IP Library Granted Patent US 12680114
Granted Patent B2
US 12680114 · App. 17/449,218 · Granted Jul 14, 2026

Cyclopropane-containing compounds useful as fuel

Inventors: Pablo Cruz-Morales (Berkeley, CA); Kevin Yin (Berkeley, CA); Robert Bertrand (Oakland, CA); Ethan Oksen (Berkeley, CA); Aidan Cowan (Berkeley, CA); Yuzhong Liu (Berkeley, CA); Eric Sundstrom (San Mateo, CA); Jay D. Keasling (Berkeley, CA)
Assignee: THE REGENTS OF THE UNIVERSITY OF CALIFORNIA
C12P5/002C07K14/36C12N1/16C12N1/20C12N9/1029C12P17/16C12R2001/465C12R2001/645
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Quick Facts
Patent No.
US 12680114
App. No.
17/449,218
Granted
Jul 14, 2026
Kind
B2
Abstract

The present invention provides for a cyclopropane compound having the following chemical formula: wherein α is —H or —COOR, wherein R is —H or an alkyl group, such as —CH 3 , —CH 2 CH 3 , —(CH 2 ) 2 —CH 3 , —(CH 2 ) 3 —CH 3 , or —C(CH 3 ) 3 ; β is each independently wherein at least one β is and, n is an integer from 3 to 11. A fuel composition comprising the cyclopropane compound thereof and a fuel additive. The present invention also provides for a system or genetically modified host cell capable of producing the cyclopropane compound, and a method for producing the cyclopropane compound.

Claims (36)

1 . A cyclopropane compound having the following chemical formula:

wherein α is —H or —COOR, wherein R is —H or an alkyl group;

β is each independently

wherein at least one β is

and, n is 4, 5, 6, 7, 9, 10, or 11; or a mixture thereof.

2 . The cyclopropane compound of claim 1 , wherein the cyclopropane compound has a longest carbon chain with 12 to 24 carbon atoms.

3 . The cyclopropane compound of claim 2 , wherein the cyclopropane compound has a longest carbon chain with 14 to 22 carbon atoms.

4 . The cyclopropane compound of claim 3 , wherein the cyclopropane compound has a longest carbon chain with 16 to 20 carbon atoms.

5 . The cyclopropane compound of claim 1 , wherein the alkyl group is —CH 3 , —CH 2 CH 3 , —(CH 2 ) 2 —CH 3 , —(CH 2 ) 3 —CH 3 , or —C(CH 3 ) 3 .

6 . The cyclopropane compound of claim 1 , wherein the cyclopropane compound comprises or has 2, 3, 4, 5, 6, 7, 8, 9, 10, or 11 βs which are

7 . The cyclopropane compound of claim 6 , wherein the cyclopropane compound comprises or has 3 to 10 βs which are

8 . The cyclopropane compound of claim 7 , wherein the cyclopropane compound comprises or has 5 to 7 β which are

9 . The cyclopropane compound of claim 1 , wherein a

is adjacent to α.

10 . The cyclopropane compound of claim 1 , wherein the cyclopropane compound comprises a chain of 2, 3, 4, 5, 6, 7, 8, 9, 10, or 11

s.

11 . The cyclopropane compound of claim 1 , wherein the cyclopropane compound has the following chemical structure:

12 . A fuel composition comprising (a) a cyclopropane compound of claim 1 , or a mixture thereof; and (b) a fuel additive.

13 . A cyclopropane compound having the following chemical formula:

wherein α is —H or —COOR, wherein R is —H or an alkyl group; β is each independently

wherein at least one β is

wherein n is 3; and, wherein (a) a

is adjacent to α, (b) the cyclopropane compound comprises two

or (c) α is —COOR; or a mixture thereof.

14 . The cyclopropane compound of claim 13 , wherein the alkyl group is —CH 3 , —CH 2 CH 3 , —(CH 2 ) 2 —CH 3 , —(CH 2 ) 3 —CH 3 , or —C(CH 3 ) 3 .

15 . The cyclopropane compound of claim 13 , wherein the cyclopropane compound has the following chemical structure:

16 . A fuel composition comprising (a) a cyclopropane compound of claim 13 , or a mixture thereof; and (b) a fuel additive.

17 . A cyclopropane compound having the following chemical formula:

wherein α is —H or —COOR, wherein R is —H or an alkyl group; β is each independently

wherein the cyclopropane compound consists of 1, 2, 3, 4, 5, 7, or 8,

there are 1, 2, 4, 5, 6, 7, or 8,

and, n is 8; or a mixture thereof.

18 . The cyclopropane compound of claim 17 , wherein the alkyl group is —CH 3 , —CH 2 CH 3 , —(CH 2 ) 2 —CH 3 , —(CH 2 ) 3 —CH 3 , or —C(CH 3 ) 3 .

19 . The cyclopropane compound of claim 17 , wherein the cyclopropane compound has the following chemical structure:

or a mixture thereof.

20 . A fuel composition comprising (a) a cyclopropane compound of claim 17 , or a mixture thereof; and (b) a fuel additive.