A New pH-Switchable Dimannosyl[c2]Daisy Chain Molecular Machine

Coutrot, Frédéric; Romuald, Camille; Busseron, Eric

doi:10.1021/ol801390h

Cited by 213 publications

(104 citation statements)

References 45 publications

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“…Indeed, chemical processes can be cast [35,36] in the language of computing operations, with signals represented by changes [1][2][3][4][36][37][38][39][40][41][42][43][44][45][46][47][48] in structural, chemical, or physical properties, resulting due to physical, chemical, [77][78][79][80][81][82][83][84] or more than one type [53,[85][86][87] of input. The output signals can be detected spectroscopically [88][89][90][91][92][93] or electrically/electrochemically.…”

Section: Introductionmentioning

confidence: 99%

Control of Noise in Chemical and Biochemical Information Processing

Privman

2011

Israel Journal of Chemistry

103

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Abstract:We review models and approaches for error-control in order to prevent the buildup of noise when gates for digital chemical and biomolecular computing based on (bio)chemical reaction processes are utilized to realize stable, scalable networks for information processing.Solvable rate-equation models illustrate several recently developed methodologies for gatefunction optimization. We also survey future challenges and possible new research avenues.

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Section: Introductionmentioning

confidence: 99%

Control of Noise in Chemical and Biochemical Information Processing

Privman

2011

Israel Journal of Chemistry

103

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“…Example A In the study of glycorotaxanes as corresponding molecular muscles 85 and machines, 86 the two large amplitude mannosyl [2]rotaxane molecular machines 56a,b have been synthesized from mannosylpyridinium azide 57a,b and the alkyne 58 in the presence of dibenzo [24]crown-8 (DB24C8) by using click chemistry. 87 Their thread bears two stations: an anilinium and a monoor disubstituted pyridinium amide, and the ring is DB24C8 (Scheme 13).…”

Section: Scheme 12mentioning

confidence: 99%

Rotaxanes and pseudorotaxanes with threads containing pyridinium units

Deska¹,

Kozłowska²,

Śliwa³

2013

Arkivoc

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In this review, a continuation of an earlier one concerning rotaxanes with threads containing viologen units, the syntheses and properties of rotaxanes with threads bearing quaternary pyridinium units are described, along with their possible applications. In the first part rotaxanes containing bis(dipyridiniumyl)ethane unit in the thread are presented; they include species with stoppers incorporating metal complexes. The second part concerns rotaxanes formed by anion templation, they are divided into those involving the Grubbs RCM procedure for construction of a ring, and those employing rings built by condensation reactions. Then rotaxanes synthesized with the use of previously prepared rings are described. The third part deals with rotaxane molecular machines, especially those bearing mannosyl moieties. In the last part pseudorotaxanes containing crown ether based cryptands as rings, are shown.

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“…With all this careful attention to the reaction conditions, a [2]rotaxane has been prepared in 75% yield. The same group used this reaction to prepare a new switchable mannosyl-based daisy chain molecular machine in an excellent yield of 92% [44]. This particular molecule of higher degree of freedom could be of particular interest in biological events in which multivalent interaction is desired for ligand/receptor recognition.…”

Section: Scheme 12 Rotaxane Formation Through 13-dipolarcycloadditionmentioning

confidence: 99%

“…The Coutrot group reported the synthesis of rotaxanes containing glycosides to study the high flexibility that rotaxane architectures offer for multivalent recognition [42][43][44]50]. In all the examples they reported so far, the functional moiety (glycoside) act as the stopper for the rotaxane.…”

Section: Bioactive Rotaxanesmentioning

confidence: 99%

Recent Advances in the Synthesis of Ammonium-Based Rotaxanes

Thibeault

Morin

2010

Molecules

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Abstract:The number of synthetic methods enabling the preparation of ammonium-based rotaxanes has increased very rapidly in the past ten years. The challenge in the synthesis of rotaxanes results from the rather weak interactions between the ammonium-containing rod and the crown ether macrocycle in the pseudorotaxane structure that rely mostly on O·H hydrogen bonds. Indeed, no strong base or polar solvent that could break up H-bonding can be used during the formation of rotaxanes because the two components will separate as two distinct entities. Moreover, most of the reactions have to be performed at room temperature to favor the formation of pseudorotaxane in solution. These non-trivial prerequisites have been taken into account to develop efficient reaction conditions for the preparation of rotaxanes and those are described in detail along this review.

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A New pH-Switchable Dimannosyl[c2]Daisy Chain Molecular Machine

Cited by 213 publications

References 45 publications

Control of Noise in Chemical and Biochemical Information Processing

Control of Noise in Chemical and Biochemical Information Processing

Rotaxanes and pseudorotaxanes with threads containing pyridinium units

Recent Advances in the Synthesis of Ammonium-Based Rotaxanes

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