MersV1, Ncbi, Checkpoint, bibRecord, 002399

Injury‐Triggered Blueing Reactions of Psilocybe “Magic” Mushrooms

Identifieur interne : 002399 ( Ncbi/Checkpoint ); précédent : 002398; suivant : 002400

Injury‐Triggered Blueing Reactions of Psilocybe “Magic” Mushrooms

Auteurs : Claudius Lenz ; Jonas Wick ; Daniel Braga ; María García-Altares ; Gerald Lackner ; Christian Hertweck ; Markus Gressler ; Dirk Hoffmeister

Source :

Angewandte Chemie (International Ed. in English) [ 1433-7851 ] ; 2019.

RBID : PMC:7004109

Abstract

Upon injury, psychotropic psilocybin‐producing mushrooms instantly develop an intense blue color, the chemical basis and mode of formation of which has remained elusive. We report two enzymes from Psilocybe cubensis that carry out a two‐step cascade to prepare psilocybin for oxidative oligomerization that leads to blue products. The phosphatase PsiP removes the 4‐O‐phosphate group to yield psilocin, while PsiL oxidizes its 4‐hydroxy group. The PsiL reaction was monitored by in situ ¹³C NMR spectroscopy, which indicated that oxidative coupling of psilocyl residues occurs primarily via C‐5. MS and IR spectroscopy indicated the formation of a heterogeneous mixture of preferentially psilocyl 3‐ to 13‐mers and suggest multiple oligomerization routes, depending on oxidative power and substrate concentration. The results also imply that phosphate ester of psilocybin serves a reversible protective function.

Url:

http://www.ncbi.nlm.nih.gov/pmc/articles/PMC7004109

DOI: 10.1002/anie.201910175
PubMed: 31725937
PubMed Central: 7004109

Affiliations:

