journal article·2018-05Open access

Functional metabolite assemblies—a review

Ruth Aizen, Kai Tao, Sigal Rencus-Lazar, Ehud Gazit

Journal of Nanoparticle Research· Volume 20· Issue 5

Abstract

Metabolites are essential for the normal operation of cells and fulfill various physiological functions. It was recently found that in several metabolic disorders, the associated metabolites could self-assemble to generate amyloid-like structures, similar to canonical protein amyloids that have a role in neurodegenerative disorders. Yet, assemblies with typical amyloid characteristics are also known to have physiological function. In addition, many non-natural proteins and peptides presenting amyloidal properties have been used for the fabrication of functional nanomaterials. Similarly, functional metabolite assemblies are also found in nature, demonstrating various physiological roles. A notable example is the structural color formed by guanine crystals or fluorescent crystals in feline eyes responsible for enhanced night vision. Moreover, some metabolites have been used for the in vitro fabrication of functional materials, such as glycine crystals presenting remarkable piezoelectric properties or indigo films used to assemble organic semiconductive electronic devices. Therefore, we believe that the study of metabolite assemblies is not only important in order to understand their role in normal physiology and in pathology, but also paves a new route in exploring the fabrication of organic, bio-compatible materials.
Source: europepmc · Quality: candidate unverified · Source record ↗

Research context

OpenAlex topics: Microbial Metabolic Engineering and Bioproduction · Metabolomics and Mass Spectrometry Studies · Chemical Synthesis and Analysis

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

References (42)

