The co-crystal of two GRAS substances: (citric acid)·(nicotinamide). Formation of four hydrogen bonding heterosynthons in one co-crystal

Lemmerer, Andreas; Bernstein, Joel

doi:10.1039/b927422g

Cited by 36 publications

(23 citation statements)

References 52 publications

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“…the frequently used supramolecular synthon in crystal engineering involving a carboxylic acid and a pyridine molecule (Seaton, 2014;Lemmerer & Bernstein, 2010;Thomas et al, 2010). A similar type of supramolecular synthon is observed in a series of nine co-crystals involving acridine and benzoic acids (Kowalska et al, 2015).…”

Section: Figurementioning

confidence: 82%

Supramolecular interactions in a 1:1 co-crystal of acridine and 3-chlorothiophene-2-carboxylic acid

Prajina¹,

Muthiah²,

Perdih³

2016

Acta Cryst E

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Section: Figurementioning

confidence: 82%

Supramolecular interactions in a 1:1 co-crystal of acridine and 3-chlorothiophene-2-carboxylic acid

Prajina¹,

Muthiah²,

Perdih³

2016

Acta Cryst E

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“…The NIC conformers in crystals are similar to the two lowest‐energy conformers in the gas phase, and no other conformers are observed in crystals to date. A given crystal usually contains either Conformer 1 or Conformer 2 of NIC, and only rarely are both conformers present in the same crystal (CUYXUQ and DUZPAQ). For the four NIC–RMA cocrystals, N 4 R contains Conformer 1, but the others contain Conformer 2.…”

Section: Resultsmentioning

confidence: 99%

Co‐crystallization with Nicotinamide in Two Conformations Lowers Energy but Expands Volume

Zhang

Kendrick

Leusen

et al. 2014

Journal of Pharmaceutical Sciences

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“…Citric acid has a long history of use in food and has GRAS status (Lemmerer and Bernstein, 2010). It is used for its antimicrobial properties, which includes its ability to function as a chelator (Brul and Coote, 1999) and to pass freely through the cell membrane altering the cytoplasmic pH (Cotter and Hill, 2003).…”

Section: Discussionmentioning

confidence: 99%

A Bioengineered Nisin Derivative, M21A, in Combination with Food Grade Additives Eradicates Biofilms of Listeria monocytogenes

et al. 2016

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The burden of foodborne disease has large economic and social consequences worldwide. Despite strict regulations, a number of pathogens persist within the food environment, which is greatly contributed to by a build-up of resistance mechanisms and also through the formation of biofilms. Biofilms have been shown to be highly resistant to a number of antimicrobials and can be extremely difficult to remove once they are established. In parallel, the growing concern of consumers regarding the use of chemically derived antimicrobials within food has led to a drive toward more natural products. As a consequence, the use of naturally derived antimicrobials has become of particular interest. In this study we investigated the efficacy of nisin A and its bioengineered derivative M21A in combination with food grade additives to treat biofilms of a representative foodborne disease isolate of Listeria monocytogenes. Investigations revealed the enhanced antimicrobial effects, in liquid culture, of M21A in combination with citric acid or cinnamaldehyde over its wild type nisin A counterpart. Subsequently, an investigation was conducted into the effects of these combinations on an established biofilm of the same strain. Nisin M21A (0.1 μg/ml) alone or in combination with cinnamaldehyde (35 μg/ml) or citric acid (175 μg/ml) performed significantly better than combinations involving nisin A. All combinations of M21A with either citric acid or cinnamaldehyde eradicated the L. monocytogenes biofilm (in relation to a non-biofilm control). We conclude that M21A in combination with available food additives could further enhance the antimicrobial treatment of biofilms within the food industry, simply by substituting nisin A with M21A in current commercial products such as Nisaplin® (Danisco, DuPont).

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The co-crystal of two GRAS substances: (citric acid)·(nicotinamide). Formation of four hydrogen bonding heterosynthons in one co-crystal

Cited by 36 publications

References 52 publications

Supramolecular interactions in a 1:1 co-crystal of acridine and 3-chlorothiophene-2-carboxylic acid

Supramolecular interactions in a 1:1 co-crystal of acridine and 3-chlorothiophene-2-carboxylic acid

Co‐crystallization with Nicotinamide in Two Conformations Lowers Energy but Expands Volume

A Bioengineered Nisin Derivative, M21A, in Combination with Food Grade Additives Eradicates Biofilms of Listeria monocytogenes

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