Potato glycosterol rhamnosyltransferase, the terminal step in triose side-chain biosynthesis

K.F. McCue, P.V. Allen, L.V.T. Shepherd, A. Blake, M.M. Maccree, D.R. Rockhold, R.G. Novy, D. Stewart, H.V. Davies, W.R. Belknap

    Research output: Contribution to journalArticle

    Abstract

    Steroidal glycoalkaloids (SGAs) are potentially harmful specialty metabolites found in Solanaceous plants. Two tri-glycosylated alkaloids, a-chaconine and a-solanine accumulate in potato tubers. Expressed sequence tags (ESTs) were identified in the available database by searching for protein homology to the Sgt1 (SOLtu:Sgt1) steriodalalkaloid galactosyltransferase. The EST sequence data was used to isolate Sgt3 cDNA sequences by polymerase chain reaction (PCR) from a wounded potato tuber cDNA library. The resulting 1515 bp open reading frame of Sgt3, encodes a predicted SGT3 amino acid sequence that is 18 residues longer than, 45% identical to, and 58% homologous to the SGT1 protein. The amino-terminal region of the Sgt3 cDNA was used to create an antisense transgene under control of the granule bound starch synthase, GBSS6, promoter and the ubiquitin, Ubi3, polyadenylation signal. Analysis of SGA metabolites in selected transgenic tubers revealed a dramatic decrease in the accumulation of a-chaconine and a-solanine. This decrease was compensated by an increase in ß-solanine and ß-chaconine with minor accumulation of a-SGAs. These results allowed the identification of the function for SGT3 as the ß-solanine/ß-chaconine rhamnosyl transferase, the terminal step in formation of the potato glycoalkaloid triose side chains.
    © 2007 Elsevier
    Original languageEnglish
    Pages (from-to)327-334
    Number of pages8
    JournalPhytochemistry
    Volume68
    Issue number3
    DOIs
    Publication statusPublished - Feb 2007

    Fingerprint

    Solanine
    Trioses
    Solanum tuberosum
    Expressed Sequence Tags
    Starch Synthase
    Complementary DNA
    Galactosyltransferases
    Protein Databases
    Polyadenylation
    Transferases
    Ubiquitin
    Transgenes
    Gene Library
    Alkaloids
    Open Reading Frames
    Amino Acid Sequence
    Polymerase Chain Reaction
    Proteins

    Keywords

    • solanum tuberosum
    • Solanaceae
    • potato
    • molecular genetics
    • steroidal glycoalkaloids
    • β-solanine/β-chaconine rhamnosyltransferase
    • Chaconine
    • Solanine
    • Sgt3

    Cite this

    McCue, K. F., Allen, P. V., Shepherd, L. V. T., Blake, A., Maccree, M. M., Rockhold, D. R., ... Belknap, W. R. (2007). Potato glycosterol rhamnosyltransferase, the terminal step in triose side-chain biosynthesis. Phytochemistry, 68(3), 327-334. https://doi.org/10.1016/j.phytochem.2006.10.025
    McCue, K.F. ; Allen, P.V. ; Shepherd, L.V.T. ; Blake, A. ; Maccree, M.M. ; Rockhold, D.R. ; Novy, R.G. ; Stewart, D. ; Davies, H.V. ; Belknap, W.R. / Potato glycosterol rhamnosyltransferase, the terminal step in triose side-chain biosynthesis. In: Phytochemistry. 2007 ; Vol. 68, No. 3. pp. 327-334.
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    McCue, KF, Allen, PV, Shepherd, LVT, Blake, A, Maccree, MM, Rockhold, DR, Novy, RG, Stewart, D, Davies, HV & Belknap, WR 2007, 'Potato glycosterol rhamnosyltransferase, the terminal step in triose side-chain biosynthesis', Phytochemistry, vol. 68, no. 3, pp. 327-334. https://doi.org/10.1016/j.phytochem.2006.10.025

    Potato glycosterol rhamnosyltransferase, the terminal step in triose side-chain biosynthesis. / McCue, K.F.; Allen, P.V.; Shepherd, L.V.T.; Blake, A.; Maccree, M.M.; Rockhold, D.R.; Novy, R.G.; Stewart, D.; Davies, H.V.; Belknap, W.R.

    In: Phytochemistry, Vol. 68, No. 3, 02.2007, p. 327-334.

    Research output: Contribution to journalArticle

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    AU - McCue, K.F.

    AU - Allen, P.V.

    AU - Shepherd, L.V.T.

    AU - Blake, A.

    AU - Maccree, M.M.

    AU - Rockhold, D.R.

    AU - Novy, R.G.

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    N2 - Steroidal glycoalkaloids (SGAs) are potentially harmful specialty metabolites found in Solanaceous plants. Two tri-glycosylated alkaloids, a-chaconine and a-solanine accumulate in potato tubers. Expressed sequence tags (ESTs) were identified in the available database by searching for protein homology to the Sgt1 (SOLtu:Sgt1) steriodalalkaloid galactosyltransferase. The EST sequence data was used to isolate Sgt3 cDNA sequences by polymerase chain reaction (PCR) from a wounded potato tuber cDNA library. The resulting 1515 bp open reading frame of Sgt3, encodes a predicted SGT3 amino acid sequence that is 18 residues longer than, 45% identical to, and 58% homologous to the SGT1 protein. The amino-terminal region of the Sgt3 cDNA was used to create an antisense transgene under control of the granule bound starch synthase, GBSS6, promoter and the ubiquitin, Ubi3, polyadenylation signal. Analysis of SGA metabolites in selected transgenic tubers revealed a dramatic decrease in the accumulation of a-chaconine and a-solanine. This decrease was compensated by an increase in ß-solanine and ß-chaconine with minor accumulation of a-SGAs. These results allowed the identification of the function for SGT3 as the ß-solanine/ß-chaconine rhamnosyl transferase, the terminal step in formation of the potato glycoalkaloid triose side chains.© 2007 Elsevier

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    KW - molecular genetics

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    KW - Chaconine

    KW - Solanine

    KW - Sgt3

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    McCue KF, Allen PV, Shepherd LVT, Blake A, Maccree MM, Rockhold DR et al. Potato glycosterol rhamnosyltransferase, the terminal step in triose side-chain biosynthesis. Phytochemistry. 2007 Feb;68(3):327-334. https://doi.org/10.1016/j.phytochem.2006.10.025