Building block capable of transferring a functional entity
First Claim
Patent Images
1. A building block of the general formula
Complementing Element—
- Linker—
Carrier—
C—
F-connecting group—
Functional entity precursor capable of transferring a functional entity to a recipient reactive group, wherein Complementing Element is a group identifying the functional entity precursor, Linker is a chemical moiety comprising a Spacer and a S—
C-connecting group, wherein the Spacer is a valence bond or a group distancing the functional entity precursor to be transferred from the complementing element and the S—
C-connecting group connects the spacer with the Carrier, Carrier is selected among the groups wherein the Linker attaches to the Carrier through Y and W═
CH or N R2═
H, -Halogen, —
NO2, —
CN, —
C(Halogen)3, —
C(O)R3, —
C(O)NHR3, C(O)NR32, —
NC(O)R3, —
S(O)2NHR3, —
S(O)2NR32, —
S(O)2R3, —
P(O)2—
R3, —
P(O)—
R3, —
S(O)—
R3, P(O)—
OR3, —
S(O)—
OR3, —
N+R33, wherein p is an integer of 0 to 3, R3═
H, C1-C6 alkyl, C1-C6 alkenyl, C1-C6 alkynyl, or aryl, and Halogen is F, Cl, Br, or I, Y=absent, C1-C6 Alkylene, C1-C6 Alkenylene, C1-C6 Alkynylene, Arylene, Heteroarylene, Carbonyl, or —
SO2CH2—
, C—
F-connecting group is where the carrier is connected to the left hand side of the formulae and X═
—
C—
, —
S—
, —
P—
, —
S(O)—
or —
P(O)—
, V═
O, S, NH, or N—
C1-C6 alkyl, and Z=O, S, and Functional entity precursor is H or selected among the group consisting of a C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C4-C8 alkadienyl, C3-C7 cycloalkyl, C3-C7 cycloheteroalkyl, aryl, and heteroaryl, said group being substituted with 0-3 R4, 0-3 R5 and 0-3 R9, or selected among the group consisting of C1-C3 alkylene-NR42, C1-C3 alkylene-NR4C(O)R8, C1-C3 alkylene-NR4C(O)OR8, C1-C2 alkylene-O—
NR42, C1-C2 alkylene-O—
NR4C(O)R8, and C1-C2 alkylene-O—
NR4C(O)OR8 substituted with 0-3 R9. where R4 is H or selected independently among the group consisting of C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C7 cycloalkyl, C3-C7 cycloheteroalkyl, aryl, heteroaryl, said group being substituted with 0-3 R9 and R5 is selected independently from —
N3, —
CNO, —
C(NOH)NH2, —
NHOH, —
NHNHR6, —
C(O)R6, —
SnR63, —
B(OR6)2, —
P(O)(OR6)2 or the group consisting of C2-C6 alkenyl, C2-C6 alkynyl, C4-C8 alkadienyl said group being substituted with 0-2 R7, where R6 is selected independently from H, C1-C6 alkyl, C3-C7 cycloalkyl, aryl or C1-C6 alkylene-aryl substituted with 0-5 halogen atoms selected from —
F, —
Cl, —
Br, and —
I; and
R7 is independently selected from —
NO2, —
COOR6, —
COR6, —
CN, —
OSiR63, —
OR6 and —
NR62. R8 is H. C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C7 cycloalkyl, aryl or C1-C6 alkylene-aryl substituted with 0-3 substituents independently selected from —
F, —
Cl, —
NO2, —
R3, —
OR3, —
SiR33 R9 is ═
O, —
F, —
Cl, —
Br, —
I, —
CN, —
NO2, —
OR6, —
NR62, —
NR6—
C(O)R8, —
NR6—
C(O)OR8, —
SR6, —
S(O)R6, —
S(O)2R6, —
COOR6, —
C(O)NR62 and —
S(O)2NR62.
0 Assignments
0 Petitions
Accused Products
Abstract
A building block having the dual capabilities of transferring the genetic information e.g. by recognising an encoding element and transferring a functional entity to a recipient reactive group is disclosed. The building block can be designed with an adjustable transferability taking into account the components of the building block. The building block may be used in the generation of a single complex or libraries of different complexes, wherein the complex comprises an encoded molecule linked to an encoding element. Libraries of complexes are useful in the quest for pharmaceutically active compounds.
