solid-State Structural Investigations by Electron Microscopy and X-ray Scattering

  1994cited by this paper
• POLY(HYDROXYFETTSAUREESTER), EINE FUNFTE KLASSE VON PHYSIOLOGISCH BEDEUTSAMEN ORGANISCHEN BIOPOLYMEREN ?

  1993cited by this paper
• Complexes of the triolide from (R)-3-hydroxybutanoic acid with sodium, potassium, and barium salts : crystal structures, ester chelates and ester crowns, crystal packing, bonding, and electron-localization functions

  1993cited by this paper
• Cyclische Oligomere von (R)-3-Hydroxybuttersäure: Herstellung und strukturelle Aspekte†

  1993cited by this paper
• Cation Transport across Bulk Liquid Organic Membranes with Oligomers of (R)‐3‐Hydroxybutanoic Acid

  1993cited by this paper
• Poly(hydroxyalkanoates): A Fifth Class of Physiologically Important Organic Biopolymers?†

  1993cited by this paper
• Das Triolid von (R)‐3‐Hydroxybuttersäure — direkte Herstellung aus Polyhydroxybutyrat und Bildung eines Kronen‐Estercarbonyl‐Komplexes mit Na‐Ionen

  1992cited by this paper
• The Triolide of (R)-3-Hydroxybutyric acid—Direct Preparation from Polyhydroxybutyrate and Formation of a Crown Estercarbonyl Complex with Na Ions

  1992cited by this paper
• On the Macrolactonization of β‐Hydroxy Acids. Crystal structures of the pentolide and the hexolide from (R)‐3‐hydroxybutanoic acid. Molecular modeling studies of the tetrolide

  1989cited by this paper
• Transesterification of 3-oxo esters with allylic alcohols

  1988cited by this paper
• High-yield synthesis of 20-, 24-, and 28-membered macropentolide, -hexolide, and -heptolide, respectively, from (R)- or (S)-3-hydroxybutanoic acid under Yamaguchi's macrolactonization conditions

  1988cited by this paper
• Cellular incorporation of poly-beta-hydroxybutyrate into plasma membranes of Escherichia coli and Azotobacter vinelandii alters native membrane structure.

  1987cited by this paper
• An improved method for anchoring of 9-fluorenylmethoxycarbonyl-amino acids to 4-alkoxybenzyl alcohol resins.

  1987cited by this paper
• Poly-beta-hydroxybutyrate membrane structure and its relationship to genetic transformability in Escherichia coli

  1986cited by this paper
• Two new protected acyl protecting groups for alcoholic hydroxy functions

  1984cited by this paper
• Recent developments in the carbodiimide chemistry

  1981cited by this paper
• A rapid esterification by means of mixed anhydride and its application to large-ring lactonization.

  1979cited by this paper
• Direct room temperature esterification of carboxylic acids

  1978cited by this paper
• Einfaches Verfahren zur Veresterung von Carbonsäuren

  1978cited by this paper
• Simple Method for the Esterification of Carboxylic Acids

  1978cited by this paper
• 4‐Dialkylaminopyridine als hochwirksame Acylierungskatalysatoren

  1978cited by this paper
• Makrolide. Neuere Fortschritte ihrer Chemie und Biochemie

  1977cited by this paper
• Macrolides. Recent progress in chemistry and biochemistry.

  1977cited by this paper
• Structural Studies of Polyesters. VII. Molecular and Crystal Structures of Racemic Poly(β-ethyl-β-propiolactone)

  1974cited by this paper
• Structural studies of polyesters: 5. Molecular and crystal structures of optically active and racemic poly (β-hydroxybutyrate)

  1973cited by this paper
• SIMPLE, MULTIBORE COLUMNS FOR SUPERIOR FRACTIONATION OF LIPIDS.

  1964cited by this paper
• Carbodiimides. VIII.1 Observations on the Reactions of Carbodiimides with Acids and Some New Applications in the Synthesis of Phosphoric Acid Esters

  1958cited by this paper
• Vielgliedrige heterocyclische Verbindungen IV. Die annähernd quantitative Lactonisierung von 14-Oxytetradecan-1-carbonsäure u. 15-Oxypentadecan-1-carbonsäure

  1934cited by this paper

• Ultratough Thermoplastic Elastomers Based on Chemically Recyclable Cycloalkyl-Substituted Polyhydroxyalkanoates.

