# US 9,518,282 B2 · Method for utilizing monoterpene glycosyltransferase > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 9,518,282 B2 - Document ID: US9518282B2 - Status: Granted - Kind: B2 - Application number: 13/997,683 - Filed: 2011-12-27 - Published: 2014-01-16 - Granted: 2016-12-13 - Earliest claimed: 2010-12-28 - Assignees: Suntory Holdings Limited - Applicants: Eiichiro Ono; Nobuo Tsuruoka - Inventors: Eiichiro Ono; Nobuo Tsuruoka - Web page: https://patentgrep.com/patent/US9518282B2 ## CPC - C12P 19/44: Preparation of O-glycosides, e.g. glucosides {(polysaccharides and not substituted disaccharides C12P19/04, C12P19/12)} - A23L 27/36: {Terpene glycosides} - A61K 8/602: {Glycosides, e.g. rutin} - A61K 8/64: Proteins; Peptides; Derivatives or degradation products thereof - A61Q 19/00: Preparations for care of the skin - C12N 9/1048: {Glycosyltransferases (2.4)} - C12N 9/1051: {Hexosyltransferases (2.4.1)} - C12N 15/8257: {for the production of primary gene products, e.g. pharmaceutical products, interferon} - C12P 19/18: produced by the action of a glycosyl transferase, e.g. alpha-, beta- or gamma-cyclodextrins - C12Y 204/01: Hexosyltransferases (2.4.1) - Y02P 20/52: using catalysts, e.g. selective catalysts - C12P: FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE {(brewing of beer C12C; producing vinegar C12J; producing specific peptides or proteins C07K; producing enzymes C12N9/00; DNA or RNA concerning genetic engineering, vectors, e.g. plasmids, or their isolation, preparation or purification C12N15/00; measuring or testing processes involving enzymes or microorganisms C12Q; measuring or testing processes involving nucleic acid amplification reactions C12Q1/6844; fermentation processes to form a food composition, A21 or A23; compounds in general, see the relevant compound class, e.g. C01, C07)} - A23L: FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF (preservation thereof A23B) - A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D) - A61Q: SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS - C12N: MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA (microbiological testing media C12Q1/00) - C12Y: ENZYMES - Y02P: CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS ## Abstract The object of the present invention is to provide a novel method for producing a terpene 8-glycoside. The present invention provides a method for producing a terpene 8-glycoside by means of glycosyltransferase acting on the 8-position of terpenes. The present invention provides a transformant transformed with a gene for the glycosyltransferase acting on the 8-position of terpenes and a method for producing such a transformant. The present invention provides a plant modified to suppress the expression of a protein having glycosylation activity on the 8-position of a monoterpene compound. ## Claims ### Claim 1 A method for producing a monoterpene 8-glycoside, which comprises: (i) reacting a protein of any one selected from the group consisting of (a) to (c) shown below, a UDP-sugar, and a monoterpene compound to cause glycosylation at the 8-position of the monoterpene compound; wherein the monoterpene compound is 8-hydroxygeraniol or 8-hydroxylinalool: (a) a protein which consists of the amino acid sequence shown in SEQ ID NO: 2 or 9; (b) a protein which consists of an amino acid sequence with deletion, substitution, insertion and/or addition of 1 to 10 amino acids in the amino acid sequence shown in SEQ ID NO: 2 or 9 and which has glycosylation activity on the 8-position of a monoterpene compound; and (c) a protein which has an amino acid sequence sharing a sequence identity of 90% or more with the amino acid sequence shown in SEQ ID NO: 2 or 9 and which has glycosylation activity on the 8-position of a monoterpene compound; and (ii) purifying the 8-glycoside of the monoterpene compound generated in step (i). ### Claim 2 (depends on 1) The method according to claim 1, wherein the UDP-sugar is UDP-glucose. ### Claim 3 A non-human transformant transformed with a polynucleotide of any one selected from the group consisting of (a) to (e): (a) a polynucleotide containing the nucleotide sequence shown in SEQ ID NO: 1, 3, 8 or 10; (b) a polynucleotide encoding a protein which consists of the amino acid sequence shown in SEQ ID NO: 2 or 9; (c) a polynucleotide encoding a protein which consists of an amino acid sequence with a deletion, substitution, insertion and/or addition of 1 to 10 amino acids in the amino acid sequence shown in SEQ ID NO: 2 or 9 and which has glycosylation activity on the 8-position of a monoterpene compound; and (d) a polynucleotide encoding a protein which has an amino acid sequence sharing a sequence identity of 90% or more with the amino acid sequence shown in SEQ ID NO: 2 or 9 and which has glycosylation activity on the 8-position of a monoterpene compound. ### Claim 4 (depends on 3) The transformant according to claim 3, which contains the nucleotide sequence shown in SEQ ID NO: 1, 3, 8 or 10. ### Claim 5 (depends on 3) The transformant according to claim 3, wherein the polynucleotide is inserted into an expression vector. ### Claim 6 (depends on 3) The transformant according to claim 3, which is a plant. ### Claim 7 (depends on 3) An extract of the transformant according to claim 3, wherein the extract is prepared by homogenizing the transformant to obtain a homogenate, centrifuging the homogenate to obtain a supernatant, and collecting the supernatant as the extract. ### Claim 8 (depends on 7) A food, an aromatic, a pharmaceutical preparation or an industrial raw material, which comprises the extract according to claim 7. ### Claim 9 (depends on 3) A method for producing a protein having glycosylation activity on the 8-position of a monoterpene compound, which comprises culturing the non-human transformant according to claim 3, wherein the monoterpene compound is 8-hydroxygeraniol or 8-hydroxylinalool.