Show source-provided references
1. Adepalli S, Slocik J, Gupta M, Naik RR, Singamaneni S (2017) Bio-optics and bioinspired optical materials. Chem Rev 117:12705–12763. https://doi.org/10.1021/acs.chemrev.7b0015310.1021/acs.chemrev.7b00153 ↗
2. Adler-Abramovich L, Gazit E (2014) The physical properties of supramolecular peptide assemblies: from building block association to technological applications. Chem Soc Rev 43:6881–6893. https://doi.org/10.1039/c4cs00164h10.1039/C4CS00164H ↗
3. Adler-Abramovich L, Vaks L, Carny O, Trudler O, Magno A, Caflisch A, Frenkel D, Gazit E (2012) Phenylalanine assembly into toxic fibrils suggests amyloid etiology in phenylketonuria. Nat Chem Biol 8:701–706. https://doi.org/10.1038/nchembio.100210.1038/nchembio.1002 ↗
4. Bang I (1910) Untersuchungen über die Guanylsäure. Biochem Z 26:293–311
5. Bonazzi S, Demorais MM, Gottarelli G, Mariani P, Spada GP (1993) Self-assembly and liquid crystal formation of folic acid salts. Angew Chem Int Ed Engl 32:248–250. https://doi.org/10.1002/anie.19930248110.1002/anie.199302481 ↗
6. Braekevelt CR (1990a) Retinal epithelial fine structure in the domestic cat (Felis catus). Anat Histol Embryol 19:58–66. https://doi.org/10.1111/j.1439-0264.1990.tb00878.x10.1111/j.1439-0264.1990.tb00878.x ↗
7. Braekevelt CR (1990b) Fine structure of the feline tapetum lucidum. Anat Histol Embryol 19:97–105. https://doi.org/10.1111/j.1439-0264.1990.tb00892.x10.1111/j.1439-0264.1990.tb00892.x ↗
8. Caveney S (1971) Cuticle reflectivity and optical activity in scarab beetles: the role of uric acid. Proc R Soc Lond B 178:205–225. https://doi.org/10.1098/rspb.1971.006210.1098/rspb.1971.0062 ↗
9. Chiti F, Dobson CM (2006) Protein misfolding, functional amyloid, and human disease. Annu Rev Biochem 75:333–366. https://doi.org/10.1146/annurev.biochem.75.101304.12390110.1146/annurev.biochem.75.101304.123901 ↗
10. Coles JA (1971) Some reflective properties of the tapetum lucidum of the cat’s eye. J Physiol 212:393–409. https://doi.org/10.1113/jphysiol.1971.sp00933110.1113/jphysiol.1971.sp009331 ↗
11. Davis JT (2004) G-quartets 40 years later: from 5′-GMP to molecular biology and supramolecular chemistry. Angew Chem Int Ed Engl 43:668–698. https://doi.org/10.1002/anie.20030058910.1002/anie.200300589 ↗
12. Finlayson ED, McDonald LT, Vukusic P (2017) Optically ambidextrous circularly polarized reflection from the chiral cuticle of the scarab beetle Chrysina resplendens. J R Soc Interface 14:20170129. https://doi.org/10.1098/rsif.2017.012910.1098/rsif.2017.0129 ↗
13. Gazit E (2016) Metabolite amyloids: a new paradigm for inborn error of metabolism disorders. J Inherit Metab Dis 39:483–488. https://doi.org/10.1007/s10545-016-9946-910.1007/s10545-016-9946-9 ↗
14. Gellert M, Lipsett MN, Davies DR (1962) Helix formation by guanylic acid. Proc Natl Acad Sci U S A 48:2013–201810.1073/pnas.48.12.2013 ↗
15. Gottarelli G, Proni G, Spada GP (1997) The self-assembly and lyotropic mesomorphism of riboguanylic acids (GMP). Liq Cryst 22:563–566. https://doi.org/10.1080/02678299720895610.1080/026782997208956 ↗
16. Guerin S, Stapleton A, Chovan D, Mouras R, Gleeson M, McKeown C, Noor MR, Silien C, Rhen FM, Kholkin AL, Liu N, Soulimane T, Tofail SAM, Thompson D (2018) Control of piezoelectricity in amino acids by supramolecular packing. Nat Mater 17:180–186. https://doi.org/10.1038/nmat504510.1038/nmat5045 ↗
17. Gur D, Palmer BA, Leshem B, Oron D, Fratzl P, Weiner W, Addadi L (2015) The mechanism of color change in the neon tetra fish: a light-induced tunable photonic crystal array. Angew Chem Int Ed 54:12426–12430. https://doi.org/10.1002/anie.20150226810.1002/anie.201502268 ↗
18. Gur D, Palmer BA, Weiner S, Addadi L (2017) Light Manipulation by Guanine Crystals in Organisms: Biogenic Scatterers, Mirrors, Multilayer Reflectors and Photonic Crystals. Adv Funct Mater 27: 160351410.1002/adfm.201603514 ↗
19. Harvey RA, Ferrier DR (2011) Lippincott’s illustrated reviews: biochemistry. Lippincott Williams & Wilkins, Philadelphia
20. Herring P (1994) Reflective systems in aquatic animals. Comp Biochem Physiol Part A 109:513–546. https://doi.org/10.1016/0300-9629(94)90192-910.1016/0300-9629(94)90192-9 ↗
