Aza-tryptamine substrates in monoterpene indole alkaloid biosynthesis.

No abstract is available for this paper.

• Publication year

  2009

• Venue

  Chemistry and Biology

• Publication date

  2009-12-01

• Fields of study

  Biology, Medicine, Chemistry

• Identifiers
  DOI 10.1016/j.chembiol.2009.11.016PMID 20064432PMCID PMC2807416
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar, PubMed

• No claims are published for this paper.

• No concepts are published for this paper.

• Bypassing stereoselectivity in the early steps of alkaloid biosynthesis.

  2009cited by this paper
• Discovery of potent and selective DP1 receptor antagonists in the azaindole series.

  2009cited by this paper
• Discovery of a selective inhibitor of oncogenic B-Raf kinase with potent antimelanoma activity

  2008cited by this paper
• Strictosidine synthase: mechanism of a Pictet-Spengler catalyzing enzyme.

  2008cited by this paper
• Rapid identification of enzyme variants for reengineered alkaloid biosynthesis in periwinkle.

  2007cited by this paper
• Structure-based engineering of strictosidine synthase: auxiliary for alkaloid libraries.

  2007influential reference
• The Structure of Rauvolfia serpentina Strictosidine Synthase Is a Novel Six-Bladed β-Propeller Fold in Plant Proteins[W]

  2006influential reference
• Chemistry and biology of monoterpene indole alkaloid biosynthesis.

  2006cited by this paper
• Substrate specificity of strictosidine synthase.

  2006cited by this paper
• Chiral heterocycles by iminium ion cyclization.

  2004cited by this paper
• 5-ZATRYPTAMINE ANALOGS AS h5-HT6 SEROTONIN RECEPTOR LIGANDS

  2004cited by this paper
• Syntheses and antiproliferative activities of 7-azarebeccamycin analogues bearing one 7-azaindole moiety.

  2003cited by this paper
• Discovery of 4-benzoyl-1-[(4-methoxy-1H- pyrrolo[2,3-b]pyridin-3-yl)oxoacetyl]-2- (R)-methylpiperazine (BMS-378806): a novel HIV-1 attachment inhibitor that interferes with CD4-gp120 interactions.

  2003cited by this paper
• An effective procedure for the acylation of azaindoles at C-3.

  2002cited by this paper
• Copper-catalyzed halogen exchange in aryl halides: an aromatic Finkelstein reaction.

  2002cited by this paper
• Synthesis and Reactivity of 7-Azaindole (1H-Pyrrolo[2,3-b]pyridine)

  2001cited by this paper
• Synthesis of 5-, 6- and 7-azaindoles via palladium-catalyzed heteroannulation of internal alkynes

  1998cited by this paper
• Didemnolines A-D, new N9-substituted β-carbolines from the marine ascidian Didemnum sp.

  1995cited by this paper
• Structure and spectral properties of β-carbolines. 8. Mechanism of the Pictet-Spengler cyclization: An MNDO approach☆

  1995cited by this paper
• Structure and Spectral Properties of b-Carbolines, Part 6. Regiooooselectivity of Cyclocondensation of Spiro[piperidine-m',1-(1,2,3,4-tetrahydeo-b-carbolines)] with Aldehydes

  1994cited by this paper
• Alkaloids from the antarctic sponge Kirkpatrickia varialosa. Part 2: Variolin A and N(3′)-methyl tetrahydrovariolin B

  1994cited by this paper
• Preparation and conformational study of Z- and E-Isositsirikine epimers and model compounds. Determination of their C-16 configurations

  1994cited by this paper
• Alkaloids from the antarctic sponge Kirkpatrickia varialosa.

  1994cited by this paper
• Alkaloids from the Antarctic Sponge Kirkpatrickia varialosa. Part 1. Variolin B, a New Antitumor and Antiviral Compound.