-
Citations
25 Claims
-
1. A building block of the general formula
Complementing Element—- Linker—
Carrier—
C—
F-connecting group—
Functional entity precursorcapable of transferring a functional entity to a recipient reactive group, wherein Complementing Element is a group identifying the functional entity precursor, Linker is a chemical moiety comprising a Spacer and a S—
C-connecting group, wherein the Spacer is a valence bond or a group distancing the functional entity precursor to be transferred from the complementing element and the S—
C-connecting group connects the spacer with the Carrier,Carrier is selected among the groups wherein the Linker attaches to the Carrier through Y and W═
CH or N R2═
H, -Halogen, —
NO2, —
CN, —
C(Halogen)3, —
C(O)R3, —
C(O)NHR3, C(O)NR32, —
NC(O)R3, —
S(O)2NHR3, —
S(O)2NR32, —
S(O)2R3, —
P(O)2—
R3, —
P(O)—
R3, —
S(O)—
R3, P(O)—
OR3, —
S(O)—
OR3, —
N+R33, wherein p is an integer of 0 to 3, R3═
H, C1-C6 alkyl, C1-C6 alkenyl, C1-C6 alkynyl, or aryl, and Halogen is F, Cl, Br, or I, Y=absent, C1-C6 Alkylene, C1-C6 Alkenylene, C1-C6 Alkynylene, Arylene, Heteroarylene, Carbonyl, or —
SO2CH2—
,C—
F-connecting group iswhere the carrier is connected to the left hand side of the formulae and X═
—
C—
, —
S—
, —
P—
, —
S(O)—
or —
P(O)—
, V═
O, S, NH, or N—
C1-C6 alkyl, and Z=O, S, andFunctional entity precursor is H or selected among the group consisting of a C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C4-C8 alkadienyl, C3-C7 cycloalkyl, C3-C7 cycloheteroalkyl, aryl, and heteroaryl, said group being substituted with 0-3 R4, 0-3 R5 and 0-3 R9, or selected among the group consisting of C1-C3 alkylene-NR42, C1-C3 alkylene-NR4C(O)R8, C1-C3 alkylene-NR4C(O)OR8, C1-C2 alkylene-O—
NR42, C1-C2 alkylene-O—
NR4C(O)R8, and C1-C2 alkylene-O—
NR4C(O)OR8 substituted with 0-3 R9.where R4 is H or selected independently among the group consisting of C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C7 cycloalkyl, C3-C7 cycloheteroalkyl, aryl, heteroaryl, said group being substituted with 0-3 R9 and R5 is selected independently from —
N3, —
CNO, —
C(NOH)NH2, —
NHOH, —
NHNHR6, —
C(O)R6, —
SnR63, —
B(OR6)2, —
P(O)(OR6)2 or the group consisting of C2-C6 alkenyl, C2-C6 alkynyl, C4-C8 alkadienyl said group being substituted with 0-2 R7,where R6 is selected independently from H, C1-C6 alkyl, C3-C7 cycloalkyl, aryl or C1-C6 alkylene-aryl substituted with 0-5 halogen atoms selected from —
F, —
Cl, —
Br, and —
I; and
R7 is independently selected from —
NO2, —
COOR6, —
COR6, —
CN, —
OSiR63, —
OR6 and —
NR62. R8 is H. C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C7 cycloalkyl, aryl or C1-C6 alkylene-aryl substituted with 0-3 substituents independently selected from —
F, —
Cl, —
NO2, —
R3, —
OR3, —
SiR33 R9 is ═
O, —
F, —
Cl, —
Br, —
I, —
CN, —
NO2, —
OR6, —
NR62, —
NR6—
C(O)R8, —
NR6—
C(O)OR8, —
SR6, —
S(O)R6, —
S(O)2R6, —
COOR6, —
C(O)NR62 and —
S(O)2NR62.- View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23)
-
3. The compound according to claim 1, wherein the Spacer is C1-C6 alkylene-A-, C1-C6 alkenylene-A-, C2-C6 alkynylene-A-, or
-
4. The compound according to claim 1, wherein Spacer is -A-, a group C1-C6 alkylene-A-, C2-C6 alkenylene-A-, or C2-C6 alkynylene-A-optionally substituted with 1 to 3 hydroxy groups, or
-
5. A compound according to claim 4, wherein the spacer is C2-C6 alkenylene-A, said spacer being connected through A to a moiety selected from
-
6. A compound according to claim 4, wherein the spacer is -A-,
-
7. A compound according to claim 6, wherein the phosphorus group is a phosphate or thiophosphate group attached to a 3′
- or 5′
end of a complementing element.
