Radiolabled glucans covalently linked to a radiometal binding moiety
AssigneeDiatide, Inc.
InventorRichard T. Dean
Life of this patent
Estimating the term…
Abstract
This invention relates to radiodiagnostic agents and reagents for preparing such agents, and also methods for producing radiolabeled radiodiagnostic agents. Specifically, the invention relates to technetium-99m (.sup.99m Tc) labeled agents, methods and kits for making the agents, and methods for using the agents to image pathological sites, including sites of infection, inflammation, cancer and atherosclerosis in a mammalian body. Specifically the agents and reagents are derivatives of oligosaccharides, more specifically .beta.-glucans.
Claims7
A reagent for preparing a scintigraphic imaging agent comprising a specific binding .beta.-glucan covalently linked to a radiometal-binding moiety, wherein the .beta.-glucan is linked to the moiety by a linkage selected from the group consisting of a direct covalent linkage and a linker having a molecular weight less than about 500 Da.
A reagent for preparing a scintigraphic imaging agent comprising a poly-.beta.1-6-glucotriosyl-.beta.1-3-glucopyranose covalently linked to a radiometal-binding moiety.
A reagent for preparing a scintigraphic imaging agent comprising a specific binding .beta.-glucan covalently linked to a radiometal-binding moiety having a formula selected from the group consisting of:
- (a) C(pgp).sup.S -(aa)-C(pgp).sup.S
- wherein (pgp).sup.S is H or a thiol protecting group and (aa) is an amino acid;
- (b) a radiometal complexing group comprising a single thiol moiety having a formula:
- A--CZ(B)--C(R'R")!.sub.n --X
- wherein
- A is H, HOOC, H.sub.2 NOC, (.beta.-glucan)-(linker)-NHOC, (.beta.-glucan)-(linker)-OOC or R"";
- B is H, SH, --NHR'", --N(R'")-(linker)-(.beta.-glucan), or R"";
- X is H, SH, --NHR'", --N(R'")-(linker)-(.beta.-glucan) or R"";
- Z is H or R"";
- R', R", R'" and R"" are independently H or lower straight or branched chain or cyclic alkyl;
- n is 0, 1 or 2;
- and
- where B is --NHR'" or --N(R'")-(linker)-(.beta.-glucan), X is SH, and n is 1 or 2;
- where X is --NHR'" or --N(R'")-(linker)-(.beta.-glucan), B is SH, and n is 1 or 2;
- where B is H or R"", A is HOOC, H.sub.2 NOC, (.beta.-glucan)-(linker)-NHOC, (.beta.-glucan)-(linker)-OOC, X is SH, and n is 0 or 1;
- where A is H or R"", then where B is SH, X is --NHR'" or --N(R'")-(linker)-(.beta.-glucan) and where X is SH, B is --NHR'" or --N(R'")-(linker)-(.beta.-glucan);
- where X is H or R"", A is HOOC, H.sub.2 NOC, (.beta.-glucan)-(linker)-NHOC, (.beta.-glucan)-(linker)-OOC and B is SH;
- where Z is methyl, X is methyl, A is HOOC, H.sub.2 NOC, (.beta.-glucan)-(linker)-NHOC, (.beta.-glucan)-(linker)-OOC, B is SH and n is 0;
- and wherein (.beta.-glucan) represents the covalent attachment of the radiometal binding moiety to the specific binding .beta.-glucan;
- (c) ##STR5## wherein X.dbd.H or a protecting group;
- (amino acid)=any amino acid;
- (d) ##STR6## wherein X.dbd.H or a protecting group;
- (amino acid)=any amino acid;
- (e) ##STR7## wherein each R is independently H, CH.sub.3 or C.sub.2 H.sub.5 ;
- each (pgp).sup.S is independently a thiol protecting group or H;
- m, n and p are independently 2 or 3;
- A=linear or cyclic lower alkyl, aryl, heterocyclyl, a combination thereof, or a substituted derivative thereof;
- and
- (f) ##STR8## wherein each R is independently H, CH.sub.3 or C.sub.2 H.sub.5 ;
- m, n and p are independently 2 or 3;
- A=linear or cyclic lower alkyl, aryl, heterocyclyl, a combination thereof or a substituted derivative thereof;
- V.dbd.H or --CO-(linker)-(.beta.-glucan);
- R'.dbd.H or (linker)-(.beta.-glucan);
- and wherein when V.dbd.H, R'=-(linker)-(.beta.-glucan) and when R'.dbd.H, V.dbd.--CO-(linker)-(.beta.-glucan);
- wherein (linker) is a bond or a divalent radical covalently attached to the .beta.-glucan and to the radiometal-binding moiety and wherein .beta.-glucan represents the covalent attachment of the radiometal binding moiety to the .beta.-glucan.
Dependencies are inferred from the claim text.