Biotinylated compounds
View Patent ↗The invention provides new biotinylated compounds and methods for their use.
1. A compound of formula I or formula II:
wherein:
each B is independently
X is (C 2 -C 8 )alkyl, (C 2 -C 8 )alkenyl or (C 2 -C 8 )alkynyl, wherein one or more carbon atoms of the (C 2 -C 8 )alkyl, (C 2 -C 8 )alkenyl or (C 2 -C 8 )alkynyl may be optionally replaced with one or more groups independently selected from O, S, C(═O) and NR a provided that the O, S or NR a are not adjacent to any other O, S or NR a , and wherein any (C 2 -C 8 )alkyl, (C 2 -C 8 )alkenyl or (C 2 -C 8 )alkynyl of X is optionally substituted with one or more groups independently selected from halogen, OR b and NR b 2 ;
Y is (C 2 -C 28 )alkyl, (C 2 -C 28 )alkenyl or (C 2 -C 28 )alkynyl, wherein one or more carbon atoms of the (C 2 -C 28 )alkyl, (C 2 -C 28 )alkenyl or (C 2 -C 28 )alkynyl may be optionally replaced with one or more groups independently selected from O, S, C(═O) and NR c provided that the O, S or NR c are not adjacent to any other O, S or NR c , and wherein any (C 2 -C 28 )alkyl, (C 2 -C 28 )alkenyl or (C 2 -C 28 )alkynyl of Y is optionally substituted with one or more groups independently selected from halogen, OR d and NR d 2 ;
W is O or S;
each R a is independently selected from H and (C 1 -C 6 )alkyl;
each R b is independently selected from H and (C 1 -C 6 )alkyl;
each R c is independently selected from H and (C 1 -C 6 )alkyl; and
each R d is independently selected from H and (C 1 -C 6 )alkyl;
or a salt thereof.
2. The compound of claim 1 , which is a compound of formula I:
or a salt thereof.
3. The compound of claim 1 , which is a compound of formula II:
or a salt thereof.
4. The compound of claim 1 , which is a compound of formula Ia:
or a salt thereof.
5. The compound of claim 1 , wherein each B is:
6. The compound of claim 1 , wherein each B is:
7. The compound of claim 1 , wherein W is O.
8. The compound of claim 1 , wherein X is (C 3 -C 8 )alkyl, (C 2 -C 8 )alkenyl or (C 2 -C 8 )alkynyl, wherein one or more carbon atoms of the (C 3 -C 8 )alkyl, (C 2 -C 8 )alkenyl or (C 2 -C 8 )alkynyl may be optionally replaced with one or more groups independently selected from O, S, C(═O) and NR a provided that the O, S or NR a are not adjacent to any other O, S or NR a , and wherein any (C 3 -C 8 )alkyl, (C 2 -C 8 )alkenyl or (C 2 -C 8 )alkynyl of X is optionally substituted with one or more groups independently selected from halogen, OR b and NR b 2 .
9. The compound of claim 1 , wherein X is (C 3 -C 8 )alkyl, wherein one or more carbon atoms of the (C 3 -C 8 )alkyl may be optionally replaced with one or more groups independently selected from O, S, C(═O) and NR a provided that the O, S or NR a are not adjacent to any other O, S or NR a .
10. The compound of claim 1 , wherein X is (C 2 -C 8 )alkyl, (C 2 -C 8 )alkenyl or (C 2 -C 8 )alkynyl.
11. The compound of claim 1 , wherein X is —(CH 2 ) 4 —.
12. The compound of claim 1 , wherein Y is (C 2 -C 28 )alkyl, (C 2 -C 28 )alkenyl or (C 2 -C 28 )alkynyl, wherein one or more carbon atoms of the (C 2 -C 28 )alkyl, (C 2 -C 28 )alkenyl or (C 2 -C 28 )alkynyl may be optionally replaced with one or more groups independently selected from O, S, C(═O) and NR c provided that the O, S or NR c are not adjacent to any other O, S or NR c .
13. The compound of claim 1 , wherein Y is (C 2 -C 28 )alkyl, wherein one or more carbon atoms of the (C 2 -C 28 )alkyl may be optionally replaced with one or more groups independently selected from O, C(═O) and NR c provided that the O or NR c are not adjacent to any other O or NR c .
14. The compound of claim 1 , wherein Y is (C 2 -C 28 )alkyl, wherein one or more carbon atoms of the (C 2 -C 28 )alkyl may be optionally replaced with 1-5 groups independently selected from O and NR c provided that the O or NR c are not adjacent to any other O or NR c .
15. The compound of claim 1 , wherein Y is:
wherein n is 0, 1, 2, 3 or 4;
each Y 1 is independently (C 2 -C 4 )alkyl;
Y 2 is (C 2 -C 6 )alkyl;
Y 3 is —NR Y4 —, —O— or —S—; and
R Y4 is H or (C 1 -C 6 )alkyl.
16. The compound of claim 1 , wherein Y is:
17. The compound of claim 1 , wherein each R a , R b , R c and R d is H.
18. The compound of claim 1 which is:
or a salt thereof.
19. The compound of claim 1 , or a salt thereof, wherein the salt is a pharmaceutically acceptable salt.
20. A composition comprising a compound of claim 1 , or a salt thereof, and an acceptable carrier.