- or 5′
-
8. A compound according to claim 1, wherein the S—
- C-connecting group is a valence bond, —
NH—
C(═
O)—
, —
NH—
C(═
O)—
C1-C6 alkylene-, —
S—
S—
, —
S—
S—
C1-C6 alkylene-, —
C1-C6 alkylene-S—
S—
, —
C(═
O)—
NH—
(C1-C6 alkylene)-,
- C-connecting group is a valence bond, —
-
9. A compound according claim 1, wherein the S—
- C-connecting group is a valence bond, —
NH—
C(═
O)—
, —
NH—
C(═
O)—
C1-C6 alkylene-, —
S—
S—
, —
S—
S—
C1-C6 alkylene-, —
C(═
O)—
NH—
(C1-C6 alkylene)-,
- C-connecting group is a valence bond, —
-
10. A compound according to claim 1, wherein the S—
- C-connecting group is —
S—
S—
, —
C1-C6 alkylene-S—
S—
, —
C(═
O)—
NH—
(C1-C6 alkylene)-, —
C(═
O)—
, or —
C(═
O)-Arylene-C(R10)2—
NR10—
C(═
O)—
, where the right hand side of the formulae connects to the carrier.
- C-connecting group is —
-
11. A compound according to claim 1, wherein the S—
- C-connecting group is —
S—
S—
, —
C(═
O)—
, or —
C(═
O)-Arylene-C(R10)2—
NR10—
C(═
O)—
, where the right hand side of the formulae connects to the carrier.
- C-connecting group is —
-
12. The compound according to claim 1, wherein the S—
- C-connecting group is a valence bond, —
NH—
C(═
O)—
, —
S—
S—
, or —
C(═
O)—
NH—
, where the right hand side of the formulae connects to the carrier.
- C-connecting group is a valence bond, —
-
13. A compound according to claim 1, wherein the carrier is
-
14. A compound according to claim 1, wherein the carrier is
-
15. A compound according to claim 1, wherein the C—
- F-connecting group is
-
16. A compound according to claim 1, wherein Complementing element is a nucleic acid.
-
17. A compound according to claim 1, wherein Complementing element is a sequence of nucleotides selected from the group of DNA, RNA, LNA PNA, morpholino derivatives, or combinations thereof.
-
18. A compound according to claim 1, wherein the Functional entity precursor is H or selected among the group consisting of a C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C4-C8 alkadienyl, C3-C7 cycloalkyl, C3-C7 cycloheteroalkyl, aryl, and heteroaryl, said group being substituted with 0-3 R5 and 0-3 R9, or selected among the group consisting of C1-C3 alkylene-NR42, C1-C3 alkylene-NR4C(O)R8, C1-C3 alkylene-NR4C(O)OR8, C1-C2 alkylene-O—
- NR42, C1-C2 alkylene-O—
NR4C(O)R8, and C1-C2 alkylene-O—
NR4C(O)OR8 substituted with 0-3 R9.
- NR42, C1-C2 alkylene-O—
-
19. A compound according to claim 1, wherein the Functional entity precursor is H or selected among the group consisting of C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C4-C8 alkadienyl, C3-C7 cycloalkyl, C3-C7 cycloheteroalkyl, aryl, and heteroaryl, said group being substituted with 0-3 R5 and 0-3 R9.
-
20. A compound according to claim 1, wherein Functional entity precursor is selected among the group consisting of C1-C3 alkylene-NR42, C1-C3 alkylene-NR4C(O)R8, C1-C3 alkylene-NR4C(O)OR8, C1-C2 alkylene-O—
- NR42, C1-C2 alkylene-O—
NR4C(O)R8, and C1-C2 alkylene-O—
NR4C(O)OR8 substituted with 0-3 R9.
- NR42, C1-C2 alkylene-O—
-
21. A library of compounds according to claim 1, wherein each different member of the library comprises a complementing element having a unique sequence of nucleotides, which identifies the functional entity.
-
22. A method for transferring a functional entity to a recipient reactive group, comprising the steps of
providing one or more building blocks according to claim 1, contacting the one or more building blocks with a corresponding encoding element associated with a recipient reactive group under conditions which allow for a recognition between the one or more complementing elements and the encoding elements, said contacting being performed prior to, simultaneously with, or subsequent to a transfer of the functional entity to the recipient reactive group. -
23. The method according to claim 22, wherein the encoding element comprises one or more encoding sequences comprised of 1 to 50 nucleotides and the one or more complementing elements comprise a sequence of nucleotides complementary to one or more of the encoding sequences.
- Linker—
-
24. The method of 22, wherein the recipient reactive group is an amine group, which may be part of a chemical scaffold, and the linkage between the functional entity precursor and the scaffold is of the general chemical structure:
-
Scaffold-NH—
X(═
V)-Functional entity precursorIn which X═
—
C—
, —
S—
, —
P—
, —
S(O)—
, or —
P(O)—
, andV═
O, S, NH, or N—
C1-C6 alkyl.- View Dependent Claims (25)
-
Specification