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Trichocyanines: a Red-Hair-Inspired Modular Platform for Dye-Based One-Time-Pad Molecular Cryptography.

Leone L, Pezzella A, Crescenzi O, Napolitano A, Barone V, d'Ischia M - ChemistryOpen (2015)

Bottom Line: These novel acidichromic cyanine-type dyes inspired by red hair pigments were synthesized and characterized with the aid of density functional theory (DFT) calculations.This versatile dye platform can generate an expandable palette of colors and appears to be specifically suited to implement an unprecedented single-use asymmetric molecular cryptography system.With this system, we intend to pioneer the translation of digital public-key cryptography into a chemical-coding one-time-pad-like system.

View Article: PubMed Central - PubMed

Affiliation: Department of Chemical Sciences, University of Naples Federico II Via Cintia 4, 80126, Naples, Italy.

ABSTRACT
Current molecular cryptography (MoCryp) systems are almost exclusively based on DNA chemistry and reports of cryptography technologies based on other less complex chemical systems are lacking. We describe herein, as proof of concept, the prototype of the first asymmetric MoCryp system, based on an 8-compound set of a novel bioinspired class of cyanine-type dyes called trichocyanines. These novel acidichromic cyanine-type dyes inspired by red hair pigments were synthesized and characterized with the aid of density functional theory (DFT) calculations. Trichocyanines consist of a modular scaffold easily accessible via an expedient condensation of 3-phenyl- or 3-methyl-2H-1,4-benzothiazines with N-dimethyl- or o-methoxyhydroxy-substituted benzaldehyde or cinnamaldehyde derivatives. The eight representative members synthesized herein can be classified as belonging to two three-state systems tunable through four different control points. This versatile dye platform can generate an expandable palette of colors and appears to be specifically suited to implement an unprecedented single-use asymmetric molecular cryptography system. With this system, we intend to pioneer the translation of digital public-key cryptography into a chemical-coding one-time-pad-like system.

No MeSH data available.


Related in: MedlinePlus

pH-Dependent absorption changes of compounds 2 a (top) and 4 a (bottom) in 3:1 MeOH/H2O (v/v). Red trace: pH 3; black trace: pH 7; blue trace: pH 0 (top) and pH 11 (bottom).
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fig03: pH-Dependent absorption changes of compounds 2 a (top) and 4 a (bottom) in 3:1 MeOH/H2O (v/v). Red trace: pH 3; black trace: pH 7; blue trace: pH 0 (top) and pH 11 (bottom).

Mentions: The pH-dependent absorption properties of 1–4 are reported in Figures S10–S17 while the extinction coefficients are listed in Table S1, all in the Supporting Information. The behavior of 2 a and 4 a as representative members of the N and O series is shown in Figure 3.


Trichocyanines: a Red-Hair-Inspired Modular Platform for Dye-Based One-Time-Pad Molecular Cryptography.

Leone L, Pezzella A, Crescenzi O, Napolitano A, Barone V, d'Ischia M - ChemistryOpen (2015)

pH-Dependent absorption changes of compounds 2 a (top) and 4 a (bottom) in 3:1 MeOH/H2O (v/v). Red trace: pH 3; black trace: pH 7; blue trace: pH 0 (top) and pH 11 (bottom).
© Copyright Policy - open-access
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC4522187&req=5

fig03: pH-Dependent absorption changes of compounds 2 a (top) and 4 a (bottom) in 3:1 MeOH/H2O (v/v). Red trace: pH 3; black trace: pH 7; blue trace: pH 0 (top) and pH 11 (bottom).
Mentions: The pH-dependent absorption properties of 1–4 are reported in Figures S10–S17 while the extinction coefficients are listed in Table S1, all in the Supporting Information. The behavior of 2 a and 4 a as representative members of the N and O series is shown in Figure 3.

Bottom Line: These novel acidichromic cyanine-type dyes inspired by red hair pigments were synthesized and characterized with the aid of density functional theory (DFT) calculations.This versatile dye platform can generate an expandable palette of colors and appears to be specifically suited to implement an unprecedented single-use asymmetric molecular cryptography system.With this system, we intend to pioneer the translation of digital public-key cryptography into a chemical-coding one-time-pad-like system.

View Article: PubMed Central - PubMed

Affiliation: Department of Chemical Sciences, University of Naples Federico II Via Cintia 4, 80126, Naples, Italy.

ABSTRACT
Current molecular cryptography (MoCryp) systems are almost exclusively based on DNA chemistry and reports of cryptography technologies based on other less complex chemical systems are lacking. We describe herein, as proof of concept, the prototype of the first asymmetric MoCryp system, based on an 8-compound set of a novel bioinspired class of cyanine-type dyes called trichocyanines. These novel acidichromic cyanine-type dyes inspired by red hair pigments were synthesized and characterized with the aid of density functional theory (DFT) calculations. Trichocyanines consist of a modular scaffold easily accessible via an expedient condensation of 3-phenyl- or 3-methyl-2H-1,4-benzothiazines with N-dimethyl- or o-methoxyhydroxy-substituted benzaldehyde or cinnamaldehyde derivatives. The eight representative members synthesized herein can be classified as belonging to two three-state systems tunable through four different control points. This versatile dye platform can generate an expandable palette of colors and appears to be specifically suited to implement an unprecedented single-use asymmetric molecular cryptography system. With this system, we intend to pioneer the translation of digital public-key cryptography into a chemical-coding one-time-pad-like system.

No MeSH data available.


Related in: MedlinePlus