IP Library Granted Patent US 10,472,652
Granted Patent B2
US 10,472,652 · App. 15/713,304 · Granted Nov 12, 2019

Chemical engineering processes and apparatus for the synthesis of compounds

Inventors: Richard Peet (Washington, DC); Malcolm J. Kavarana (Fairfax, VA); Robert Winnicki (Cambridge, MA); Marc Donsky (Denver, CO); Mingyang Sun (Dublin, IE)
Assignee: TEEWINOT TECHNOLOGIES LIMITED
C12P7/26A01H6/28A61K31/352C12M21/18C12M41/30C12M41/48C12N9/0004C12N9/1029C12P7/04C12P7/22C12P7/42C12P7/62C12P17/06C12Y121/03007C12Y121/03008C12Y203/01206C12Y205/01102Y02A50/473
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Quick Facts
Patent No.
US 10,472,652
App. No.
15/713,304
Granted
Nov 12, 2019
Kind
B2
Abstract

The present invention provides methods for producing cannabinoids and cannabinoid analogs as well as a system for producing these compounds. The inventive method is directed to contacting a compound according to Formula I or Formula II with a cannabinoid synthase. Also described is a system for producing cannabinoids and cannabinoid analogs by contacting a THCA synthase with a cannabinoid precursor and modifying at least one property of the reaction mixture to influence the quantity formed of a first cannabinoid relative to the quantity formed of a second cannabinoid.

Claims (14)

1. A method of producing one or more cannabinoids comprising:

reacting 3-(3,7-dimethylocta-2,6-diene-1-yl)-2,4-dihydroxy-6-propoyl-1-benzoic acid (CBGVA)

with a recombinant cannabinoid synthase as a catalyst in a reaction mixture, wherein the cannabinoid synthase comprises a THCA synthase or a CBDA synthase;

controlling a property of the reaction mixture to modify the amount of the one or more cannabinoids;

wherein the reaction mixture comprises one or more solvents of dimethyl sulfoxide (DMSO), dimethylformamide (DMF), iso-propoyl alcohol and cyclodextrin, and wherein the amount of the solvent in the reaction mixture is between 5% and 30% (w/v);

wherein the pH of the reaction mixture is between 4.0 to 6.0.

2. The method of claim 1 , further comprising conjugating the recombinant cannabinoid synthase to a solid support.

3. The method of claim 1 , wherein the cannabinoid is a single enantiomer.

4. The method of claim 1 , wherein the enantiomeric purity of the cannabinoid is at least 95%.

5. The method of claim 4 , wherein the enantiomeric purity of the cannabinoid is at least 99%.

6. The method of claim 1 , further comprises producing the recombinant cannabinoid synthase.

7. The method of claim 6 , wherein the step of producing the recombinant cannabinoid synthase comprises overexpressing the recombinant cannabinoid synthase in yeast or in Escherichia coli.

8. The method of claim 1 , further comprising isolating the cannabinoid.

9. The method of claim 1 , further comprising decarboxylating the cannabinoid.

Assignments (6)
SECURITY INTEREST Recorded Nov 23, 2021
From: TEEWINOT TECHNOLOGIES LIMITED
To: TUATARA CAPITAL FUND I, L.P.; TUATARA CAPITAL PARALLEL FUND I, L.P.
Reel/Frame 058194/0448 →
SECURITY INTEREST Recorded Nov 23, 2021
From: TEEWINOT LIFE SCIENCES CORPORATION; TEEWINOT TECHNOLOGIES LIMITED
To: TUATARA CAPITAL FUND I, L.P.; TUATARA CAPITAL PARALLEL FUND I, L.P.
Reel/Frame 058194/0474 →
SECURITY INTEREST Recorded Nov 22, 2021
From: TEEWINOT TECHNOLOGIES LIMITED
To: TUATARA CAPITAL FUND I, L.P.; TUATARA CAPITAL PARALLEL FUND I, L.P.
Reel/Frame 058180/0377 →
SECURITY INTEREST Recorded Nov 22, 2021
From: TEEWINOT LIFE SCIENCES CORPORATION; TEEWINOT TECHNOLOGIES LIMITED
To: TUATARA CAPITAL FUND I, L.P.; TUATARA CAPITAL PARALLEL FUND I, L.P.
Reel/Frame 058182/0033 →
SECURITY INTEREST Recorded Aug 24, 2020
From: TEEWINOT TECHNOLOGIES, LTD.
To: TUATARA CAPITAL FUND I, L.P.
Reel/Frame 053582/0897 →
CHANGE OF NAME Recorded Dec 8, 2017
From: FULL SPECTRUM LABORATORIES LIMITED
To: TEEWINOT TECHNOLOGIES LIMITED
Reel/Frame 044804/0125 →
Continuity (8)
Continuation 15441109 · Feb 23, 2017
Continuation 15430122 · Feb 10, 2017
Continuation 15242189 · Aug 19, 2016
Continuation 15171517 · Jun 2, 2016
Continuation 14836339 · Aug 26, 2015
Continuation PCTUS2014018944 · Feb 27, 2014
Provisional Application 61770766 · Feb 28, 2013
Related Publication 20180230499A1 · Aug 16, 2018