Authorizing Multiple Chemical Passwords by a Combinatorial Molecular Keypad Lock

Rout, Bhimsen; Milko, Petr; Iron, Mark A.; Motiei, Leila; Margulies, David H.

doi:10.1021/ja4081748

Cited by 103 publications

(94 citation statements)

References 51 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…We can recognize this as straightforward positive photography. Indeed, 25 Tian's team previously observed this effect with 1 and a polymeric version of 6 following baking, 45 which is the common practice in industrial photolithography. 46 As the writing is continued, the orange fluorescent square image gains in intensity until 4 min and then undergoes a decline.…”

Section: Resultsmentioning

confidence: 97%

Fluorescent logic systems for sensing and molecular computation: structure–activity relationships in edge-detection

et al. 2015

View full text Add to dashboard Cite

Molecular logic-based computation continues to throw up new applications in sensing and switching, the newest of which is the edge detection of objects. The scope of this phenomenon is mapped out by the use of structure-activity relationships, where several structures of the molecules and of the objects are examined. The different angles and curvatures of the objects are followed with good-fidelity in the 10 visualized edges, even when the objects are in reverse video.

show abstract

Section: Resultsmentioning

confidence: 97%

Fluorescent logic systems for sensing and molecular computation: structure–activity relationships in edge-detection

et al. 2015

View full text Add to dashboard Cite

show abstract

“…Although this is a weakness and a step away from the Boolean binary principle, there is no difficulty to experimentally distinguish between states with full, poor and no coloration. Margulies develops a second use for 13 93,95 by producing a molecular keypad lock with improved security features. Margulies was also involved in the pioneering work on molecular keypad locks, 96 where a relatively complicated molecular structure was used to bind Fe 3+ with multipoint interactions.…”

Section: Molecular Keypad Locksmentioning

confidence: 99%

“…A cautionary note would be that the signatures need to be assured as thermodynamically stable states (by waiting for a sufficiently long time, for instance). The multivalencies exhibited by 13 and its prospective guests are known to cause kinetic traps 93 which could deceive the analyst.…”

mentioning

confidence: 99%

Information gathering and processing with fluorescent molecules

Daly

Ling

Silva

2014

Front. Chem. Sci. Eng.

View full text Add to dashboard Cite

“…Photochromic switches have been often exploited for these purposes. [12][13][14][15] However, chemically-addressable systems and redox-switchable molecular devices were also used for the demonstration of molecular keypad locks [16][17][18][19] and flip-flops. 20,21 Surprisingly, the exploitation of supramolecular host-guest phenomena for the demonstration of keypad lock functions has no precedence in the literature.…”

mentioning

confidence: 99%

A supramolecular keypad lock

et al. 2015

View full text Add to dashboard Cite

The reversible photoswitching between an anthracene derivative and its [4+4] dimer, using the template effect of the CB8 macrocycle, was demonstrated. This example of supramolecular chemistry in water was harnessed to demonstrate the operation of a keypad lock device that is driven by means of light and chemicals as inputs.The use of molecular species for achieving information processing of chemical, photonic or electrochemical signals according to the principles of binary coding (0 and 1) and Boolean language continues to receive wide attention. [1][2][3] The challenge of achieving the design of molecules that are capable of a predetermined logic operation has received important backup from smart applications of molecular logic gates in sensing, drug delivery, theranostics, and materials chemistry. [4][5][6][7][8][9][10] Among the different logic operations, those that imply a memory function belong to the most demanding ones in terms of their chemical design. 11 This type of logic, known as sequential logic, results in differentiated outputs depending on the input history of the device. Current research activities along these lines have their focus on the implementation of flip-flops and molecular keypad locks. Photochromic switches have been often exploited for these purposes. [12][13][14][15] However, chemically-addressable systems and redox-switchable molecular devices were also used for the demonstration of molecular keypad locks [16][17][18][19] and flip-flops. 20,21 Surprisingly, the exploitation of supramolecular host-guest phenomena for the demonstration of keypad lock functions has no precedence in the literature. In recent reports host-guest complexes with cucurbit [7]uril (CB7) and cucurbit [8]uril (CB8) were used to demonstrate the reconfigurable and resettable operation of logic gates in aqueous solution. 22,23 Cucurbiturils have drawn much attention for their very high binding constants of cationic guests (up to 10 17 M À1 ) 24 and their supramolecular application potential with a strong focus on biological and pharmacological contexts, and analytical problems is beginning to reveal. [25][26][27][28][29][30][31][32][33][34][35] In the present work we take advantage of the specific complexation properties of the CB8 macrocycle. Unlike the smaller homologues CB6 and CB7, that commonly offer space for only one guest molecule, the larger CB8 often accommodates two guests and the resulting complexes may feature new emission properties (e.g., excimer fluorescence) or lead to fluorescence self-quenching. [35][36][37][38] Additionally, the resulting pre-organization of the two guests may facilitate intracomplex photoreactions that would not happen at the dilute concentrations of the free dye molecules. [38][39][40] In a wider context, host-templated photodimerizations have been used in the design of photoswitchable supramolecular polymers. [40][41][42] Herein we designed the anthracene derivative 1 (see the ESI † for details of the synthesis and Scheme 1 for the structure) which contains a positively ...

show abstract

Authorizing Multiple Chemical Passwords by a Combinatorial Molecular Keypad Lock

Cited by 103 publications

References 51 publications

Fluorescent logic systems for sensing and molecular computation: structure–activity relationships in edge-detection

Fluorescent logic systems for sensing and molecular computation: structure–activity relationships in edge-detection

Information gathering and processing with fluorescent molecules

A supramolecular keypad lock

Contact Info

Product

Resources

About