CHEMICAL SEMISYNTHESIS OF APROTININ HOMOLOGS AND DERIVATIVES MUTATED IN P' POSITIONS

GROEGER C, Wenzel H, Tschesche H (1991)
JOURNAL OF PROTEIN CHEMISTRY 10(5): 527-533.

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Abstract
An extended concept for the replacement of amino acids in the P' region of aprotinin by chemical semisynthesis is presented. Either fragment condensation with dipeptides protected as tert-butyl ester or stepwise introduction of two single amino acid-tert-butyl esters into a partially esterified aprotinin derivative (with free Lys15-carboxyl group) lacking the amino acids Ala16 and Arg17 leads to aprotinin homologues and derivatives mutated in the P1' and P2' position. This method may complement the recently reported enzymatic synthesis by enabling access to aprotinin homologues and derivatives, which cannot be prepared enzymatically. The synthesis of [Ala17]BPTI and [seco-17/18]BPTI is described in detail.
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GROEGER C, Wenzel H, Tschesche H. CHEMICAL SEMISYNTHESIS OF APROTININ HOMOLOGS AND DERIVATIVES MUTATED IN P' POSITIONS. JOURNAL OF PROTEIN CHEMISTRY. 1991;10(5):527-533.
GROEGER, C., Wenzel, H., & Tschesche, H. (1991). CHEMICAL SEMISYNTHESIS OF APROTININ HOMOLOGS AND DERIVATIVES MUTATED IN P' POSITIONS. JOURNAL OF PROTEIN CHEMISTRY, 10(5), 527-533.
GROEGER, C., Wenzel, H., and Tschesche, H. (1991). CHEMICAL SEMISYNTHESIS OF APROTININ HOMOLOGS AND DERIVATIVES MUTATED IN P' POSITIONS. JOURNAL OF PROTEIN CHEMISTRY 10, 527-533.
GROEGER, C., Wenzel, H., & Tschesche, H., 1991. CHEMICAL SEMISYNTHESIS OF APROTININ HOMOLOGS AND DERIVATIVES MUTATED IN P' POSITIONS. JOURNAL OF PROTEIN CHEMISTRY, 10(5), p 527-533.
C. GROEGER, H. Wenzel, and H. Tschesche, “CHEMICAL SEMISYNTHESIS OF APROTININ HOMOLOGS AND DERIVATIVES MUTATED IN P' POSITIONS”, JOURNAL OF PROTEIN CHEMISTRY, vol. 10, 1991, pp. 527-533.
GROEGER, C., Wenzel, H., Tschesche, H.: CHEMICAL SEMISYNTHESIS OF APROTININ HOMOLOGS AND DERIVATIVES MUTATED IN P' POSITIONS. JOURNAL OF PROTEIN CHEMISTRY. 10, 527-533 (1991).
GROEGER, C, Wenzel, Herbert, and Tschesche, Harald. “CHEMICAL SEMISYNTHESIS OF APROTININ HOMOLOGS AND DERIVATIVES MUTATED IN P' POSITIONS”. JOURNAL OF PROTEIN CHEMISTRY 10.5 (1991): 527-533.
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