In chemistry

Chemistry

Chemistry is the science of matter, especially its chemical reactions, but also its composition, structure and properties. Chemistry is concerned with atoms and their interactions with other atoms, and particularly with the properties of chemical bonds....

, a molecular knot, or knotane, is a mechanically-interlocked molecular architecture

Mechanically-interlocked molecular architectures

Mechanically interlocked molecular architectures are connections of molecules not through traditional bonds, but instead as a consequence of their topology. This connection of molecules is analogous to keys on a key chain loop. The keys are not directly connected to the key chain loop but they...

 that is analogous to a macroscopic knot

Knot

A knot is a method of fastening or securing linear material such as rope by tying or interweaving. It may consist of a length of one or several segments of rope, string, webbing, twine, strap, or even chain interwoven such that the line can bind to itself or to some other object—the "load"...

. A molecular knot in a trefoil knot

Trefoil knot

In topology, a branch of mathematics, the trefoil knot is the simplest example of a nontrivial knot. The trefoil can be obtained by joining together the two loose ends of a common overhand knot, resulting in a knotted loop...

 configuration is chiral

Chirality (chemistry)

A chiral molecule is a type of molecule that lacks an internal plane of symmetry and thus has a non-superimposable mirror image. The feature that is most often the cause of chirality in molecules is the presence of an asymmetric carbon atom....

, having at least two enantiomer

Enantiomer

In chemistry, an enantiomer is one of two stereoisomers that are mirror images of each other that are non-superposable , much as one's left and right hands are the same except for opposite orientation. It can be clearly understood if you try to place your hands one over the other without...

s. Examples of naturally formed knotanes are DNA

DNA

Deoxyribonucleic acid is a nucleic acid that contains the genetic instructions used in the development and functioning of all known living organisms . The DNA segments that carry this genetic information are called genes, but other DNA sequences have structural purposes, or are involved in...

 and certain protein

Protein

Proteins are biochemical compounds consisting of one or more polypeptides typically folded into a globular or fibrous form, facilitating a biological function. A polypeptide is a single linear polymer chain of amino acids bonded together by peptide bonds between the carboxyl and amino groups of...

s. Lactoferrin

Lactoferrin

Lactoferrin , also known as lactotransferrin , is a multifunctional protein of the transferrin family. Lactoferrin is a globular glycoprotein with a molecular mass of about 80 kDa that is widely represented in various secretory fluids, such as milk, saliva, tears, and nasal secretions...

 has an unusual biochemical reactivity compared to its linear analogue. Other synthetic

Chemical synthesis

In chemistry, chemical synthesis is purposeful execution of chemical reactions to get a product, or several products. This happens by physical and chemical manipulations usually involving one or more reactions...

 molecular knots have a distinct globular shape and nanometer sized dimensions that make them potential building blocks in nanotechnology

Nanotechnology

Nanotechnology is the study of manipulating matter on an atomic and molecular scale. Generally, nanotechnology deals with developing materials, devices, or other structures possessing at least one dimension sized from 1 to 100 nanometres...

.
The term "knotanes" was coined by Fritz Vögtle et al. in Angewandte Chemie International Edition in 2000 by analogy with rotaxane

Rotaxane

A rotaxane is a mechanically-interlocked molecular architecture consisting of a "dumbbell shaped molecule" which is threaded through a "macrocycle" . The name is derived from the Latin for wheel and axle...

 and catenane

Catenane

A catenane is a mechanically-interlocked molecular architecture consisting of two or more interlocked macrocycles. The interlocked rings cannot be separated without breaking the covalent bonds of the macrocycles. Catenane is derived from the Latin catena meaning "chain"...

. The term however has yet to be adopted by IUPAC.

See also

• Macrocycle
  Macrocycle
  A macrocycle is, as defined by IUPAC, "a cyclic macromolecule or a macromolecular cyclic portion of a molecule." In the chemical literature, organic chemists may consider any molecule containing a ring of nine or more atoms to be a macrocycle...
  
  s
• Supramolecular chemistry