Page last updated: 2024-12-08

pyochelin

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

pyochelin: phenolic iron-binding cpd from Pseudomonas aeruginosa; promotes the growth of bacterium when added to iron-deficient media [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

pyochelin : A member of the class of thiazolidines that is (4R)-3-methyl-1,3-thiazolidine-4-carboxylic acid which is substituted at position 2 by a (4R)-2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazol-4-yl group. A siderophore that is produced by Pseudomonas aeruginosa (via condensation of salicylic acid and two molecules of cysteine) as a mixture of two easily interconvertible diastereoisomers, pyochelin I (major) and pyochelin II (minor). The enantiomeric compounds, enant-pyochelin, are produced by Pseudomonas fluorescens. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID443588
CHEBI ID29669
SCHEMBL ID18309330
MeSH IDM0084511

Synonyms (5)

Synonym
pyochelin
CHEBI:29669
(4r)-2-[(4r)-2-(2-hydroxyphenyl)-4,5-dihydro-1,3-thiazol-4-yl]-3-methyl-1,3-thiazolidine-4-carboxylic acid
SCHEMBL18309330
Q27110216

Research Excerpts

Overview

Pyochelin (PCH) is a siderophore (extracellular chelator) produced by the pathogenic bacterium Pseudomonas aeruginosa (PAO) Pyochelin is common to several pathogenic bacterial strains.

ExcerptReferenceRelevance
"Pyochelin (Pch) is a catecholate type of phenolate siderophore produced and utilized by the pathogen P."( Design, synthesis, molecular docking, anti-quorum sensing, and anti-biofilm activity of pyochelin-zingerone conjugate.
Chhibber, S; Harjai, K; Kaur, P; Nosran, A; Randhawa, V; Singh, V, 2021
)
1.56
"Pyochelin (PCH) is a siderophore (extracellular chelator) produced by the pathogenic bacterium Pseudomonas aeruginosa (PAO). "( Understanding the biomimetic properties of gallium in Pseudomonas aeruginosa: an XAS and XPS study.
Battocchio, C; Bonchi, C; Frangipani, E; Meneghini, C; Polzonetti, G; Porcaro, F; Ugolini, A; Visca, P, 2017
)
1.9
"Pyochelin is a siderophore of P."( Synthesis of conjugates between oxazolidinone antibiotics and a pyochelin analogue.
Hoegy, F; Mislin, GLA; Paulen, A; Roche, B; Schalk, IJ, 2017
)
1.42
"Pyochelin is a siderophore common to all strains of Pseudomonas aeruginosa utilized by this Gram-negative bacterium to acquire iron(III). "( Synthesis and biological properties of thiazole-analogues of pyochelin, a siderophore of Pseudomonas aeruginosa.
Hoegy, F; Mislin, GL; Noël, S; Rivault, F; Rognan, D; Schalk, IJ, 2014
)
2.09
"Pyochelin (PCH) is a siderophore produced and secreted by Pseudomonas aeruginosa for iron capture. "( A cell biological view of the siderophore pyochelin iron uptake pathway in Pseudomonas aeruginosa.
Cunrath, O; Gasser, V; Guillon, L; Hoegy, F; Reimmann, C; Schalk, IJ, 2015
)
2.12
"Pyochelin is a siderophore common to several pathogenic bacterial strains. "( Synthesis of fluorescent probes based on the pyochelin siderophore scaffold.
Guillon, L; Mislin, GL; Noël, S; Schalk, IJ, 2011
)
2.07
"Pyochelin (Pch) is a siderophore and FptA is its outer membrane transporter produced by Pseudomonas aeruginosa to import iron. "( Terbium, a fluorescent probe for investigation of siderophore pyochelin interactions with its outer membrane transporter FptA.
Hoegy, F; Mesini, PJ; Mislin, GL; Schalk, IJ; Yang, B, 2011
)
2.05
"Pyochelin is a siderophore common to Pseudomonas aeruginosa and several other pathogenic bacteria. "( Synthesis and biological properties of conjugates between fluoroquinolones and a N3''-functionalized pyochelin.
Gasser, V; Hoegy, F; Mislin, GL; Noël, S; Pesset, B; Rognan, D; Schalk, IJ, 2011
)
2.03
"Pyochelin is a siderophore and virulence factor common to Burkholderia cepacia and several Pseudomonas strains. "( Crystal structure at high resolution of ferric-pyochelin and its membrane receptor FptA from Pseudomonas aeruginosa.
Celia, H; Cobessi, D; Pattus, F, 2005
)
2.03
"Pyochelin (Pch) is a siderophore that is produced in iron-limited conditions, by both Pseudomonas aeruginosa and Burkholderia cepacia. "( Binding properties of pyochelin and structurally related molecules to FptA of Pseudomonas aeruginosa.
Cobessi, D; Hoegy, F; Mislin, GL; Poole, K; Rognan, D; Schalk, IJ, 2006
)
2.09
"Pyochelin is a siderophore and virulence factor common to Burkholderia cepacia and several Pseudomonas strains. "( Different iron-chelating properties of pyochelin diastereoisomers revealed by LC/MS.
Hayen, H; Volmer, DA, 2006
)
2.05
"Pyochelin is an iron-binding compound produced by Pseudomonas aeruginosa and demonstrates siderophore activity by its involvement in iron transport. "( Iron uptake with ferripyochelin and ferric citrate by Pseudomonas aeruginosa.
Cox, CD, 1980
)
2.02

Toxicity

ExcerptReferenceRelevance
" coli against the toxic effects of pyochelin by reducing ROS."( Catecholate siderophores protect bacteria from pyochelin toxicity.
Adler, C; Clardy, J; Corbalán, NS; de Cristóbal, RE; Kolter, R; Pomares, MF; Seyedsayamdost, MR; Vincent, PA, 2012
)
0.91

Bioavailability

ExcerptReferenceRelevance
" These properties appeared to be related to both the solubility and bioavailability of conjugates and to the stability of the spacer arm used."( Synthesis and biological properties of conjugates between fluoroquinolones and a N3''-functionalized pyochelin.
Gasser, V; Hoegy, F; Mislin, GL; Noël, S; Pesset, B; Rognan, D; Schalk, IJ, 2011
)
0.59
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
siderophoreAny of low-molecular-mass iron(III)-chelating compounds produced by microorganisms for the purpose of the transport and sequestration of iron.
metaboliteAny intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (3)

ClassDescription
phenolsOrganic aromatic compounds having one or more hydroxy groups attached to a benzene or other arene ring.
monocarboxylic acidAn oxoacid containing a single carboxy group.
thiazolidines
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Research

Studies (161)

TimeframeStudies, This Drug (%)All Drugs %
pre-199014 (8.70)18.7374
1990's25 (15.53)18.2507
2000's43 (26.71)29.6817
2010's53 (32.92)24.3611
2020's26 (16.15)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 32.22

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index32.22 (24.57)
Research Supply Index5.09 (2.92)
Research Growth Index4.89 (4.65)
Search Engine Demand Index44.85 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (32.22)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews6 (3.70%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other156 (96.30%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]