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Facile preparation of deuterium-labeled standards of indole-3-acetic acid (IAA) and its metabolites to quantitatively analyze the disposition of exogenous IAA in Arabidopsis thaliana.
Biosci Biotechnol Biochem. 2007 Aug; 71(8):1946-54.BB

Abstract

[2',2'-(2)H(2)]-indole-3-acetic acid ([2',2'-(2)H(2)]IAA) was prepared in an easy and efficient manner involving base-catalyzed hydrogen/deuterium exchange. 1-O-([2',2'-(2)H(2)]-indole-3-acetyl)-beta-D-glucopyranose, [2',2'-(2)H(2)]-2-oxoindole-3-acetic acid, and 1-O-([2',2'-(2)H(2)]-2-oxoindole-3-acetyl)-beta-D-glucopyranose were also successfully synthesized from deuterated IAA, and effectively utilized as internal standards in the quantitative analysis of IAA and its metabolites in Arabidopsis thaliana by using liquid chromatography-electrospray ionization-tandem mass spectrometry (LC-ESI-MS/MS). The use of this technique shows that these metabolites were accumulated in the roots of Arabidopsis seedlings. Dynamic changes in the metabolites of IAA were observed in response to exogenous IAA, revealing that each metabolic action was regulated differently to contribute to the IAA homeostasis in Arabidopsis.

Authors+Show Affiliations

Division of Applied Life Science, Graduate School of Agriculture, Kyoto University, Kyoto, Japan.No affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article

Language

eng

PubMed ID

17690468

Citation

Kai, Kenji, et al. "Facile Preparation of Deuterium-labeled Standards of Indole-3-acetic Acid (IAA) and Its Metabolites to Quantitatively Analyze the Disposition of Exogenous IAA in Arabidopsis Thaliana." Bioscience, Biotechnology, and Biochemistry, vol. 71, no. 8, 2007, pp. 1946-54.
Kai K, Nakamura S, Wakasa K, et al. Facile preparation of deuterium-labeled standards of indole-3-acetic acid (IAA) and its metabolites to quantitatively analyze the disposition of exogenous IAA in Arabidopsis thaliana. Biosci Biotechnol Biochem. 2007;71(8):1946-54.
Kai, K., Nakamura, S., Wakasa, K., & Miyagawa, H. (2007). Facile preparation of deuterium-labeled standards of indole-3-acetic acid (IAA) and its metabolites to quantitatively analyze the disposition of exogenous IAA in Arabidopsis thaliana. Bioscience, Biotechnology, and Biochemistry, 71(8), 1946-54.
Kai K, et al. Facile Preparation of Deuterium-labeled Standards of Indole-3-acetic Acid (IAA) and Its Metabolites to Quantitatively Analyze the Disposition of Exogenous IAA in Arabidopsis Thaliana. Biosci Biotechnol Biochem. 2007;71(8):1946-54. PubMed PMID: 17690468.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Facile preparation of deuterium-labeled standards of indole-3-acetic acid (IAA) and its metabolites to quantitatively analyze the disposition of exogenous IAA in Arabidopsis thaliana. AU - Kai,Kenji, AU - Nakamura,Shunsuke, AU - Wakasa,Kyo, AU - Miyagawa,Hisashi, Y1 - 2007/08/07/ PY - 2007/8/11/pubmed PY - 2007/12/21/medline PY - 2007/8/11/entrez SP - 1946 EP - 54 JF - Bioscience, biotechnology, and biochemistry JO - Biosci Biotechnol Biochem VL - 71 IS - 8 N2 - [2',2'-(2)H(2)]-indole-3-acetic acid ([2',2'-(2)H(2)]IAA) was prepared in an easy and efficient manner involving base-catalyzed hydrogen/deuterium exchange. 1-O-([2',2'-(2)H(2)]-indole-3-acetyl)-beta-D-glucopyranose, [2',2'-(2)H(2)]-2-oxoindole-3-acetic acid, and 1-O-([2',2'-(2)H(2)]-2-oxoindole-3-acetyl)-beta-D-glucopyranose were also successfully synthesized from deuterated IAA, and effectively utilized as internal standards in the quantitative analysis of IAA and its metabolites in Arabidopsis thaliana by using liquid chromatography-electrospray ionization-tandem mass spectrometry (LC-ESI-MS/MS). The use of this technique shows that these metabolites were accumulated in the roots of Arabidopsis seedlings. Dynamic changes in the metabolites of IAA were observed in response to exogenous IAA, revealing that each metabolic action was regulated differently to contribute to the IAA homeostasis in Arabidopsis. SN - 0916-8451 UR - https://www.unboundmedicine.com/medline/citation/17690468/Facile_preparation_of_deuterium_labeled_standards_of_indole_3_acetic_acid__IAA__and_its_metabolites_to_quantitatively_analyze_the_disposition_of_exogenous_IAA_in_Arabidopsis_thaliana_ L2 - https://joi.jlc.jst.go.jp/JST.JSTAGE/bbb/70151?lang=en&from=PubMed DB - PRIME DP - Unbound Medicine ER -