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US 2012/0071612 A1Published application
Method for the production of polyamino acid random copolymers
AssigneeSigma-Aldrich Co.
InventorEttigounder Ponnusamy
Life of this patent
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Abstract
The present invention provides a method for the production of polyamino acid copolymers. In particular, the method may be utilized to produce high quality polyamino acid random copolymers.
Claims37
A method for the production of a polyamino acid random copolymer, the method comprising:
- a. polymerizing a mixture comprising at least one N-carboxyanhydride comprising Formula (I) and at least one N-carboxyanhydride comprising Formula (II) in the presence of a polymerization initiator to form a random copolymer comprising a repeat unit comprising Formula (Ia) and a repeat unit comprising Formula (Ila);
- wherein:
- the N-carboxyanhydride comprising Formula (I) corresponds to the following structure:
- the N-carboxyanhydride comprising Formula (II) corresponds to the following structure:
- the repeat unit comprising Formula (Ia) corresponds to the following structure:
- the repeat unit comprising Formula (IIa) corresponds to the following structure:
- b. hydrolyzing R1 from the repeat unit comprising Formula (la) in the presence of a base to form the polyamino acid random copolymer comprising repeat units corresponding to Formula (IIa) and (Ib), the repeat unit comprising Formula (Ib) corresponding to the following structure:
- wherein:
- R1 is an alkyl;
- R2 is selected from the group consisting of {—}CH2CH(CH3)2;
- {—}CH3;
- {—}CH(CH3)2;
- {—}(CH2)3;
- {—}H;
- {—}CH2OH;
- {—}CH2C(O)NH2;
- {—}(CH2)2C(O)NH2;
- {—}(CH2)2SCH3;
- {—}(CH2)indolyl;
- {—}(CH2)benzyl;
- {—}(CHCH3)CH2CH3;
- {—}(CH)OHCH3;
- {—}(CH2)SH;
- {—}(CH2)C6H4OH;
- {—}(CH2)C3N2H4;
- {—}(CH2)4NH3+;
- and {—}(CH2)3NHC(N+H2)NH2;
- X is hydrogen or an alkali metal
- m is 1 or 2;
- and
- n is an integer.
28 more elements
A method for the production of a polyamino acid random copolymer, the method comprising:
- a. polymerizing a mixture comprising at least one N-carboxyanhydride comprising Formula (I) and at least one N-carboxyanhydride of tyrosine comprising Formula (III) in the presence of a polymerization initiator to form a random copolymer comprising a repeat unit comprising Formula (la) and a repeat unit comprising Formula (IIIa);
- wherein:
- the N-carboxyanhydride comprising Formula (I) corresponds to the following structure:
- the N-carboxyanhydride comprising Formula (III) corresponds to the following structure:
- the repeat unit comprising Formula (Ia) corresponds to the following structure:
- the repeat unit comprising Formula (IIIa) corresponds to the following structure:
- b. hydrolyzing R1 from the repeat unit comprising Formula (Ia) in the presence of a base to form the polyamino acid random copolymer comprising repeat units corresponding to Formula (IIIa) and (Ib), the repeat unit comprising Formula (Ib) corresponding to the following structure:
- wherein:
- R1 is an alkyl;
- X is hydrogen or an alkali metal
- m is 1 or 2;
- and
- n is an integer.
10 more elements
Dependencies are inferred from the claim text.