title: Enhanced antiviral activity of soybean β-conglycinin-derived peptides by acylation with saturated fatty acids.
abstract: Peptide mixtures prepared from soybean β-conglycinin (7S-peptides) were acylated with saturated fatty acids of different chain length (6C-18C) in order to improve their antiviral activity against Feline calicivirus (FCV) strain F9 which is a typical norovirus surrogate. Among the fatty acids varieties, it was revealed that 7S-peptides acylated with myristic and palmitic acids potently inhibited FCV replication. Myristorylation and palmitoylation of 7S-peptides kept host cells viability at 91.51% and 98.90%, respectively. The infectivity of FCV on Crandell-Reese feline kidney cells was further determined after exposure of initial titer of 10(6.47) TCID₅₀/mL. Myristoylated and palmitoylated 7S-peptides significantly (P < 0.006) reduced FCV infectivity as compared to native 7S-peptides. Native 7S-peptides showed 25% FCV inhibitory activity while myristoylated and palmitoylated 7S-peptides exhibited 98.59% and 99.98% reduction in FCV infectivity, respectively. Myristoylated and palmitoylated 7S-peptides demonstrated higher anti-FCV activity in a wide range of concentration with complete reduction at 25 μg/mL. Surface hydrophobicity was significantly (P < 0.05) increased after attachment of long hydrocarbon fatty acids to 7S-peptides as supported by changes in fluorescence intensity. Enzymatic hydrolysis together with acylation will give an insight into surface and physiological functional lipopeptides derived from soy β-conglycinin.
authors.affiliation: Dept. of Bioscience and Biotechnology, Shinshu Univ., 8304 Minamiminowamura, Nagano 399-4598, Japan.
authors.forename: Athanasia O
authors.initials: AO
authors.lastname: Matemu
authors.forename: Kosuke
authors.initials: K
authors.lastname: Nakamura
authors.forename: Hisataka
authors.initials: H
authors.lastname: Kayahara
authors.forename: Hisashi
authors.initials: H
authors.lastname: Murasawa
authors.forename: Shigeru
authors.initials: S
authors.lastname: Katayama
authors.forename: Soichiro
authors.initials: S
authors.lastname: Nakamura
mesh_terms: D000215:Acylation; D000818:Animals; D052179:Antigens, Plant / Q000009:adverse effects / Q000737:chemistry / Q000494:pharmacology*; D000998:Antiviral Agents / Q000009:adverse effects / Q000737:chemistry / Q000494:pharmacology*; D017250:Caliciviridae Infections / Q000517:prevention & control*; D017927:Calicivirus, Feline / Q000187:drug effects* / Q000472:pathogenicity / Q000502:physiology; D002415:Cats; D002460:Cell Line; D002470:Cell Survival / Q000187:drug effects; D015195:Drug Design; D005517:Foodborne Diseases / Q000517:prevention & control; D005759:Gastroenteritis / Q000517:prevention & control; D005916:Globulins / Q000009:adverse effects / Q000737:chemistry / Q000494:pharmacology*; D057927:Hydrophobic and Hydrophilic Interactions; D019814:Myristic Acid / Q000737:chemistry*; D029322:Norovirus / Q000187:drug effects / Q000472:pathogenicity / Q000502:physiology; D019308:Palmitic Acid / Q000737:chemistry*; D010446:Peptide Fragments / Q000009:adverse effects / Q000737:chemistry / Q000494:pharmacology*; D055314:Seed Storage Proteins / Q000009:adverse effects / Q000737:chemistry / Q000494:pharmacology*; D030262:Soybean Proteins / Q000009:adverse effects / Q000737:chemistry / Q000494:pharmacology*; D013499:Surface Properties; D013501:Surface-Active Agents / Q000009:adverse effects / Q000737:chemistry / Q000494:pharmacology; D014779:Virus Replication / Q000187:drug effects
chemical_list: D052179:Antigens, Plant; D000998:Antiviral Agents; D005916:Globulins; D010446:Peptide Fragments; D055314:Seed Storage Proteins; D030262:Soybean Proteins; D013501:Surface-Active Agents; C013894:beta-conglycinin protein, Glycine max; D019814:Myristic Acid; D019308:Palmitic Acid