Mobilization and Utilization of Cyanogenic Glycosides: The Linustatin Pathway
Open accessAbstract
In the seeds of Hevea brasiliensis, the cyanogenic monoglucoside linamarin (2-beta-d-glucopyranosyloxy-2-methylpropionitrile) is accumulated in the endosperm. After onset of germination, the cyanogenic diglucoside linustatin (2-[6-beta-d-glucosyl-beta-d-glucopyranosyloxy]-2- methylpropionitrile) is formed and exuded from the endosperm of Hevea seedlings. At the same time the content of cyanogenic monoglucosides decreases. The linustatin-splitting diglucosidase and the beta-cyanoalanine synthase that assimilates HCN, exhibit their highest activities in the young seedling at this time. Based on these observations the following pathway for the in vivo mobilization and metabolism of cyanogenic glucosides is proposed: storage of monoglucosides (in the endosperm)-glucosylation-transport of the diglucoside (out of the endosperm into the seedling)-cleavage by diglucosidase-reassimilation of HCN to noncyanogenic compounds. The presence of this pathway demonstrates that cyanogenic glucosides, typical secondary plant products serve in the metabolism of developing plants as N-storage compounds and do not exclusively exhibit protective functions due to their repellent effect.
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Upon deglycosylation, HCN may be assimilated into Asn via the formation of beta-cyano-Ala.
“Upon deglycosylation, HCN may be assimilated into Asn via the formation of b-cyano-Ala (Selmar et al., 1988).”
From Plant Secondary Metabolites as Defenses, Regulators, and Primary Metabolites: The Blurred Functional Trichotomy (2020) · cites this paper as Selmar et al., 1988
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Luck, K., Jia, Q., Huber, M., Handrick, V., Wong, G. K., Nelson, D. R., Chen, F., Gershenzon, J., & Köllner, T. G. (2017) · Plant Molecular Biology · doi:10.1007/s11103-017-0646-0 · Cited by 37 · see citing works
Schappert, P. J., & Shore, J. S. (2000) · Evolutionary ecology research · Cited by 37 · see citing works
Wajant, H., Riedel, D., Benz, S., & Mundry, K.-W. (1994) · Plant Science · doi:10.1016/0168-9452(94)90202-x · Cited by 37 · see citing works
Biosynthesis of Cyanogenic Glycosides, Glucosinolates and Non-Protein Amino Acids
Selmar, D. (2010) · Wiley-Blackwell eBooks · doi:10.1002/9781444320503.ch3 · Cited by 36 · see citing works
Self-citationAntimicrobial Activities of Water and Methanol Extracts of Bitter Apricot Seeds
Abtahi, H., Ghazavi, A., Karimi, M., Mollaghase, S., & Mosayebi, G. (2008) · Journal of Medical Sciences(Faisalabad) · doi:10.3923/jms.2008.433.436 · Cited by 34 · see citing works
Kadow, D., Voß, K., Selmar, D., & Lieberei, R. (2012) · Annals of Botany · doi:10.1093/aob/mcs057 · Cited by 34 · see citing works
Self-citationCyanogenic glycosides and their metabolic enzymes in barley, in relation to nitrogen levels
Forslund, K., & JONSSON, L. M. V. (1997) · Physiologia Plantarum · doi:10.1034/j.1399-3054.1997.1010217.x · Cited by 34 · see citing works
Hughes, A. P. A. M. A. (1992) · The Plant Journal · doi:10.1111/j.1365-313x.1992.tb00152.x · Cited by 31 · see citing works
- Authors
- Selmar, D., Lieberei, R., & Biehl, B.
- Affiliations
- Technische Universität Braunschweig (DE)
- ORCID
- Selmar, Dirk
- Venue
- Plant Physiology
- Publisher
- Oxford University Press (OUP)
- Published
- 1988-03-01
- Volume
- 86
- Issue
- 3
- Pages
- 711-716
- ISSN
- 0032-0889 (ISSN-L)
- 1532-2548
- PMC
- PMC1054557
- OpenAlex
- W2015956911
- Cited by
- 188
- References
- 12
- Citations by year
- 2026: 2 · 2025: 1 · 2024: 3 · 2023: 4 · 2022: 3 · 2021: 7 · 2020: 2 · 2019: 5 · 2018: 2 · 2017: 9 · 2016: 9 · 2015: 5 · 2014: 4 · 2013: 6 · 2012: 6
- FWCI
- 6.88
- Type
- journal article
- Language
- en
- Open access
- green
- www.ncbi.nlm.nih.gov
- Locations
- PLANT PHYSIOLOGY (publishedVersion)
- PubMed Central (publishedVersion)
- PubMed (publishedVersion)
- Topics
- Life Sciences › Agricultural and Biological Sciences › Plant Science › Cassava research and cyanide
- Life Sciences › Agricultural and Biological Sciences › Plant Science › Seed Germination and Physiology
- Life Sciences › Agricultural and Biological Sciences › Plant Science › Plant nutrient uptake and metabolism
- Keywords
- cyanogenic glycosides, linamarin, Hevea brasiliensis, rubber tree seeds, seed germination, endosperm, β-cyanoalanine synthase, nitrogen storage, glucosylation, seedling development, secondary plant products
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