International Flavors & Fragrances Inc.

James A Morris

Mohamad I Farbood

Lynda B McLean

Manfred H Vock

Mark A Sprecker

Kevin P Miller

Myrna L Hagedorn

Arthur E Downey

Lynda J Bienkowski

Laura E Kizer

Gail Harris

Henry A Bondarovich

Eugene W Seitz

Jacob Kiwala

Robert W Blocker

Described are optical isomers of (&plus;) &dgr;-decalactone and (&plus;) &dgr;-dodecalactone which impart, augment and/or enhance the aroma and/or taste of consumable materials including foodstuffs, chewing gums, toothpastes, beverages, fragrance compositions, colognes and perfumed articles such as solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softeners and hair preparations. The optical isomers are produced by means of a two-phase, environmentally friendly fermentation process for producing high yields of (&plus;) &dgr;-decalactone and (&plus;) &dgr;-dodecalactone from the corresponding unsaturated starting materials. The (&plus;) &dgr;-decalactone substantially has the structure:

Optical isomer of delta decalactone and organoleptic uses thereof

A two phase environmentally friendly fermentation process for producing high yields of &dgr;-decalactone and &dgr;-dodecalactone from the corresponding unsaturated starting materials is carried out under oxidative growth conditions using a saccharomyces species. The resulting products impart, augment and/or enhance the aroma and/or taste of consumable materials including foodstuffs, chewing gums, toothpastes, beverages, fragrance compositions, colognes and perfumed articles such as solid or liquid, anionic, cationic, non-ionic or zwitterionic detergents, fabric softeners, and hair preparations.

Process for preparing saturated lactones, products produced therefrom and organoleptic uses of said products

A two phase environmentally friendly fermentation process for producing high yields of .delta.-decalactone and .delta.-dodecalactone from the corresponding unsaturated starting materials is carried out under oxidative growth conditions using a Saccharomyces species. The resulting products impart, augment and/or enhance the aroma and/or taste of consumable materials including foodstuffs, chewing gums, toothpastes, beverages, fragrance compositions, colognes and perfumed articles such as solid or liquid, anionic, cationic, non-ionic or zwitterionic detergents, fabric softeners, and hair preparations.

Process for preparing saturated lactones, products produced therefrom

Described is a process for the preparation of compositions of matter containing octalactones defined according to the structure: ##STR1## which includes the stereoisomers having the structures: ##STR2## by means of the sequential steps of (i) fermentation of caprylic acid or the ethyl ester of caprylic acid defined according to the generic structure: ##STR3## wherein R is hydrogen or ethyl using a microorganism selected from the group consisting of:

Octalactone-containing composition, fermentation process for producing

Described is a microbiological method for producing the lactone, sclareolide having the structure: ##STR1## and a diol having the chemical structure: ##STR2## using a sclareol derivative having one of the structures: ##STR3## wherein a combination of two or more of the compounds as a substrate and using one of the microorganisms:

Process for producing a lactone

Described are smoking tobacco compositions comprising smoking tobacco and intimately admixed therewith an aroma or taste augmenting, enhancing or imparting quantity of a tricyclic ether-substituted acetic acid having the structure: ##STR1##

Tricyclic ether-substituted acetic acid, tobacco flavoring use thereof

Described is a microbiological method for producing the cyclic ether having the chemical structure: ##STR1## using a sclareol derivative having one of the structures: ##STR2## and using the microorganism: Cryptococcus laurentii, ATCC 20920.

Process for producing a cyclic ether

Described is a process for the preparation of compositions of matter containing unsaturated lactones defined according to the generic structure: ##STR1## wherein R represents C.sub.6 alkyl or alkenyl; and X represents C.sub.2, C.sub.4 or C.sub.6 alkylene or alkenylene; with the provisos that R is C.sub.6 alkyl when X is alkenylene and R is C.sub.6 alkenyl when X is alkylene by means of the sequential steps of (i) fermentation of castor oil or ricinoleic acid using a microorganism selected from the group consisting of:

Process for preparing compositions containing unsaturated lactones,

Described is a microbilogical method for producing the lactone, sclareolide and a diol having the chemical structure: ##STR1## using sclareol having the structure: ##STR2## as a substrate and using one of the microorganisms: Cryptococcus albidus (saito [skinner var. albidus]), ATCC 20918

Process for producing diol and lactone and microorganisms capable of same

Flavoring with mixtures of lactones

Discribed is a process for the preparation of C.sub.2 -C.sub.5 alkyl esters of C.sub.4 -C.sub.5 carboxylic acids defined according to the structure: ##STR1## by means of fermentation of one or more C.sub.5 -C.sub.6 amino acids defined according to the structure: ##STR2## in the presence of a C.sub.2 -C.sub.5 alcohol according to the reaction: ##STR3## wherein R.sub.1, R.sub.2 and R.sub.3 each represent hydrogen or methyl with the proviso that at least one of R.sub.1, R.sub.2 and R.sub.3 represents methyl and wherein R represents C.sub.2 -C.sub.5 alkyl and wherein R is the same as R'. Also described are the products produced according to such process as well as their organoleptic utilities for augmenting or enhancing the aroma or taste of consumable materials selected from the group consisting of perfume compositions, colognes, perfumed articles, foodstuffs, chewing gums, medicinal products, toothpastes, chewing tobaccos and smoking tobaccos.

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Howell, NJ, United States of America

James A Morris