Butyrolactone I Quantification from Lovastatin Producing Aspergillus terreus Using Tandem Mass Spectrometry—Evidence of Signalling Functions
Aspergillus terreus is an industrially important filamentous fungus producing a wide spectrum of secondary metabolites, including lovastatin and itaconic acid. It also produces butyrolactone I which has shown potential as an antitumour agent. Additionally, butyrolactone I has been implicated to have...
Main Authors: | , , , , , , |
---|---|
Format: | Article |
Language: | English |
Published: |
MDPI AG
2014-06-01
|
Series: | Microorganisms |
Subjects: | |
Online Access: | http://www.mdpi.com/2076-2607/2/2/111 |
_version_ | 1818196657733369856 |
---|---|
author | Elina K. Palonen Milla-Riina Neffling Sheetal Raina Annika Brandt Tajalli Keshavarz Jussi Meriluoto Juhani Soini |
author_facet | Elina K. Palonen Milla-Riina Neffling Sheetal Raina Annika Brandt Tajalli Keshavarz Jussi Meriluoto Juhani Soini |
author_sort | Elina K. Palonen |
collection | DOAJ |
description | Aspergillus terreus is an industrially important filamentous fungus producing a wide spectrum of secondary metabolites, including lovastatin and itaconic acid. It also produces butyrolactone I which has shown potential as an antitumour agent. Additionally, butyrolactone I has been implicated to have a regulating role in the secondary metabolism and morphology of A. terreus. In this study, a quantitative time-course liquid chromatography—electrospray ionisation—tandem mass spectrometry (LC-ESI-MS-MS) analysis of butyrolactone I is reported for the first time in nine-day long submerged cultures of A. terreus. Butyrolactone I was fragmented in the mass analysis producing a reproducible fragmentation pattern of four main daughter ions (m/z 307, 331, 363 and 393) in all the samples tested. Supplementing the cultures with 100 nM butyrolactone I caused a statistically significant increase (up to two-fold) in its production, regardless of the growth stage but was constitutive when butyrolactone I was added at high cell density during the stationary phase. Furthermore, the extracellular butyrolactone I concentration peaked at 48 h post inoculation, showing a similar profile as has been reported for bacterial quorum sensing molecules. Taken together, the results support the idea of butyrolactone I as a quorum sensing molecule in A. terreus. |
first_indexed | 2024-12-12T01:37:34Z |
format | Article |
id | doaj.art-4fae4c2cb3064c3a8c31dbc399ee6264 |
institution | Directory Open Access Journal |
issn | 2076-2607 |
language | English |
last_indexed | 2024-12-12T01:37:34Z |
publishDate | 2014-06-01 |
publisher | MDPI AG |
record_format | Article |
series | Microorganisms |
spelling | doaj.art-4fae4c2cb3064c3a8c31dbc399ee62642022-12-22T00:42:48ZengMDPI AGMicroorganisms2076-26072014-06-012211112710.3390/microorganisms2020111microorganisms2020111Butyrolactone I Quantification from Lovastatin Producing Aspergillus terreus Using Tandem Mass Spectrometry—Evidence of Signalling FunctionsElina K. Palonen0Milla-Riina Neffling1Sheetal Raina2Annika Brandt3Tajalli Keshavarz4Jussi Meriluoto5Juhani Soini6Biochemistry, Department of Biosciences, Åbo Akademi University, Artillerigatan 6, Åbo FI-20520, FinlandBiochemistry, Department of Biosciences, Åbo Akademi University, Artillerigatan 6, Åbo FI-20520, FinlandSchool of Life Sciences, University of Westminster, London W1W 6UW, UKBiochemistry, Department of Biosciences, Åbo Akademi University, Artillerigatan 6, Åbo FI-20520, FinlandSchool of Life Sciences, University of Westminster, London W1W 6UW, UKBiochemistry, Department of Biosciences, Åbo Akademi University, Artillerigatan 6, Åbo FI-20520, FinlandTurku Centre for Biotechnology, University of Turku and Åbo Akademi University, Artillerigatan 6, Åbo FI-20520, FinlandAspergillus terreus is an industrially important filamentous fungus producing a wide spectrum of