  2025cites this paper
• Recyclable and (Bio)degradable Polyesters in a Circular Plastics Economy.

  2024cites this paper
• No Life on this Planet Without PHB

  2023cites this paper
• Ring Size as an Independent Variable in Cyclooligomeric Depsipeptide Antiarrhythmic Activity.

  2021cites this paper
• Synthesis of novel adamantyl and homoadamantyl-substituted $$\beta $$β-hydroxybutyric acids

  2013cites this paper
• Update 1 of: macrolactonizations in the total synthesis of natural products.

  2013cites this paper
• Physiological Importance of Poly‐(R)‐3‐hydroxybutyrates

  2012cites this paper
• Preparation of 12‐ and 16‐Membered Macrolactones (Oligolides) from (S)‐Malic Acid – Low Molecular‐Mass Analogs of the Biopolymer Poly[(S)‐Malic Acid] (PMA)

  2006cites this paper
• How we drifted into peptide chemistry and where we have arrived at

  2004cites this paper
• On the Structure of PHB (=Poly[(R)‐3‐hydroxybutanoic Acid]) in Phospholipid Bilayers: Preparation of Trifluoromethyl‐Labeled Oligo[(R)‐3‐hydroxybutanoic Acid] Derivatives

  2004cites this paper
• Production of Chiral and other Valuable Compounds from Microbial Polyesters

  2002cites this paper
• Synthesis and NMR Analysis in Solution of Oligo(3‐hydroxyalkanoic acid) Derivatives with the Side Chains of Alanine, Valine, and Leucine (β‐Depsides): Coming Full Circle from PHB to β‐Peptides to PHB

  2002cites this paper
• Physical Data of Oligomers

  1999cites this paper
• Detection, synthesis, structure, and function of oligo(3-hydroxyalkanoates): contributions by synthetic organic chemists.

  1999cites this paper
• Synthesis of Oligo(3-hydroxybutanoate)(OHB)-Containing Peptides with High Binding Affinity to a Class-I-MHC Protein

  1998cites this paper
• Bacterial and other biological systems for polyester production.

  1998cites this paper
• β-Peptides: a surprise at every turn

  1997cites this paper
• Studying the Stability of a Helical β‐Heptapeptide by Molecular Dynamics Simulations

  1997cites this paper
• β‐Peptides: Oligo‐β‐homoalanines – the Amide Analogues of Poly(3‐hydroxybutanoate)

  1997cites this paper
• Cyclo‐β‐peptides: Structure and tubular stacking of cyclic tetramers of 3‐aminobutanoic acid as determined from powder diffraction data

  1997cites this paper
• Thermodynamically-controlled cyclisation and interconversion of oligocholates: metal ion templated ‘living’ macrolactonisation

  1997cites this paper
• Further C‐Alkylations of Cyclotetrapeptides via Lithium and Phosphazenium (P4) Enolates: Discovery of a New Conformation

  1996cites this paper
• Preparation, Structure, and Reactivity of Thioxo and Imino Derivatives of the Triolide (and Pentolide) from (R)‐3‐Hydroxybutanoic Acid

  1996cites this paper
• Channel‐Forming Activity of 3‐Hydroxybutanoic‐Acid Oligomers in Planar Lipid Bilayers

  1996cites this paper
• ‘Living’ macrolactonisation: thermodynamically-controlled cyclisation and interconversion of oligocholates

  1996cites this paper
• β‐Peptides: Synthesis by Arndt‐Eistert homologation with concomitant peptide coupling. Structure determination by NMR and CD spectroscopy and by X‐ray crystallography. Helical secondary structure of a β‐hexapeptide in solution and its stability towards pepsin

  1996cites this paper
• Synthese monodisperser linearer und cyclischer Oligomere der (R)‐3‐Hydroxybuttersäure mit bis zu 128 Einheiten

  1996cites this paper
• Preparation, Structure, and Properties of All Possible Cyclic Dimers (Diolides) of 3-Hydroxybutanoic Acid

  1995cites this paper
• Low molecular weight complexed poly(3-hydroxybutyrate): a dynamic and versatile molecule in vivo.

  1995cites this paper
• Biodegradation of cyclic and substituted linear oligomers

  1995cites this paper
• Mikrobielle und chemische Synthese von biologisch abbaubaren Polyestern

  1995cites this paper
• Biodegradation of cyclic and substituted linear oligomers of poly(3-hydroxybutyrate).

  1995cites this paper