Axiphenylalaninium and axityrosinium, modified amino acids from the Mediterranean marine sponge Axinella polypoides.
@article{Gabant2009AxiphenylalaniniumAA, title={Axiphenylalaninium and axityrosinium, modified amino acids from the Mediterranean marine sponge Axinella polypoides.}, author={Marion Gabant and Marie-Thérèse Martin and C{\'e}line Moriou and Ludmila Ermolenko and Vincent Gu{\'e}rineau and Pascal Retailleau and Odile Thoison and Nicole Boury‐Esnault and Thierry P{\'e}rez and Ali Al‐Mourabit}, journal={Journal of natural products}, year={2009}, volume={72 10}, pages={ 1875-8 } }
Two new modified amino acids, axiphenylalaninium (1) and axityrosinium (2), along with four known metabolites, C2-alpha-D-mannosylpyranosyl-L-tryptophan (3), N3,5'-cycloxanthosine (4), palythine (5), and taurine, were isolated from the marine sponge Axinella polypoides collected in the Mediterranean Sea. The structures were determined by spectroscopic studies and confirmed by X-ray analysis and chemical modifications.
15 Citations
Neopetrosins A-D and Haliclorensin D, Indole-C-Mannopyranosides and a Diamine Alkaloid Isolated from the South China Sea Marine Sponge Neopetrosia chaliniformis.
- ChemistryJournal of natural products
- 2022
Four new indole-C-mannopyranoside alkaloids, neopetrosins A-D (1-4), together with one new diamine alkaloid, haliclorensin D (6), were isolated from the marine sponge Neopetrosia chaliniformis…
Further Investigation of the Mediterranean Sponge Axinella polypoides: Isolation of a New Cyclonucleoside and a New Betaine
- ChemistryMarine drugs
- 2012
An exhaustive exploration into the metabolic content of the Mediterranean sponge Axinella-polypoides resulted in the isolation of the new betaine 5 and the new cyclonucleoside 8, providing evidence that the sponge does not elaborate pyrrole-imidazole alkaloids (PIAs) but, interestingly, it was shown to contain two already known cyclodipeptides, compounds 9 (verpacamide A) and 10.
Evaluation of single and joint effect of metabolites isolated from marine sponges, Fasciospongia cavernosa and Axinella donnani on antimicrobial properties.
- BiologyBioorganic & medicinal chemistry letters
- 2014
Synthesis of spongidines A and D: marine metabolites phospholipase A2 inhibitors
- Chemistry, Biology
- 2011
Polyphyly of the genus Axinella and of the family Axinellidae (Porifera: Demospongiaep).
- BiologyMolecular phylogenetics and evolution
- 2010
Enrichment and characterization of a bacterial mixture capable of utilizing C-mannosyl tryptophan as a carbon source
- BiologyGlycoconjugate Journal
- 2017
C-Mannosylation, a protein-modification found in various eukaryotes, involves the attachment of a single mannose molecule to selected tryptophan residues of proteins. Since C-mannosyl tryptophan…
Protein C-Mannosylation and C-Mannosyl Tryptophan in Chemical Biology and Medicine
- Biology, ChemistryMolecules
- 2021
Protein C-mannosylation is considered to play important roles in the biosynthesis and functions of substrate proteins, and the altered regulation of protein C-manosylated proteins may be involved in the pathophysiology of human diseases.
Spectral and structural studies of dimethylphenyl betaine hydrate.
- ChemistrySpectrochimica acta. Part A, Molecular and biomolecular spectroscopy
- 2014
Monomeric C-mannosyl tryptophan is a degradation product of autophagy in cultured cells
- Biology, ChemistryGlycoconjugate Journal
- 2020
It is proposed that the autophagic pathway is a novel pathway that at least partly contributes to intracellular C-Man-Trp production under certain conditions, such as nutrient starvation.