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Artificial Molecular Machines.

Erbas-Cakmak S, Leigh DA, McTernan CT, Nussbaumer AL - Chem. Rev. (2015)

View Article: PubMed Central - PubMed

Affiliation: School of Chemistry, University of Manchester , Oxford Road, Manchester M13 9PL, United Kingdom.

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bonded molecules and on catenanes and rotaxanes in which switching of other protic solvents... This effect (listed in descending binding ability) stations on the thread, macrocycle In these systems, fast-responding reporters are preferred... practical applications by utilizing molecular scale changes to create macroscopic effects... The thread of these rotaxanes included an anthracene fluorophore similar application in synthetic polymers often furnishes a useful result... of Brownian motion can be exploited to great effect in the synthesis every aspect of functional molecule and materials design... An improved robotics” in which ratcheted motions of molecular components

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Leigh’s small molecule peptide synthesizer, 146.666
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fig57: Leigh’s small molecule peptide synthesizer, 146.666

Mentions: Recently, Leigh et al. reported the first small moleculeartificialmolecular machine (146) capable of sequence-specificpeptide synthesis.666 The machine is basedon a rotaxane architecture, which is used to ensure processivity ina manner reminiscent of both the ribosome-mRNA structure and the DNAclamp of DNA polymerases.68−71 Sequence information contained in the track is directlyconverted into the sequence of the peptide synthesized, and thus thetrack plays some aspects of the role of mRNA in the ribosomal system.Reactive phenolic ester groups take the place of tRNA-bound aminoacids and are sequentially “picked up” by the catalyticarm of the macrocycle. The catalytic arm bears a cysteine group andoperates by native chemical ligation (NCL) chemistry where the thiolateof the cysteine unit reacts first with the ester group before transferringthe activated amino acid to the end of the growing chain.1461 The steric bulk of the loaded amino acid preventsthe macrocycle passing over the barrier unit before this reactionhas taken place but allows free passage of the macrocycle after beingcleaved. This prevents the peptide sequence from being scrambled andallows sequential reaction. Rigid spacing units between each loadedamino acid minimize the likelihood of the catalytic arm encounteringan out of sequence amino acid. The catalytic unit consists of a cysteine-glycine-glycinemotif with the second two amino acids present to prevent an unfavorable1,8-S,N-acyl shift transition stateduring the second ligation (Figure 57).


Artificial Molecular Machines.

Erbas-Cakmak S, Leigh DA, McTernan CT, Nussbaumer AL - Chem. Rev. (2015)

Leigh’s small molecule peptide synthesizer, 146.666
© Copyright Policy
Related In: Results  -  Collection

License
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getmorefigures.php?uid=PMC4585175&req=5

fig57: Leigh’s small molecule peptide synthesizer, 146.666
Mentions: Recently, Leigh et al. reported the first small moleculeartificialmolecular machine (146) capable of sequence-specificpeptide synthesis.666 The machine is basedon a rotaxane architecture, which is used to ensure processivity ina manner reminiscent of both the ribosome-mRNA structure and the DNAclamp of DNA polymerases.68−71 Sequence information contained in the track is directlyconverted into the sequence of the peptide synthesized, and thus thetrack plays some aspects of the role of mRNA in the ribosomal system.Reactive phenolic ester groups take the place of tRNA-bound aminoacids and are sequentially “picked up” by the catalyticarm of the macrocycle. The catalytic arm bears a cysteine group andoperates by native chemical ligation (NCL) chemistry where the thiolateof the cysteine unit reacts first with the ester group before transferringthe activated amino acid to the end of the growing chain.1461 The steric bulk of the loaded amino acid preventsthe macrocycle passing over the barrier unit before this reactionhas taken place but allows free passage of the macrocycle after beingcleaved. This prevents the peptide sequence from being scrambled andallows sequential reaction. Rigid spacing units between each loadedamino acid minimize the likelihood of the catalytic arm encounteringan out of sequence amino acid. The catalytic unit consists of a cysteine-glycine-glycinemotif with the second two amino acids present to prevent an unfavorable1,8-S,N-acyl shift transition stateduring the second ligation (Figure 57).

View Article: PubMed Central - PubMed

Affiliation: School of Chemistry, University of Manchester , Oxford Road, Manchester M13 9PL, United Kingdom.

AUTOMATICALLY GENERATED EXCERPT
Please rate it.

bonded molecules and on catenanes and rotaxanes in which switching of other protic solvents... This effect (listed in descending binding ability) stations on the thread, macrocycle In these systems, fast-responding reporters are preferred... practical applications by utilizing molecular scale changes to create macroscopic effects... The thread of these rotaxanes included an anthracene fluorophore similar application in synthetic polymers often furnishes a useful result... of Brownian motion can be exploited to great effect in the synthesis every aspect of functional molecule and materials design... An improved robotics” in which ratcheted motions of molecular components

No MeSH data available.