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US 6,664,372 B1Granted
Azatide peptidomimetics
AssigneeThe Scripps Research Institute
InventorsKim D. Janda, Hyunsoo Han
Life of this patent
Estimating the term…
Abstract
Peptidomimetic azatides and combinatorial oligoazitide libraries are produced by means of a stepwise synthesis. Combinatorial library construction of this new biomimetic polymer provides a means to fabricate global peptidomimetic libraries.
Claims2
A process for producing precursors of a combinatorial oligoazatide library comprising the following steps:
- Step A:
- providing a soluble homopolymer support with a linker unit attached to said soluble homopolymer support in each of “n” reaction vessels;
- then
- Step B:
- providing “n” Boc-protected aza-amino acids;
- then
- Step C:
- reacting each of the “n” Boc-protected aza-amino acid of said Step B with a carbonyl activation element for producing an activated carbamate of the Boc-protected aza-amino acids capable of coupling with the soluble homopolymer support or with a nascent protected chain thereon, the carbonyl activation element being bis-pentafluorophenyl carbonate;
- then
- Step D:
- adding one of the “n” activated carbamates of said Step C to each of the “n” reaction vessels and coupling the soluble homopolymer support of said Step A with the activated carbamate of said Step C for producing the nascent protected chain in each of the “n” reaction vessels;
- and then
- Step E:
- washing each of the nascent protected chain by precipitation of the soluble homopolymer, thus producing precursors of the combinatorial oligoazatide library.
11 more elements
A process for producing a combinatorial oligoazatide library comprising the following steps:
- Step A:
- providing a soluble homopolymer support with a linker unit attached to said soluble homopolymer support in each of “n” reaction vessels;
- then
- Step B:
- providing “n” Boc-protected aza-amino acids;
- then
- Step C:
- reacting each of the “n” Boc-protected aza-amino acid of said Step B with a carbonyl activation element for producing an activated carbamate of the Boc-protected aza-amino acids capable of coupling with the soluble homopolymer support or with a nascent protected chain thereon, the carbonyl activation element being bis-pentafluorophenyl carbonate;
- then
- Step D:
- adding one of the “n” activated carbamates of said Step C to each of the “n” reaction vessels and coupling the soluble homopolymer support of said Step A with the activated carbamate of said Step C for producing the nascent protected chain in each of the “n” reaction vessels;
- and then
- Step E:
- washing each of the nascent protected chain by precipitation of the soluble homopolymer;
- then
- Step F:
- saving and cataloging an aliquot from each of the “n” reaction vessels;
- then
- Step G:
- pooling all “n” of the reaction vessels into a common pot for forming a mixture of nascent protected chains;
- then
- Step H:
- deprotecting the nascent protected chain in each of the “n” reaction vessels using a mild acid for producing nascent deprotected chains;
- then
- Step I:
- washing each of the nascent deprotected chains by precipitation of the soluble homopolymer;
- Step J:
- equally aliquoting the mixture of nascent deprotected chains from the common pot into the “n” reaction vessels;
- then
- Step K:
- extending the nascent deprotected chains of said Step J by repeating steps A through I “m” times wherein 1≦m ≦100 and wherein the soluble homopolymer support of said Steps A and D is replaced with the nascent deprotected chain of said Step I for producing extended deprotected chains;
- and then
- Step L:
- decoupling and separating the extended deprotected chains in each of the “n” reaction vessels of said Step J from the soluble support by hydrogenation and precipitation, thus producing the combinatorial oligoazatide library.
31 more elements
Dependencies are inferred from the claim text.