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Chemical genetics and cereal starch metabolism: structural basis of the non-covalent and covalent inhibition of barley β-amylase.

Rejzek M, Stevenson CE, Southard AM, Stanley D, Denyer K, Smith AM, Naldrett MJ, Lawson DM, Field RA
Mol Biosyst 7 718-30 (2011)
Related entries: 2xff, 2xfy, 2xg9, 2xgb, 2xgi

Cited: 21 times
EuropePMC logo PMID: 21085740

Abstract

There are major issues regarding the proposed pathway for starch degradation in germinating cereal grain. Given the commercial importance but genetic intractability of the problem, we have embarked on a program of chemical genetics studies to identify and dissect the pathway and regulation of starch degradation in germinating barley grains. As a precursor to in vivo studies, here we report systematic analysis of the reversible and irreversible inhibition of the major β-amylase of the grain endosperm (BMY1). The molecular basis of inhibitor action was defined through high resolution X-ray crystallography studies of unliganded barley β-amylase, as well as its complexes with glycone site binder disaccharide iminosugar G1M, irreversible inhibitors α-epoxypropyl and α-epoxybutyl glucosides, which target the enzyme's catalytic residues, and the aglycone site binders acarbose and α-cyclodextrin.

Reviews - 2xfr mentioned but not cited (1)

  1. Biotechnological Processes in Microbial Amylase Production. Gopinath SC, Gopinath SC, Anbu P, Arshad MK, Lakshmipriya T, Voon CH, Hashim U, Chinni SV. Biomed Res Int 2017 1272193 (2017)

Articles - 2xfr mentioned but not cited (5)

  1. Cell-cycle-dependent EBNA1-DNA crosslinking promotes replication termination at oriP and viral episome maintenance. Dheekollu J, Wiedmer A, Ayyanathan K, Deakyne JS, Messick TE, Lieberman PM. Cell 184 643-654.e13 (2021)
  2. Arginine off-kilter: guanidinium is not as planar as restraints denote. Moriarty NW, Liebschner D, Tronrud DE, Adams PD. Acta Crystallogr D Struct Biol 76 1159-1166 (2020)
  3. Noncanonical interactions between serpin and β-amylase in barley grain improve β-amylase activity in vitro. Cohen M, Fluhr R. Plant Direct 2 e00054 (2018)
  4. Expression, biochemical and structural characterization of high-specific-activity β-amylase from Bacillus aryabhattai GEL-09 for application in starch hydrolysis. Duan X, Zhu Q, Zhang X, Shen Z, Huang Y. Microb Cell Fact 20 182 (2021)
  5. The oxygen-oxygen distance of water in crystallographic data sets. Palese LL. Data Brief 28 105076 (2020)


Reviews citing this publication (2)

  1. A broader view: microbial enzymes and their relevance in industries, medicine, and beyond. Gurung N, Ray S, Bose S, Rai V. Biomed Res Int 2013 329121 (2013)
  2. Iminosugar inhibitors of carbohydrate-active enzymes that underpin cereal grain germination and endosperm metabolism. Andriotis VM, Rejzek M, Rugen MD, Svensson B, Smith AM, Field RA. Biochem Soc Trans 44 159-165 (2016)

Articles citing this publication (13)

  1. Transcriptional Analyses of Mandarins Seriously Infected by 'Candidatus Liberibacter asiaticus'. Xu M, Li Y, Zheng Z, Dai Z, Tao Y, Deng X. PLoS One 10 e0133652 (2015)
  2. Computer-aided molecular modeling study of enantioseparation of iodiconazole and structurally related triadimenol analogues by capillary electrophoresis: chiral recognition mechanism and mathematical model for predicting chiral separation. Li W, Tan G, Zhao L, Chen X, Zhang X, Zhu Z, Chai Y. Anal Chim Acta 718 138-147 (2012)
  3. Arabidopsis β-Amylase2 Is a K+-Requiring, Catalytic Tetramer with Sigmoidal Kinetics. Monroe JD, Breault JS, Pope LE, Torres CE, Gebrejesus TB, Berndsen CE, Storm AR. Plant Physiol 175 1525-1535 (2017)
  4. Using Carbohydrate Interaction Assays to Reveal Novel Binding Sites in Carbohydrate Active Enzymes. Cockburn D, Wilkens C, Dilokpimol A, Nakai H, Lewińska A, Abou Hachem M, Svensson B. PLoS One 11 e0160112 (2016)
  5. Formation of amyloid fibrils from β-amylase. Luo JC, Wang SC, Jian WB, Chen CH, Tang JL, Lee CI. FEBS Lett 586 680-685 (2012)
  6. Letter Three-dimensional structure of the wheat β-amylase Tri a 17, a clinically relevant food allergen. Hofer G, Wieser S, Bogdos MK, Gattinger P, Nakamura R, Ebisawa M, Mäkelä M, Papadopoulos N, Valenta R, Keller W. Allergy 74 1009-1013 (2019)
  7. CuAAC click chemistry with N-propargyl 1,5-dideoxy-1,5-imino-D-gulitol and N-propargyl 1,6-dideoxy-1,6-imino-D-mannitol provides access to triazole-linked piperidine and azepane pseudo-disaccharide iminosugars displaying glycosidase inhibitory properties. Zamoner LO, Aragão-Leoneti V, Mantoani SP, Rugen MD, Nepogodiev SA, Field RA, Carvalho I. Carbohydr Res 429 29-37 (2016)
  8. Kinetic and thermodynamic analysis of the inhibitory effects of maltose, glucose, and related carbohydrates on wheat β-amylase. Daba T, Kojima K, Inouye K. Enzyme Microb Technol 52 251-257 (2013)
  9. A chemical genetic screen reveals that iminosugar inhibitors of plant glucosylceramide synthase inhibit root growth in Arabidopsis and cereals. Rugen MD, Vernet MMJL, Hantouti L, Soenens A, Andriotis VME, Rejzek M, Brett P, van den Berg RJBHN, Aerts JMFG, Overkleeft HS, Field RA. Sci Rep 8 16421 (2018)
  10. Quaternary Structure, Salt Sensitivity, and Allosteric Regulation of β-AMYLASE2 From Arabidopsis thaliana. Monroe JD, Pope LE, Breault JS, Berndsen CE, Storm AR. Front Plant Sci 9 1176 (2018)
  11. Elucidation of the mechanism of interaction between Klebsiella pneumoniae pullulanase and cyclodextrin. Saka N, Iwamoto H, Malle D, Takahashi N, Mizutani K, Mikami B. Acta Crystallogr D Struct Biol 74 1115-1123 (2018)
  12. Hydrogen bond networks in gas-phase complex anions. Lai Z, Shen M, Shen Y, Ye YX, Zhu F, Xu J, Ouyang G. RSC Adv 12 29137-29142 (2022)
  13. The LIKE SEX FOUR 1-malate dehydrogenase complex functions as a scaffold to recruit β-amylase to promote starch degradation. Liu J, Wang X, Guan Z, Wu M, Wang X, Fan R, Zhang F, Yan J, Liu Y, Zhang D, Yin P, Yan J. Plant Cell 36 194-212 (2023)


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