168170-58-9

Upstream product

• 168393-80-4 (2S,3R,5R)-5-(benzoyloxy)-6-hydroxy-2-methyloxan-3-yl benzoate 
• 545-06-2 trichloroacetonitrile 
• 104768-13-0 (2R,3R,5R,6S)-2-hydroxy-6-methyltetrahydro-2H-pyran-3,5-diyl dibenzoate 

Downstream Products

• 959577-05-0 (2R,3R,5R,6S)-2-(((2R,5R)-5-hydroxyhexan-2-yl)oxy)-6-methyltetrahydro-2H-pyran-3,5-diyl dibenzoate 
• 1172590-11-2 (2R,3R,5R,6S)-2-((R)-hex-5-en-2-yloxy)-6-methyltetrahydro-2H-pyran-3,5-diyl dibenzoate 
• 1451475-78-7 (2S,3R,5R,6R)-2-methyl-6-((R)-pent-4-en-2-yloxy)tetrahydro-2H-pyran-3,5-diyl dibenzoate 
• 848757-31-3 (2S,3R,5R,6R)-2-methyl-6-((R)-oct-7-en-2-yloxy)tetrahydro-2H-pyran-3,5-diyl dibenzoate 
• 848757-32-4 (6R)-6-(2,4-di-O-benzoyl-3,6-dideoxy-α-L-arabinohexopyranosyl)heptanoic acid 
• 1352061-35-8 (E)-1-[(5R)-5-(3,6-dideoxy-α-L-arabino-hexopyranosyloxy)hexyl]-3-phenyl-2-propen-1-one 
• 1451476-68-8 (2S,3R,5R,6R)-2-methyl-6-(((R)-7-oxooctan-2-yl)oxy)tetrahydro-2H-pyran-3,5-diyl dibenzoate 

Relevant academic research and scientific papers

Comparative Ascaroside Profiling of Caenorhabditis Exometabolomes Reveals Species-Specific (ω) and (ω - 2)-Hydroxylation Downstream of Peroxisomal β-Oxidation

Chemical communication in nematodes such as the model organism Caenorhabditis elegans is modulated by a variety of glycosides based on the dideoxysugar l-ascarylose. Comparative ascaroside profiling of nematode exometabolome extracts using a GC-EIMS scree

COMPOSITIONS AND METHODS FOR MODULATING MICROBIOMES

Compositions and methods for modulating a microbiome are disclosed. In accordance with the instant invention, methods of modifying and/or modulating a microbiome (e.g., the composition of a microbiome) are provided. The methods of the instant invention comprise contacting the microbiome (e.g., the assemblage of organisms composing the microbiome) with a compound excreted by an organism (e.g., nematode), particularly an organism that naturally lives in or is part of the microbiome.

ASCAROSIDE DERIVATIVES AND METHODS OF USE

The present invention relates to methods of treating immune disorders and/or inflammation using certain modulator compounds. For example, the present invention provides methods of treating immune and/or inflammatory disorders by administering a composition comprising a compound having the structure of Formula (I).

COMPOSITIONS AND METHODS FOR ASCAROSIDE MODIFICATION OF MAMMALIAN MICROBIOTA

Described herein are composition of ascarosides, methods of using them, and the like for inhibiting bacterial population growth or for altering the relative ratio of sub-populations of first and second bacteria in a mixed population of bacteria. The invention is particularly useful, for example, for modifying a microbiome of a patient (e.g., for treatment of gut microbiome dysfunction).

Dimerization of conserved ascaroside building blocks generates species-specific male attractants in: Caenorhabditis nematodes

Comparative ascaroside profiling of Caenorhabditis nematodes using HPLC-ESI-(-)-MS/MS precursor ion scanning revealed a class of highly species-specific ascaroside dimers. Their 2- and 4-isomeric, homo- and heterodimeric structures were identified using a combination of HPLC-ESI-(+)-HR-MS/MS spectrometry and high-resolution dqf-COSY NMR spectroscopy. Structure assignments were confirmed by total synthesis of representative examples. Functional characterization using holding assays indicated that males of Caenorhabditis remanei and Caenorhabditis nigoni are exclusively retained by their conspecific ascaroside dimers, demonstrating that dimerization of conserved monomeric building blocks represents a yet undescribed mechanism that generates species-specific signaling molecules in the Caenorhabditis genus. This journal is

COMPOSITIONS AND METHODS FOR MODULATING IMMUNITY IN PLANTS

Compositions and methods for protecting an organism from a pathogen are disclosed.

Improved Synthesis for Modular Ascarosides Uncovers Biological Activity

A versatile synthesis of modular ascarosides, a family of signaling molecules from Caenorhabditis elegans and other nematodes, via hydrogenolysis of a cyclic sulfate derived from methyl-α-l-rhamnopyranoside is reported. The route enables selective introdu

COMPOSITIONS AND METHODS FOR MODULATING IMMUNITY IN PLANTS

Compositions and methods for enhancing disease resistance in plants are disclosed.