Synthesis of Antioxidant Peptide SCAP1 (Leu-Ala-Asn-Ala-Lys)

AN IMPROVED SYNTHESIS OF PENTAPEPTIDE (SCAP1e) USING SOLID-PHASE METHOD WITH REDUCED RESIN LOADING TIME

“…HMBC correlations (Figure 2) between H 0.97 ppm and C 17.9 ppm dan 41. 6 The analysis result of the obtained NMR data was presented in Table 1.…”

“…The low yields of the products were also seen in the synthesis of SCAP1 analogues SCAP1e (Leu-Ala-Tyr-Ala-Lys) and SCAPf (Leu-Ala-Trp-Ala-Lys) with the synthetic yields of subsequent 7% and 10% [7]. The reasons for the low yield of the synthetic product were described by Sabana et al (2020) and Maharani et al (2020) due to the presence of two alanines, the selection of incorrect protecting group of asparagine, and the higher resin loading value [6][7]. Trityl-protected Asn was found to contribute highly in the process of aggregation than the unprotected Asn [8].…”

“…Antioxidant pentapeptide SCAP1 (Leu-Ala-Asn-Ala-Lys) isolated by Umayaparvathi et al (2018) from the hydrolysate of oyster, has two alanines in the structure [5]. The synthetic effort of SCAP1has been made by Sabana et al (2020) using solid-phase method with Fmoc strategy obtaining the synthetic SCAP1 with 8.28 % yield [6]. The low yields of the products were also seen in the synthesis of SCAP1 analogues SCAP1e (Leu-Ala-Tyr-Ala-Lys) and SCAPf (Leu-Ala-Trp-Ala-Lys) with the synthetic yields of subsequent 7% and 10% [7].…”

Synthesis of Pentapeptide FWKVV (Phe-Trp-Lys-Val-Val) and Its Activity as Antioxidants

“…Research on peptide synthesis has been widely developed, especially for linear pentapeptide compounds that have the potential for antioxidant activity. Sabana et al, (2020) has been synthesized the antioxidant pentapeptide compound SCAP1 (Leu-Ala-Asn-Ala-Lys) using the solid phase peptide synthesis (SPPS) method previously isolated from oyster protein hydrolyzate (Saccostrea cucullata). In addition, nine SCAP1 analogs have been successfully synthesized using the SPPS method.…”

“…Peptide synthesis can be carried out by two methods, namely the solution phase peptide synthesis method and solid-phase peptide synthesis (SPPS) as used in the research of Sabana et al, (2020) and R. Maharani et al, (2020). In solution-phase peptide synthesis, a fully protected peptide segment is needed whereas in SPPS the use of solid supports other than as a place for the extension of the peptide chain also functions as a protective group so that the group that binds to the solid support is automatically protected (Walker & Rapley, 2008).…”