Method and compositions
AssigneeBangor University
InventorsMark Stephen Baird, Juma'a Raheem Najeem Al Dulayymi, Johan Adriaan Marc Grooten, Seppe Vander Beken, Maximilliano Maza-Inglesias
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Abstract
A method of preparing a compound of formula (III): (M)x-(S)y-(M′)z (III) wherein x is from 1 to 6, y is from 1 to 12, z is from 0 to 10, each M and each M′ is independently a mycolic acid residue including a β-hydroxy acid moiety and each S is a monosaccharide unit; the method comprising reacting one or more mycolic acids with one or more saccharide units wherein the hydroxyl group of each β-hydroxy acid moiety is protected prior to reaction with the one or more saccharide units.
Claims11
A method of detecting a pathogen, the method comprising:
- contacting a body fluid of a person or animal suspected of having an infectious disease with a composition comprising a compound which is at least 90% pure of formula (III):
- (M)x-(S)y-(M′)z (III)
- wherein x is from 1 to 6, y is from 1 to 12, z is from 0 to 10, each M and each M′ is independently a mycolic acid residue including a β-hydroxy acid moiety and each S is a monosaccharide unit;
- wherein each M and M′ is independently selected from a mycolic acid residue of formula (IV):
- wherein R is an optionally-substituted alkyl or alkenyl group;
- R1 is an optionally-substituted alkly or alkenyl group;
- R4 is an optionally-substituted alkylene or alkenylene group;
- each of R2 and R3 is an optionally-substituted alkylene or alkenylene group;
- Y is CH2;
- X includes a cyclopropyl moiety or an alkene;
- and Z includes a cyclopropyl group or the moiety C=A or C-AR5, wherein A is O, S, or NR5;
- and the each R5 may independently be hydrogen or an alkyl group;
- and
- determining whether an antibody in the body fluid has bound to the compound of formula III.
A method of treating a disease of the immune system in a mammal, the method comprising:
- administering to the mammal an effective amount of a composition comprising a compound which is at least 90% pure of formula (III):
- (M)x-(S)y-(M′)z (III)
- wherein x is from 1 to 6, y is from 1 to 12, z is from 0 to 10, each M and each M′ is independently a mycolic acid residue including a β-hydroxy acid moiety and each S is a monosaccharide unit;
- wherein each M and M′ is independently selected from a mycolic acid residue of formula (IV):
- wherein R is an optionally-substituted alkyl or alkenyl group;
- R1 is an optionally-substituted alkly or alkenyl group;
- R4 is an optionally-substituted alkylene or alkenylene group;
- each of R2 and R3 is an optionally-substituted alkylene or alkenylene group;
- Y is CH2;
- X includes a cyclopropyl moiety or an alkene;
- and Z includes a cyclopropyl group or the moiety C=A or C-AR5, wherein A is O, S, or NR5;
- and the each R5 may independently be hydrogen or an alkyl group.
A method of vaccination of a mammal, the method comprising administering to the mammal a vaccine composition comprising an antigen and a compound which is at least 90% pure of formula (III):
- (M)x-(S)y-(M′)z (III)
- wherein x is from 1 to 6, y is from 1 to 12, z is from 0 to 10, each M and each M′ is independently a mycolic acid residue including a β-hydroxy acid moiety and each S is a monosaccharide unit;
- wherein each M and M′ is independently selected from a mycolic acid residue of formula (IV):
- wherein R is an optionally-substituted alkyl or alkenyl group;
- R1 is an optionally-substituted alkly or alkenyl group;
- R4 is an optionally-substituted alkylene or alkenylene group;
- each of R2 and R3 is an optionally-substituted alkylene or alkenylene group;
- Y is CH2;
- X includes a cyclopropyl moiety or an alkene;
- and Z includes a cyclopropyl group or the moiety C=A or C-AR5, wherein A is O, S, or NR5;
- and the each R5 may independently be hydrogen or an alkyl group.
Dependencies are inferred from the claim text.