Links to Exploration step

PMC:7004109

Le document en format XML

<record><TEI><teiHeader><fileDesc><titleStmt><title xml:lang="en">Injury‐Triggered Blueing Reactions of <italic>Psilocybe</italic>
 “Magic” Mushrooms</title>
<author><name sortKey="Lenz, Claudius" sort="Lenz, Claudius" uniqKey="Lenz C" first="Claudius" last="Lenz">Claudius Lenz</name>
<affiliation><nlm:aff id="anie201910175-aff-0001"></nlm:aff>
</affiliation>
</author>
<author><name sortKey="Wick, Jonas" sort="Wick, Jonas" uniqKey="Wick J" first="Jonas" last="Wick">Jonas Wick</name>
<affiliation><nlm:aff id="anie201910175-aff-0001"></nlm:aff>
</affiliation>
</author>
<author><name sortKey="Braga, Daniel" sort="Braga, Daniel" uniqKey="Braga D" first="Daniel" last="Braga">Daniel Braga</name>
<affiliation><nlm:aff id="anie201910175-aff-0002"></nlm:aff>
</affiliation>
</author>
<author><name sortKey="Garcia Ltares, Maria" sort="Garcia Ltares, Maria" uniqKey="Garcia Ltares M" first="María" last="García-Altares">María García-Altares</name>
<affiliation><nlm:aff id="anie201910175-aff-0003"></nlm:aff>
</affiliation>
</author>
<author><name sortKey="Lackner, Gerald" sort="Lackner, Gerald" uniqKey="Lackner G" first="Gerald" last="Lackner">Gerald Lackner</name>
<affiliation><nlm:aff id="anie201910175-aff-0002"></nlm:aff>
</affiliation>
</author>
<author><name sortKey="Hertweck, Christian" sort="Hertweck, Christian" uniqKey="Hertweck C" first="Christian" last="Hertweck">Christian Hertweck</name>
<affiliation><nlm:aff id="anie201910175-aff-0003"></nlm:aff>
</affiliation>
</author>
<author><name sortKey="Gressler, Markus" sort="Gressler, Markus" uniqKey="Gressler M" first="Markus" last="Gressler">Markus Gressler</name>
<affiliation><nlm:aff id="anie201910175-aff-0001"></nlm:aff>
</affiliation>
</author>
<author><name sortKey="Hoffmeister, Dirk" sort="Hoffmeister, Dirk" uniqKey="Hoffmeister D" first="Dirk" last="Hoffmeister">Dirk Hoffmeister</name>
<affiliation><nlm:aff id="anie201910175-aff-0001"></nlm:aff>
</affiliation>
</author>
</titleStmt>
<publicationStmt><idno type="wicri:source">PMC</idno>
<idno type="pmid">31725937</idno>
<idno type="pmc">7004109</idno>
<idno type="url">http://www.ncbi.nlm.nih.gov/pmc/articles/PMC7004109</idno>
<idno type="RBID">PMC:7004109</idno>
<idno type="doi">10.1002/anie.201910175</idno>
<date when="2019">2019</date>
<idno type="wicri:Area/Pmc/Corpus">000658</idno>
<idno type="wicri:explorRef" wicri:stream="Pmc" wicri:step="Corpus" wicri:corpus="PMC">000658</idno>
<idno type="wicri:Area/Pmc/Curation">000658</idno>
<idno type="wicri:explorRef" wicri:stream="Pmc" wicri:step="Curation">000658</idno>
<idno type="wicri:Area/Pmc/Checkpoint">000268</idno>
<idno type="wicri:explorRef" wicri:stream="Pmc" wicri:step="Checkpoint">000268</idno>
<idno type="wicri:source">PubMed</idno>
<idno type="RBID">pubmed:31725937</idno>
<idno type="wicri:Area/PubMed/Corpus">000365</idno>
<idno type="wicri:explorRef" wicri:stream="PubMed" wicri:step="Corpus" wicri:corpus="PubMed">000365</idno>
<idno type="wicri:Area/PubMed/Curation">000365</idno>
<idno type="wicri:explorRef" wicri:stream="PubMed" wicri:step="Curation">000365</idno>
<idno type="wicri:Area/PubMed/Checkpoint">000168</idno>
<idno type="wicri:explorRef" wicri:stream="Checkpoint" wicri:step="PubMed">000168</idno>
<idno type="wicri:Area/Ncbi/Merge">002399</idno>
<idno type="wicri:Area/Ncbi/Curation">002399</idno>
<idno type="wicri:Area/Ncbi/Checkpoint">002399</idno>
</publicationStmt>
<sourceDesc><biblStruct><analytic><title xml:lang="en" level="a" type="main">Injury‐Triggered Blueing Reactions of <italic>Psilocybe</italic>
 “Magic” Mushrooms</title>
<author><name sortKey="Lenz, Claudius" sort="Lenz, Claudius" uniqKey="Lenz C" first="Claudius" last="Lenz">Claudius Lenz</name>
<affiliation><nlm:aff id="anie201910175-aff-0001"></nlm:aff>
</affiliation>
</author>
<author><name sortKey="Wick, Jonas" sort="Wick, Jonas" uniqKey="Wick J" first="Jonas" last="Wick">Jonas Wick</name>
<affiliation><nlm:aff id="anie201910175-aff-0001"></nlm:aff>
</affiliation>
</author>
<author><name sortKey="Braga, Daniel" sort="Braga, Daniel" uniqKey="Braga D" first="Daniel" last="Braga">Daniel Braga</name>
<affiliation><nlm:aff id="anie201910175-aff-0002"></nlm:aff>
</affiliation>
</author>
<author><name sortKey="Garcia Ltares, Maria" sort="Garcia Ltares, Maria" uniqKey="Garcia Ltares M" first="María" last="García-Altares">María García-Altares</name>
<affiliation><nlm:aff id="anie201910175-aff-0003"></nlm:aff>
</affiliation>
</author>
<author><name sortKey="Lackner, Gerald" sort="Lackner, Gerald" uniqKey="Lackner G" first="Gerald" last="Lackner">Gerald Lackner</name>
<affiliation><nlm:aff id="anie201910175-aff-0002"></nlm:aff>
</affiliation>
</author>
<author><name sortKey="Hertweck, Christian" sort="Hertweck, Christian" uniqKey="Hertweck C" first="Christian" last="Hertweck">Christian Hertweck</name>
<affiliation><nlm:aff id="anie201910175-aff-0003"></nlm:aff>
</affiliation>
</author>
<author><name sortKey="Gressler, Markus" sort="Gressler, Markus" uniqKey="Gressler M" first="Markus" last="Gressler">Markus Gressler</name>
<affiliation><nlm:aff id="anie201910175-aff-0001"></nlm:aff>
</affiliation>
</author>
<author><name sortKey="Hoffmeister, Dirk" sort="Hoffmeister, Dirk" uniqKey="Hoffmeister D" first="Dirk" last="Hoffmeister">Dirk Hoffmeister</name>
<affiliation><nlm:aff id="anie201910175-aff-0001"></nlm:aff>
</affiliation>
</author>
</analytic>
<series><title level="j">Angewandte Chemie (International Ed. in English)</title>
<idno type="ISSN">1433-7851</idno>
<idno type="eISSN">1521-3773</idno>
<imprint><date when="2019">2019</date>
</imprint>
</series>
</biblStruct>
</sourceDesc>
</fileDesc>
<profileDesc><textClass></textClass>
</profileDesc>
</teiHeader>
<front><div type="abstract" xml:lang="en"><title>Abstract</title>
<p>Upon injury, psychotropic psilocybin‐producing mushrooms instantly develop an intense blue color, the chemical basis and mode of formation of which has remained elusive. We report two enzymes from <italic>Psilocybe cubensis</italic>
 that carry out a two‐step cascade to prepare psilocybin for oxidative oligomerization that leads to blue products. The phosphatase PsiP removes the 4‐<italic>O</italic>
‐phosphate group to yield psilocin, while PsiL oxidizes its 4‐hydroxy group. The PsiL reaction was monitored by in situ <sup>13</sup>
C NMR spectroscopy, which indicated that oxidative coupling of psilocyl residues occurs primarily via C‐5. MS and IR spectroscopy indicated the formation of a heterogeneous mixture of preferentially psilocyl 3‐ to 13‐mers and suggest multiple oligomerization routes, depending on oxidative power and substrate concentration. The results also imply that phosphate ester of psilocybin serves a reversible protective function.</p>
</div>
</front>
<back><div1 type="bibliography"><listBibl><biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
<biblStruct></biblStruct>
</listBibl>
</div1>
</back>
</TEI>
<affiliations><list></list>
<tree><noCountry><name sortKey="Braga, Daniel" sort="Braga, Daniel" uniqKey="Braga D" first="Daniel" last="Braga">Daniel Braga</name>
<name sortKey="Garcia Ltares, Maria" sort="Garcia Ltares, Maria" uniqKey="Garcia Ltares M" first="María" last="García-Altares">María García-Altares</name>
<name sortKey="Gressler, Markus" sort="Gressler, Markus" uniqKey="Gressler M" first="Markus" last="Gressler">Markus Gressler</name>
<name sortKey="Hertweck, Christian" sort="Hertweck, Christian" uniqKey="Hertweck C" first="Christian" last="Hertweck">Christian Hertweck</name>
<name sortKey="Hoffmeister, Dirk" sort="Hoffmeister, Dirk" uniqKey="Hoffmeister D" first="Dirk" last="Hoffmeister">Dirk Hoffmeister</name>
<name sortKey="Lackner, Gerald" sort="Lackner, Gerald" uniqKey="Lackner G" first="Gerald" last="Lackner">Gerald Lackner</name>
<name sortKey="Lenz, Claudius" sort="Lenz, Claudius" uniqKey="Lenz C" first="Claudius" last="Lenz">Claudius Lenz</name>
<name sortKey="Wick, Jonas" sort="Wick, Jonas" uniqKey="Wick J" first="Jonas" last="Wick">Jonas Wick</name>
</noCountry>
</tree>
</affiliations>
</record>

