Concept
Homochirality
Overview
Homochirality is a uniformity of chirality, or handedness. Objects are chiral when they cannot be superposed on their mirror images. For example, the left and right hands of a human are approximately mirror images of each other but are not their own mirror images, so they are chiral. In chemistry, chirality is a geometric property of some compounds and ions. These compounds exist in two different chiral conformations, enantiomers, often described as the left-handed and right-handed isomers of a compound (denoted by L- (levorotatory to the left) and D- (dextrorotatory to the right), respectively, from how chiral molecules rotate plane-polarized light). The term homochiral is used to describe enantiopure samples of substances in which all the constituents are the same enantiomer.
Enantiomers have the same chemical properties in an achiral environment, so abiotic chemical processes typically produce racemic mixtures of chiral compounds, i.e., mixtures containing equal amounts of L- and D-isomers. However, many biologically-synthesized compounds are homochiral. For example, 19 of the 20 genetically-coded proteinogenic amino acids are left-handed, with exception of the achiral glycine, and biological sugars are right-handed.
Many theories have been proposed for the "function" of homochirality in nature: it may be a form of information storage and may reduce entropy barriers in the formation of large organized molecules. It has been experimentally verified that amino acids form large aggregates in larger abundance from enantiopure samples than from racemic ones. Enantiomeric impurities also impede RNA replication and chain elongation, processes central to both modern cellular processes like transcription and the RNA world hypothesis.
As homochirality is ubiquitous in extant biology, a key question in origins of life and prebiotic chemistry research is how biological homochirality could have arisen from racemic mixtures of the simple chemical building blocks of life. Many mechanisms for the origin of homochirality have been proposed. Some of these models propose three distinct steps: a mirror-symmetry breaking mechanism to create a minute enantiomeric imbalance (enantiomeric excess or ee) from a racemic mixture, subsequent chiral amplification to achieve a larger ee or full homochirality (i.e., ee=100%), and finally chiral transmission/propagation to transfer chirality from one set of molecules to another. In addition, another important consideration is the environmental plausibility of proposed mechanisms — whether a symmetry breaking, amplification, or propagation process could occur over relevant timescales and using only materials that could feasibly be available prebiotically under early Earth conditions.
Overview adapted from Wikipedia (CC BY-SA 4.0; see the article history for authors).
Possible passages
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From these three uniformities we should be able to predict another uniformity, namely, the rise of the mercury in the Torricellian tube. This, in the stricter use of the phrase, is not a law of nature. It is the result of laws of nature. It is a _case_ of each and every one of the three laws: and is the only occurrence by which they could all be fulfilled. If the mercury were not sustained in the barometer, and…
John Stuart Mill, A System of Logic
States what Homochirality is.
Still more strongly will a similar presumption exist, when the object itself, as in the case of organized beings, is no primeval agent, but an effect, which depends on a cause or causes for its very existence. The Kinds, therefore, which are called in chemistry simple substances, or elementary natural agents, are the only ones, any of whose properties can with certainty be considered ultimate; and of these the…
John Stuart Mill, A System of Logic, Ratiocinative and Inductive
States what Homochirality is.
Among the organic elements (including under the title not only the four chief ones, but also the less conspicuous remainder), that capability of assuming different states called allotropism, is frequent. Carbon presents itself in the three unlike conditions of diamond, graphite, and charcoal. Under certain circumstances, oxygen takes on the form in which it is called ozone. Sulphur and phosphorus (both, in small…
Herbert Spencer, The Principles of Biology, Volume 1
States what Homochirality is.
Related ideas
Place in the tradition
Part of Philosophy of chemistry.