21. Irimia-Vladu M, Głowacki ED, Troshin PA, Schwabegger G, Leonat L, Susarova DK, Krystal O, Ullah M, Kanbur Y, Bodea MA, Razumov VF, Sitter H, Bauer S, Sariciftci NS (2012) Indigo—a natural pigment for high performance ambipolar organic field effect transistors and circuits. Adv Mater 24:375–380. https://doi.org/10.1002/adma.20110261910.1002/adma.201102619 ↗
22. James KD (2017) Animal metabolites: from amphibians, reptiles, aves/birds, and invertebrates. Pharmacognosy 19:401–411. https://doi.org/10.1016/B978-0-12-802104-0.00019-610.1016/B978-0-12-802104-0.00019-6 ↗
23. Knowles TPJ, Buehler MJ (2011) Nanomechanics of functional and pathological amyloid materials. Nat Nanotech 6:469–479. https://doi.org/10.1038/nnano.2011.10210.1038/nnano.2011.102 ↗
24. Lopez A, Liu J (2017) Self-assembly of nucleobase, nucleoside and nucleotide coordination polymers: from synthesis to applications. ChemNanoMat 3:670–684. https://doi.org/10.1002/cnma.20170015410.1002/cnma.201700154 ↗
25. Makin OS, Serpell LC (2005) Structures for amyloid fibrils. FEBS J 272:5950–596110.1111/j.1742-4658.2005.05025.x ↗
26. Ollivier FJ, Samuelson DA, Brookes DE, Lewis PA, Kallberg ME, Komaromy AM (2004) Comparative morphology of the tapetum lucidum (among selected species). Vet Ophthalmol 7:11–22. https://doi.org/10.1111/j.1463-5224.2004.00318.x10.1111/j.1463-5224.2004.00318.x ↗
27. Palmer BA, Hirsch A, Brumfeld V, Aflalo ED, Pinkas I, Sagi A, Rozenne S, Oron D, Leiserowitz L, Kronik L, Weiner W, Addadi L (2017a) Isoxanthopterin: an optically functional biogenic crystal in the eyes of decapod crustaceans. bioRxiv. https://doi.org/10.1101/24036610.1101/240366 ↗
28. Palmer BA, Taylor GJ, Brumfeld V, Gur D, Shemesh M, Elad N, Osherov A, Oron D, Weiner S, Addadi L (2017b) The image-forming mirror in the eye of the scallop. Science 358:1172–1175. https://doi.org/10.1126/science.aam950610.1126/science.aam9506 ↗
29. Pham CL, Kwan AH, Sunde M (2014) Functional amyloid: widespread in nature, diverse in purpose. Essays Biochem 56:207–219. https://doi.org/10.1042/bse056020710.1042/bse0560207 ↗
30. Pirie A (1959) Crystals of riboflavin making up the tapetum lucidum in the eye of a lemur. Nature 183:985–986. https://doi.org/10.1038/183985a010.1038/183985a0 ↗
31. Pittman JR, Bross MH (1999) Diagnosis and management of gout. Am Fam Physician 59:1799–1806. https://doi.org/10.1042/bse056020710.1042/bse0560207 ↗
32. Richette P, Bardin T (2010) Gout. Lancet 375:318–328. https://doi.org/10.1016/S0140-6736(09)60883-710.1016/S0140-6736(09)60883-7 ↗
33. Rochet JC, Lansbury Jr PT (2000) Amyloid fibrillogenesis: themes and variations. Curr Opin Struct Biol 10:60–68. https://doi.org/10.1016/S0959-440X(99)00049-410.1016/S0959-440X(99)00049-4 ↗
34. Shaham-Niv S, Adler-Abramovich L, Schnaider L, Gazit E (2015) Extension of the generic amyloid hypothesis to nonproteinaceous metabolite assemblies. Sci Adv 1:e1500137. https://doi.org/10.1126/sciadv.150013710.1126/sciadv.1500137 ↗
35. Sivakova S, Rowan SJ (2005) Nucleobases as supramolecular motifs. Chem Soc Rev 34:9–21. https://doi.org/10.1039/B304608G10.1039/b304608g ↗
36. Teyssier J, Saenko SV, van der Marel D, Milinkovitch MC (2015) Photonic crystals casue active colour change in chameleons. Nat Commun 6:6368. https://doi.org/10.1038/ncomms736810.1038/ncomms7368 ↗
37. Valle D, Beudet AL, Vogelstein B, Kinzler KW, Antonarakis SE, Ballabio A, Gibson KM, Mitchell G (2016) The online metabolic and molecular bases of inherited disease. McGraw-Hill, New York
38. Vargas W, Hernández-Jiménez M, Libby E, Azofeifa D, Barboza C, Solis Á (2016) Light reflection by cuticles of Chrysina jewel scarabs: optical measurements, morphology characterization, and theoretical modeling. Optics and photonics Journal 6:146–163. https://doi.org/10.4236/opj.2016.6701710.4236/opj.2016.67017 ↗
39. Vukusic P (2004) Natural photonics. Physics World 7:35–39. https://doi.org/10.1088/2058-7058/17/2/3410.1088/2058-7058/17/2/34 ↗
40. Vukusic P, Sambles JR (2003) Photonic structures in biology. Nature 424:852–855. https://doi.org/10.1038/nature0194110.1038/nature01941 ↗
41. Wei G, Su Z, Reynolds NP, Arosio P, Hamley IW, Gazit E, Mezzenga R (2017) Self-assembling peptide and protein amyloids: from structure to tailored function in nanotechnology. Chem Soc Rev 46:4661–4708. https://doi.org/10.1039/C6CS00542J10.1039/C6CS00542J ↗
42. Zhang S (2003) Fabrication of novel biomaterials through molecular self-assembly. Nat Biotechnol 21:1171–1178. https://doi.org/10.1038/nbt87410.1038/nbt874 ↗