Pour manipuler ce document sous Unix (Dilib)

EXPLOR_STEP=$WICRI_ROOT/Sante/explor/MersV1/Data/Ncbi/Checkpoint

HfdSelect -h $EXPLOR_STEP/biblio.hfd -nk 002399 | SxmlIndent | more

HfdSelect -h $EXPLOR_AREA/Data/Ncbi/Checkpoint/biblio.hfd -nk 002399 | SxmlIndent | more

Pour mettre un lien sur cette page dans le réseau Wicri

{{Explor lien
   |wiki=    Sante
   |area=    MersV1
   |flux=    Ncbi
   |étape=   Checkpoint
   |type=    RBID
   |clé=     PMC:7004109
   |texte=   Injury‐Triggered Blueing Reactions of Psilocybe “Magic” Mushrooms
}}

Pour générer des pages wiki

HfdIndexSelect -h $EXPLOR_AREA/Data/Ncbi/Checkpoint/RBID.i   -Sk "pubmed:31725937" \
       | HfdSelect -Kh $EXPLOR_AREA/Data/Ncbi/Checkpoint/biblio.hfd   \
       | NlmPubMed2Wicri -a MersV1

This area was generated with Dilib version V0.6.33.
Data generation: Mon Apr 20 23:26:43 2020. Site generation: Sat Mar 27 09:06:09 2021

Serveur d'exploration MERS

Injury‐Triggered Blueing Reactions of Psilocybe “Magic” Mushrooms

Injury‐Triggered Blueing Reactions of Psilocybe “Magic” Mushrooms

Source :

Abstract

Links toward previous steps (curation, corpus...)

Links to Exploration step

Le document en format XML

Pour manipuler ce document sous Unix (Dilib)

Pour mettre un lien sur cette page dans le réseau Wicri

Pour générer des pages wiki

	Serveur d'exploration MERS
	Attention, ce site est en cours de développement ! Attention, site généré par des moyens informatiques à partir de corpus bruts. Les informations ne sont donc pas validées.