secondary metabolites, including lovastatin and itaconic acid. It also produces butyrolactone I which has shown potential as an antitumour agent. Additionally, butyrolactone I has been implicated to have a regulating role in the secondary metabolism and morphology of A. terreus. In this study, a quantitative time-course liquid chromatography—electrospray ionisation—tandem mass spectrometry (LC-ESI-MS-MS) analysis of butyrolactone I is reported for the first time in nine-day long submerged cultures of A. terreus. Butyrolactone I was fragmented in the mass analysis producing a reproducible fragmentation pattern of four main daughter ions (m/z 307, 331, 363 and 393) in all the samples tested. Supplementing the cultures with 100 nM butyrolactone I caused a statistically significant increase (up to two-fold) in its production, regardless of the growth stage but was constitutive when butyrolactone I was added at high cell density during the stationary phase. Furthermore, the extracellular butyrolactone I concentration peaked at 48 h post inoculation, showing a similar profile as has been reported for bacterial quorum sensing molecules. Taken together, the results support the idea of butyrolactone I as a quorum sensing molecule in A. terreus.http://www.mdpi.com/2076-2607/2/2/111Aspergillus terreusbutyrolactone Isecondary metabolismsignallingquorum sensingHPLCLC-ESI-MS-MS |
spellingShingle | Elina K. Palonen Milla-Riina Neffling Sheetal Raina Annika Brandt Tajalli Keshavarz Jussi Meriluoto Juhani Soini Butyrolactone I Quantification from Lovastatin Producing Aspergillus terreus Using Tandem Mass Spectrometry—Evidence of Signalling Functions Microorganisms Aspergillus terreus butyrolactone I secondary metabolism signalling quorum sensing HPLC LC-ESI-MS-MS |
title | Butyrolactone I Quantification from Lovastatin Producing Aspergillus terreus Using Tandem Mass Spectrometry—Evidence of Signalling Functions |
title_full | Butyrolactone I Quantification from Lovastatin Producing Aspergillus terreus Using Tandem Mass Spectrometry—Evidence of Signalling Functions |
title_fullStr | Butyrolactone I Quantification from Lovastatin Producing Aspergillus terreus Using Tandem Mass Spectrometry—Evidence of Signalling Functions |
title_full_unstemmed | Butyrolactone I Quantification from Lovastatin Producing Aspergillus terreus Using Tandem Mass Spectrometry—Evidence of Signalling Functions |
title_short | Butyrolactone I Quantification from Lovastatin Producing Aspergillus terreus Using Tandem Mass Spectrometry—Evidence of Signalling Functions |
title_sort | butyrolactone i quantification from lovastatin producing aspergillus terreus using tandem mass spectrometry evidence of signalling functions |
topic | Aspergillus terreus butyrolactone I secondary metabolism signalling quorum sensing HPLC LC-ESI-MS-MS |
url | http://www.mdpi.com/2076-2607/2/2/111 |
work_keys_str_mv | AT elinakpalonen butyrolactoneiquantificationfromlovastatinproducingaspergillusterreususingtandemmassspectrometryevidenceofsignallingfunctions AT millariinaneffling butyrolactoneiquantificationfromlovastatinproducingaspergillusterreususingtandemmassspectrometryevidenceofsignallingfunctions AT sheetalraina butyrolactoneiquantificationfromlovastatinproducingaspergillusterreususingtandemmassspectrometryevidenceofsignallingfunctions AT annikabrandt butyrolactoneiquantificationfromlovastatinproducingaspergillusterreususingtandemmassspectrometryevidenceofsignallingfunctions AT tajallikeshavarz butyrolactoneiquantificationfromlovastatinproducingaspergillusterreususingtandemmassspectrometryevidenceofsignallingfunctions AT jussimeriluoto butyrolactoneiquantificationfromlovastatinproducingaspergillusterreususingtandemmassspectrometryevidenceofsignallingfunctions AT juhanisoini butyrolactoneiquantificationfromlovastatinproducingaspergillusterreususingtandemmassspectrometryevidenceofsignallingfunctions |