Tags

Type your tag names separated by a space and hit enter

Probing the role of tryptophan-derived secondary metabolism in defense responses against Bipolaris oryzae infection in rice leaves by a suicide substrate of tryptophan decarboxylase.
Phytochemistry. 2011 Jan; 72(1):7-13.P

Abstract

Tryptophan-derived secondary metabolites, including serotonin and its hydroxycinnamic acid amides, markedly accumulate in rice leaves in response to pathogen attack. These compounds have been implicated in the physical defense system against pathogen invasion by being deposited in cell walls. Serotonin is biosynthesized from tryptophan via tryptamine, and tryptophan decarboxylase (TDC) catalyzes the first committed reaction. In this study, (S)-α-(fluoromethyl)tryptophan (S-αFMT) was utilized to investigate the effects of the inhibition of TDC on the defense responses of rice leaves. S-αFMT, enantiospecifically synthesized from L-tryptophan, effectively inhibited TDC activity extracted from rice leaves infected by Bipolaris oryzae. The inhibition rate increased dependently on the incubation time, indicating that S-αFMT served as a suicide substrate. Treatment of rice seedlings with S-αFMT suppressed accumulation of serotonin, tryptamine, and hydroxycinnamic acid amides of serotonin in a dose-dependent manner in B. oryzae-inoculated leaves. The lesions formed on seedlings treated with S-αFMT lacked deposition of brown materials, and those leaves were severely damaged in comparison with leaves without S-αFMT treatment. Administrating tryptamine to S-αFMT-treated leaves restored accumulation of tryptophan-derived secondary metabolites as well as deposition of brown material. In addition, tryptamine administration reduced damage caused by fungal infection. Accordingly, the accumulation of tryptophan-derived secondary metabolites was suggested to be part of the effective defense mechanism of rice.

Links

Publisher Full Text

Authors+Show Affiliations

Ishihara A
Faculty of Agriculture, Tottori University, Tottori, Japan. aishihara@muses.tottori-u.ac.jp
Nakao T
No affiliation info available
Mashimo Y
No affiliation info available
Murai M
No affiliation info available
Ichimaru N
No affiliation info available
Tanaka C
No affiliation info available
Nakajima H
No affiliation info available
Wakasa K
No affiliation info available
Miyagawa H
No affiliation info available

MeSH

Aromatic Amino Acid Decarboxylase InhibitorsAscomycotaMolecular StructureOryzaPlant DiseasesPlant LeavesSeedlingsSerotoninStereoisomerismTryptaminesTryptophan

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

21112065

Citation

Ishihara, Atsushi, et al. "Probing the Role of Tryptophan-derived Secondary Metabolism in Defense Responses Against Bipolaris Oryzae Infection in Rice Leaves By a Suicide Substrate of Tryptophan Decarboxylase." Phytochemistry, vol. 72, no. 1, 2011, pp. 7-13.
Ishihara A, Nakao T, Mashimo Y, et al. Probing the role of tryptophan-derived secondary metabolism in defense responses against Bipolaris oryzae infection in rice leaves by a suicide substrate of tryptophan decarboxylase. Phytochemistry. 2011;72(1):7-13.
Ishihara, A., Nakao, T., Mashimo, Y., Murai, M., Ichimaru, N., Tanaka, C., Nakajima, H., Wakasa, K., & Miyagawa, H. (2011). Probing the role of tryptophan-derived secondary metabolism in defense responses against Bipolaris oryzae infection in rice leaves by a suicide substrate of tryptophan decarboxylase. Phytochemistry, 72(1), 7-13. https://doi.org/10.1016/j.phytochem.2010.11.001
Ishihara A, et al. Probing the Role of Tryptophan-derived Secondary Metabolism in Defense Responses Against Bipolaris Oryzae Infection in Rice Leaves By a Suicide Substrate of Tryptophan Decarboxylase. Phytochemistry. 2011;72(1):7-13. PubMed PMID: 21112065.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Probing the role of tryptophan-derived secondary metabolism in defense responses against Bipolaris oryzae infection in rice leaves by a suicide substrate of tryptophan decarboxylase. AU - Ishihara,Atsushi, AU - Nakao,Takahito, AU - Mashimo,Yuko, AU - Murai,Masatoshi, AU - Ichimaru,Naoya, AU - Tanaka,Chihiro, AU - Nakajima,Hiromitsu, AU - Wakasa,Kyo, AU - Miyagawa,Hisashi, Y1 - 2010/11/25/ PY - 2010/05/20/received PY - 2010/09/28/revised PY - 2010/11/01/accepted PY - 2010/11/30/entrez PY - 2010/11/30/pubmed PY - 2011/2/22/medline SP - 7 EP - 13 JF - Phytochemistry JO - Phytochemistry VL - 72 IS - 1 N2 - Tryptophan-derived secondary metabolites, including serotonin and its hydroxycinnamic acid amides, markedly accumulate in rice leaves in response to pathogen attack. These compounds have been implicated in the physical defense system against pathogen invasion by being deposited in cell walls. Serotonin is biosynthesized from tryptophan via tryptamine, and tryptophan decarboxylase (TDC) catalyzes the first committed reaction. In this study, (S)-α-(fluoromethyl)tryptophan (S-αFMT) was utilized to investigate the effects of the inhibition of TDC on the defense responses of rice leaves. S-αFMT, enantiospecifically synthesized from L-tryptophan, effectively inhibited TDC activity extracted from rice leaves infected by Bipolaris oryzae. The inhibition rate increased dependently on the incubation time, indicating that S-αFMT served as a suicide substrate. Treatment of rice seedlings with S-αFMT suppressed accumulation of serotonin, tryptamine, and hydroxycinnamic acid amides of serotonin in a dose-dependent manner in B. oryzae-inoculated leaves. The lesions formed on seedlings treated with S-αFMT lacked deposition of brown materials, and those leaves were severely damaged in comparison with leaves without S-αFMT treatment. Administrating tryptamine to S-αFMT-treated leaves restored accumulation of tryptophan-derived secondary metabolites as well as deposition of brown material. In addition, tryptamine administration reduced damage caused by fungal infection. Accordingly, the accumulation of tryptophan-derived secondary metabolites was suggested to be part of the effective defense mechanism of rice. SN - 1873-3700 UR - https://www.unboundmedicine.com/medline/citation/21112065/Probing_the_role_of_tryptophan_derived_secondary_metabolism_in_defense_responses_against_Bipolaris_oryzae_infection_in_rice_leaves_by_a_suicide_substrate_of_tryptophan_decarboxylase_ L2 - https://linkinghub.elsevier.com/retrieve/pii/S0031-9422(10)00420-6 DB - PRIME DP - Unbound Medicine ER -