  1994cited by this paper
• Partial purification and characterization of a NADPH dependent tetrahydroalstonine synthase from Catharanthus roseus cell suspension cultures

  1985cited by this paper
• Steric course of hydrogen transfer during enzymatic formation of 3.alpha.-heteroyohimbine alkaloids

  1983cited by this paper
• Catharanthus alkaloids XXXVII. 16-Epi-Z-isositsirikine, a monomeric indole alkaloid with antineoplastic activity from Catharanthus roseus and Rhazya stricta.

  1983cited by this paper
• Mechanisms of indole alkaloid biosynthesis. Recognition of intermediacy and sequence by short-term incubation

  1971cited by this paper
• Interconversion of Corynanthe, aspidosperma, and Iboga alkaloids. A model for indole alkaloid biosynthesis

  1968cited by this paper
• THE BIOLOGICAL AND PHYSICAL PROPERTIES OF THE AZAINDOLES.

  1963influential reference
• C13 Nuclear Magnetic Resonance Spectroscopy. I. Aromatic Hydrocarbons

  1961cited by this paper
• C13 Nuclear Magnetic Resonance Spectroscopy. II. Phenols, Anisole and Dimethoxybenzenes

  1961cited by this paper

• Unlocking New Prenylation Modes: Azaindoles as a New Substrate Class for Indole Prenyltransferases

  2023cites this paper
• Rotationally resolved electronic S1 spectra of tryptoline and oxindole: Reversal of the 1La and 1Lb state character

  2022cites this paper
• Recent advances in biocatalysis of nitrogen-containing heterocycles.

  2021cites this paper
• Total Synthesis of (-)-Strictosidine and Interception of Aryne Natural Product Derivatives "Strictosidyne" and "Strictosamidyne".

  2021cites this paper
• A facile and efficient method for the synthesis of crystalline tetrahydro-β-carbolines via the Pictet-Spengler reaction in water

  2020cites this paper
• Unnatural spirocyclic oxindole alkaloids biosynthesis in Uncaria guianensis

  2019cites this paper
• Plant Alkaloid Engineering

  2019cites this paper
• Sesquiterpene Synthase‐Catalysed Formation of a New Medium‐Sized Cyclic Terpenoid Ether from Farnesyl Diphosphate Analogues

  2018cites this paper
• Biocatalyzed C−C Bond Formation for the Production of Alkaloids

  2018cites this paper
• Complex molecules, clever solutions - Enzymatic approaches towards natural product and active agent syntheses.

  2017cites this paper
• Accelerating the semisynthesis of alkaloid-based drugs through metabolic engineering.

  2017cites this paper
• The Pictet-Spengler Reaction Still on Stage.

  2016cites this paper
• Monoterpene Indole Alkaloid-Like Compounds Based on Diversity-Enhanced Extracts of Iridoid-Containing Plants and Their Immune Checkpoint Inhibitory Activity.

  2016cites this paper
• Antimicrobial and Immunological activities of Vinca minor Extracts

  2015cites this paper
• Formation of a Novel Macrocyclic Alkaloid from the Unnatural Farnesyl Diphosphate Analogue Anilinogeranyl Diphosphate by 5-Epi-Aristolochene Synthase.

  2015cites this paper
• Crystal Structure of Perakine Reductase, Founding Member of a Novel Aldo-Keto Reductase (AKR) Subfamily That Undergoes Unique Conformational Changes during NADPH Binding*

  2012cites this paper
• Merging chemical synthesis and biosynthesis: a new chapter in the total synthesis of natural products and natural product libraries.

  2012cites this paper
• Vereinigung von chemischer Synthese und Biosynthese: ein neues Kapitel in der Totalsynthese von Naturstoffen und Naturstoffbibliotheken

  2012cites this paper
• Combined muta- and semisynthesis: a powerful synthetic hybrid approach to access target specific antitumor agents based on ansamitocin P3.

  2012cites this paper
• Novel carbon–carbon bond formations for biocatalysis

  2011cites this paper
• The Pictet-Spengler reaction in nature and in organic chemistry.

  2011cites this paper
• Die Pictet‐Spengler‐Reaktion in der Natur und der organischen Chemie

  2011cites this paper
• A facile chemoenzymatic approach: one-step syntheses of monoterpenoid indole alkaloids.

  2010cites this paper