Evidence for involvement of the phenylpropanoid pathway in the biosynthesis of the norlignan agatharesinol

In order to study the biosynthesis of agatharesinol, a norlignan, l-phenylalanine-[ring-2,3,4,5,6-2H] and trans-cinnamic acid-[ring-13C6] were administered to fresh sapwood sticks of Cryptomeria japonica (sugi, Japanese cedar), that is, the labeled precursors were allowed to be absorbed through the...

Ausführliche Beschreibung

Bibliographische Detailangaben
Veröffentlicht in:Journal of plant physiology. - 1979. - 163(2006), 5 vom: 07. März, Seite 483-7
1. Verfasser: Imai, Takanori (VerfasserIn)
Weitere Verfasser: Nomura, Masaki, Fukushima, Kazuhiko
Format: Aufsatz
Sprache:English
Veröffentlicht: 2006
Zugriff auf das übergeordnete Werk:Journal of plant physiology
Schlagworte:Journal Article Carbon Isotopes Cinnamates Lignans agatharesinol cinnamic acid 140-10-3 Phenylalanine 47E5O17Y3R Deuterium AR09D82C7G
LEADER 01000naa a22002652 4500
001 NLM160674573
003 DE-627
005 20231223090555.0
007 tu
008 231223s2006 xx ||||| 00| ||eng c
028 5 2 |a pubmed24n0536.xml 
035 |a (DE-627)NLM160674573 
035 |a (NLM)16473652 
040 |a DE-627  |b ger  |c DE-627  |e rakwb 
041 |a eng 
100 1 |a Imai, Takanori  |e verfasserin  |4 aut 
245 1 0 |a Evidence for involvement of the phenylpropanoid pathway in the biosynthesis of the norlignan agatharesinol 
264 1 |c 2006 
336 |a Text  |b txt  |2 rdacontent 
337 |a ohne Hilfsmittel zu benutzen  |b n  |2 rdamedia 
338 |a Band  |b nc  |2 rdacarrier 
500 |a Date Completed 09.05.2006 
500 |a Date Revised 24.02.2021 
500 |a published: Print-Electronic 
500 |a Citation Status MEDLINE 
520 |a In order to study the biosynthesis of agatharesinol, a norlignan, l-phenylalanine-[ring-2,3,4,5,6-2H] and trans-cinnamic acid-[ring-13C6] were administered to fresh sapwood sticks of Cryptomeria japonica (sugi, Japanese cedar), that is, the labeled precursors were allowed to be absorbed through the tangential section of the wood sticks. The wood sticks were then maintained in high humidity desiccators for approximately 20 d after which ethyl acetate (EtOAc) extracts of the wood sticks were analyzed by gas chromatography-mass spectrometry (GC-MS). Native agatharesinol (trimethylsilylated) produces an m/z 369 ion and an m/z 484 ion that are characteristic of its structure. Agatharesinol formed in the sapwood sticks treated with the deuterium-labeled l-phenylalanine generated both of these ions together with m/z 373 and 377 ions (m/z 369+4 and +8, respectively), and also m/z 488 and 492 ions (m/z 484+4 and +8, respectively). Generation of m/z 373 and 488 ions is attributed to the substitution by deuterium of the four hydrogen atoms of either of the p-hydroxyphenyl rings of agatharesinol, and that of m/z 377 and 492 ions is attributed to the substitution by deuterium of the eight hydrogen atoms of both p-hydroxyphenyl rings. In the administration of the 13C-labeled trans-cinnamic acid, m/z 375 and 381 ions (m/z 369+6 and +12, respectively), and also m/z 490 and 496 ions (m/z 484+6 and +12, respectively) were found, indicating that either aromatic ring or both aromatic rings of agatharesinol were 13C-labeled. Consequently, assimilation of the labeled precursors into agatharesinol was clearly detected, and an experimental procedure for studies on the biosynthesis was developed 
650 4 |a Journal Article 
650 7 |a Carbon Isotopes  |2 NLM 
650 7 |a Cinnamates  |2 NLM 
650 7 |a Lignans  |2 NLM 
650 7 |a agatharesinol  |2 NLM 
650 7 |a cinnamic acid  |2 NLM 
650 7 |a 140-10-3  |2 NLM 
650 7 |a Phenylalanine  |2 NLM 
650 7 |a 47E5O17Y3R  |2 NLM 
650 7 |a Deuterium  |2 NLM 
650 7 |a AR09D82C7G  |2 NLM 
700 1 |a Nomura, Masaki  |e verfasserin  |4 aut 
700 1 |a Fukushima, Kazuhiko  |e verfasserin  |4 aut 
773 0 8 |i Enthalten in  |t Journal of plant physiology  |d 1979  |g 163(2006), 5 vom: 07. März, Seite 483-7  |w (DE-627)NLM098174622  |x 1618-1328  |7 nnns 
773 1 8 |g volume:163  |g year:2006  |g number:5  |g day:07  |g month:03  |g pages:483-7 
912 |a GBV_USEFLAG_A 
912 |a SYSFLAG_A 
912 |a GBV_NLM 
912 |a GBV_ILN_350 
951 |a AR 
952 |d 163  |j 2006  |e 5  |b 07  |c 03  |h 483-7