Dendritic crystal growth, differential circular scattering, and the origin of biomolecular homochirality

Kahr, Bart; Freudenthal, J.

doi:10.1002/chir.20539

Cited by 16 publications

(4 citation statements)

References 85 publications

(53 reference statements)

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“…This led to numerous suggestions and a quest for finding the appropriate amplification mechanism for symmetry-breaking scenarios at various stages of the emergence of life [241][242][243][244][245]. Among the various symmetry-breaking scenarios, chemical reactions at crystal surfaces or asymmetric crystallization processes have been considered [246][247][248]. If surface mirror-symmetry breaking effects, like those discussed in Section 5, can be combined with larger symmetry-breaking effects, like the Soai reaction [249] or even self-replicating systems chemistry, the reward for enantioselective synthesis as well as insight into the complex symmetry-breaking scenarios of homochirality will be tremendous.…”

Section: Diastereomers and Diastereomeric Recognitionmentioning

confidence: 99%

Molecular chirality at surfaces

Ernst

2012

Physica Status Solidi (b)

223

264

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With the adsorption of larger molecules being increasingly tackled by surface scientists, the aspect of chirality often plays a role. This paper gives a topical review of molecular chirality at surfaces and gives a phenomenological overview of different aspects of adsorption and self‐assembly of chiral and prochiral molecules and the principles of mirror‐symmetry breaking at a surface. After a brief introduction into the history of molecular chirality and the important role it played for understanding the spatial structure of molecules, definitions of chirality are presented. Topics treated here are principle ways to create single chiral adsorbates, chiral ensembles, and monolayers by achiral molecules, adsorption of intrinsically chiral molecules at achiral and chiral surfaces, long‐range symmetry breaking in two‐dimensional (2D) crystals due to additional chiral bias, chiral restructuring of solid surfaces under the influence of chiral molecules, switching the handedness of adsorbates, and chirality at the liquid/air interface. An outlook onto further potential research directions and recommendations for further reading, including nonsurface‐related sources of chiral topics completes this paper.

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Section: Diastereomers and Diastereomeric Recognitionmentioning

confidence: 99%

Molecular chirality at surfaces

Ernst

2012

Physica Status Solidi (b)

223

264

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“…In another recent study it was shown, by circular dichroism, that achiral phthalic acid crystallizes as thin films that are deposited radially and rhythmically as dendritic banded spherulites that have heterochiral meso-textures in semicircles. , …”

Section: Enantiomorphous 3d Crystals For “Mirror-symmetry Breaking”mentioning

confidence: 99%

Crystalline Architectures as Templates of Relevance to the Origins of Homochirality

2011

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|Chem. Rev. 2011, 111, 3236-3267 Chemical Reviews REVIEW collaboration in the field of mass spectrometry of peptides and Prof. M. Green for interesting discussions. We thank The Israel Science Foundation for financial support and the European COST 0703 on System Chemistry. This research was made possible in part by the generosity of the Harold Perlmann Family. DEDICATIONDedicated to Prof. H. Kagan on the occasion of his 80th birthday.

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“…The circular birefringence, usually presented phenomenologically as circular retardance (CR), measured in these instances does not arise from natural optical activity, a consequence of the dissymmetry of polarizable groups within a molecule (78) or a single crystal (79). Rather, it stems from the dissymmetry of anisotropic crystallites with respect to one another (Figure 5) (80)(81)(82)(83)(84)(85)(86)(87).…”

Section: Mesoscale Polarimetrymentioning

confidence: 99%

Tailor-Made Additives for Melt-Grown Molecular Crystals: Why or Why Not?

Zhou

Sabino

Yang

et al. 2023

Annu. Rev. Mater. Res.

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Tailor-made additives (TMAs) have found a role in crystal morphology engineering and control through specific binding to crystal surfaces through stereochemical recognition. The utility of TMAs, however, has been largely limited to crystal growth from solutions. In this review, we illustrate examples where TMAs have been used to influence the growth of crystals during cooling of their melts. In solution, the crystal growth driving force is governed by solute supersaturation, which corresponds to the deviation from equilibrium. In growth from melts, however, undercooling is the important thermodynamic parameter responsible for crystallization outcomes, a key difference that can influence the manner in which TMAs affect growth kinetics, crystal morphology, nucleation, enantioselective surface recognition, and the determination of the absolute sense of polar axes. When the crystallization driving force in a melt is small and diffusion is comparatively high, TMAs can exert their influence on well-faceted single crystals with the stereochemical richness observed in solution growth. Under high supercooling, where the driving force is large, ensembles of crystals can grow radially, masking stereochemical information and requiring new optical tools for understanding the influence of TMAs on emerging crystals. Expected final online publication date for the Annual Review of Materials Research, Volume 53 is July 2023. Please see http://www.annualreviews.org/page/journal/pubdates for revised estimates.

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Dendritic crystal growth, differential circular scattering, and the origin of biomolecular homochirality

Cited by 16 publications

References 85 publications

Molecular chirality at surfaces

Molecular chirality at surfaces

Crystalline Architectures as Templates of Relevance to the Origins of Homochirality

Tailor-Made Additives for Melt-Grown Molecular Crystals: Why or Why Not?

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