Gutierrez-del-Rio, I., Brugerolle de Fraissinette, N., Castelo-Branco, R., Oliveira, F., Morais, J., Redondo-Blanco, S., ... & Reis, M. A. (2020). Chlorosphaerolactylates A–D: Natural lactylates of chlorinated fatty acids isolated from the cyanobacterium Sphaerospermopsis sp. LEGE 00249. Journal of Natural Products, 83(6), 1885-1890.

Abstract. Four natural lactylates of chlorinated fatty acids, chlorosphaerolactylates A–D (1–4), were isolated from the methanolic extract of the cyanobacterium Sphaerospermopsis sp. LEGE 00249 through a combination of bioassay-guided and MS-guided approaches. Compounds 1–4 are esters of (mono-, di-, or tri)chlorinated lauric acid and lactic acid, whose structures were assigned on the basis of spectrometric and spectroscopic methods inclusive of 1D and 2D NMR experiments. High-resolution mass-spectrometry data sets also demonstrated the existence of other minor components that were identified as chlorosphaero(bis)lactylate analogues. The chlorosphaerolactylates were tested for potential antibacterial, antifungal, and antibiofilm properties using bacterial and fungal clinical isolates. Compounds 1–4 showed a weak inhibitory effect on the growth of Staphylococcus aureus S54F9 and Candida parapsilosis SMI416, as well as on the biofilm formation of coagulase-negative Staphylococcus hominis FI31. Copyright © 2020, American Chemical Society

СИДЛИНГ, Д. Р., АНУНСОН, П. Н., & КАННИНГЕМ, К. Т. ПРОТИВОМИКРОБНАЯ КОМПОЗИЦИЯ, СОДЕРЖАЩАЯ АЦИЛЛАКТИЛАТ И ГЛИКОЛЬ, И СПОСОБЫ ПОДАВЛЕНИЯ МИКРОБНОГО РОСТА ПОСРЕДСТВОМ ЕЕ ПРИМЕНЕНИЯ.

АННОТАЦИЯ: Изобретение относится к средствам подавления микробного роста. Противомикробная композиция содержит ациллактилат, выбранный из группы, состоящей из изостеароиллактилата натрия, капроил/лауроиллактилата натрия, лауроиллактилата натрия и их комбинаций, гликоль, выбранный из группы, состоящей из пропиленгликоля, 1,2-гександиола, метилпропандиола, изопентилдиола и их комбинаций, и носитель. Носитель содержит воду, при этом вода составляет более 95% по весу композиции. Необязательно противомикробная композиция содержит один или более ингредиентов, выбранных из группы, состоящей из регулирующего значения рН ингредиента и отдушки. Противомикробная композиция предназначена для использования в способе подавления микробного роста в продукте путем нанесения её на продукт. Также противомикробная композиция наносится на подложку с получением противомикробных салфеток. Предлагаемая противомикробная композиция обеспечивает эффективное удаление микробиологического загрязнения на любых поверхностях, продуктах питания и гигиенических продуктов, предотвращает повторное загрязнение, является безопасной для человека и животного. 4 н. и 9 з.п. ф-лы, 7 табл., 23 пр.

Sodium caproyl/Lauroyl Lactylate  is a chemical compound consisting of two different chemical compounds: Sodium Capryl Lactylate and Sodium lauroyl lactylate: sodium salt of the esterification process of lactic acid esters lauric acid, capric acid.

The name describes the structure of the molecule:

• "Sodium" indicates the presence of a sodium cation in the molecule.
• "Caproyl/Lauroyl" refer to the alkyl chains derived from caproic and lauric fatty acids.
• "Lactylate" indicates that the molecule is an ester of lactic acid.

Raw materials in the production of Sodium Caproyl/Lauroyl Lactylate.

• Caproic acid (Hexanoic acid) and Lauric acid. These are fatty acids used as the raw materials.
• Lactylate. Derived from lactic acid, which in turn can be produced by fermenting sugars.
• Sodium hydroxide. Acts as a neutralizing agent.

Step-by-step summary of industrial chemical synthesis process:

• Ester formation. Caproic acid and lauric acid react with lactylate to form the desired ester.
• Neutralization. The acidic ester is then neutralized with sodium hydroxide to form the sodium salt.
• Purification. Any remaining impurities are removed through purification processes.

It appears as a water-soluble amber-coloured liquid.

What it is used for and where

Cosmetics

Sodium caproyl/Lauroyl Lactylate  is a multifunctional active ingredient for cleansing and reducing oiliness of the skin with antimicrobial properties against microorganisms that cause dandruff and athlete's foot. Also suitable for scalp.

Anti-sebum.  Controls and reduces emissions from the sebaceous glands, which are responsible for greasy, enlarged pores in the skin, where it occurs, particularly on the forehead, cheeks, nose and hair. Adjuvant in the treatment of acne.

Antimicrobial agent. This ingredient is able to suppress or inhibit the growth and replication of a broad spectrum of microorganisms such as bacteria, fungi and viruses by making the stratum corneum temporarily bactericidal and fungicidal.

Cleansing agent. Ingredient that cleanses skin without exploiting the surface-active properties that produce a lowering of the surface tension of the stratum corneum. 

Surfactant - Emulsifying agent. Emulsions are thermodynamically unstable and are used to soothe or soften the skin and emulsify, so they need a specific, stabilising ingredient. This ingredient forms a film, lowers the surface tension and makes two immiscible liquids miscible. A very important factor affecting the stability of the emulsion is the amount of the emulsifying agent. Emulsifiers have the property of reducing the oil/water or water/oil interfacial tension, improving the stability of the emulsion and also directly influencing the stability, sensory properties and surface tension of sunscreens by modulating the filmometric performance.

Surfactant - Cleansing agent. Cosmetic products used to cleanse the skin utilise the surface-active action that produces a lowering of the surface tension of the stratum corneum, facilitating the removal of dirt and impurities. 

CAS        13557-74-9   13557-75-0

Recommended dosage 0.3-1%.

Commercial Applications

Cosmetics and Skincare Products. Used as an emulsifier, skin conditioning agent, and thickener.

Food Industry. Acts as an emulsifier and conditioning agent in various food products.

Hair Care Products. Might be found in shampoos and conditioners as a conditioning agent.

Sodium caproyl/Lauroyl Lactylate studies