Antioxidant and antiglycation activities of the synthesised dipeptide, Asn-Trp, derived from computer-aided simulation of yam dioscorin hydrolysis and its analogue, Gln-Trp

Chuan Hsiao Han, Yin Shiou Lin, Shyr Yi Lin, Wen Chi Hou

Research output: Contribution to journalArticle

18 Citations (Scopus)

Abstract

Previous studies have shown that the Trp residue contributes to a high oxygen radical absorbance capacity (ORAC). Therefore, in this study, a Trp-containing dipeptide derived from a computer-aided simulation of pepsin hydrolysis of the yam tuber, dioscorin - namely, Asn-Trp (NW), and its analogue, Gln-Trp (QW) - were synthesised to compare their antioxidant and antiglycation activities with carnosine, homocarnosine, or glutathione (GSH). The antioxidant assays included hydroxyl radical-scavenging activity, anti-AAPH-induced hemolysis, and ORAC activity. NW had a significantly higher antioxidant activity than had QW and performed much better than carnosine, homocarnosine, or GSH. Using bovine serum albumin (BSA)/galactose or BSA/glucose as experimental models, NW had better antiglycation effects than had QW, as detected by an anti-Nε-(carboxymethyl)lysine (anti-CML) antibody. Moreover, NW and QW (50-200 μM) showed protection against methylglyoxal-induced cell deaths in human umbilical vein endothelial cells. These results suggest that NW, derived from computer-aided simulation of dioscorin hydrolysis, exhibits antioxidant and antiglycation activities, which thus shows the benefits of the yam tuber as an antioxidant-rich food.

Original languageEnglish
Pages (from-to)195-202
Number of pages8
JournalFood Chemistry
Volume147
DOIs
Publication statusPublished - 2014

Fingerprint

Dioscorea
dipeptides
Dipeptides
yams
Computer Simulation
homocarnosine
Hydrolysis
Antioxidants
hydrolysis
carnosine
antioxidants
oxygen radical absorbance capacity
Carnosine
bovine serum albumin
Bovine Serum Albumin
tubers
Reactive Oxygen Species
hemolysis
Pyruvaldehyde
pepsin

Keywords

  • Antioxidant activity
  • Asn-Trp
  • Hemolysis
  • N-(carboxymethyl) lysine (CML)
  • Oxygen radical absorbance capacity (ORAC)
  • Yam tuber dioscorin

ASJC Scopus subject areas

  • Food Science
  • Analytical Chemistry

Cite this

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title = "Antioxidant and antiglycation activities of the synthesised dipeptide, Asn-Trp, derived from computer-aided simulation of yam dioscorin hydrolysis and its analogue, Gln-Trp",
abstract = "Previous studies have shown that the Trp residue contributes to a high oxygen radical absorbance capacity (ORAC). Therefore, in this study, a Trp-containing dipeptide derived from a computer-aided simulation of pepsin hydrolysis of the yam tuber, dioscorin - namely, Asn-Trp (NW), and its analogue, Gln-Trp (QW) - were synthesised to compare their antioxidant and antiglycation activities with carnosine, homocarnosine, or glutathione (GSH). The antioxidant assays included hydroxyl radical-scavenging activity, anti-AAPH-induced hemolysis, and ORAC activity. NW had a significantly higher antioxidant activity than had QW and performed much better than carnosine, homocarnosine, or GSH. Using bovine serum albumin (BSA)/galactose or BSA/glucose as experimental models, NW had better antiglycation effects than had QW, as detected by an anti-Nε-(carboxymethyl)lysine (anti-CML) antibody. Moreover, NW and QW (50-200 μM) showed protection against methylglyoxal-induced cell deaths in human umbilical vein endothelial cells. These results suggest that NW, derived from computer-aided simulation of dioscorin hydrolysis, exhibits antioxidant and antiglycation activities, which thus shows the benefits of the yam tuber as an antioxidant-rich food.",
keywords = "Antioxidant activity, Asn-Trp, Hemolysis, N-(carboxymethyl) lysine (CML), Oxygen radical absorbance capacity (ORAC), Yam tuber dioscorin",
author = "Han, {Chuan Hsiao} and Lin, {Yin Shiou} and Lin, {Shyr Yi} and Hou, {Wen Chi}",
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T1 - Antioxidant and antiglycation activities of the synthesised dipeptide, Asn-Trp, derived from computer-aided simulation of yam dioscorin hydrolysis and its analogue, Gln-Trp

AU - Han, Chuan Hsiao

AU - Lin, Yin Shiou

AU - Lin, Shyr Yi

AU - Hou, Wen Chi

PY - 2014

Y1 - 2014

N2 - Previous studies have shown that the Trp residue contributes to a high oxygen radical absorbance capacity (ORAC). Therefore, in this study, a Trp-containing dipeptide derived from a computer-aided simulation of pepsin hydrolysis of the yam tuber, dioscorin - namely, Asn-Trp (NW), and its analogue, Gln-Trp (QW) - were synthesised to compare their antioxidant and antiglycation activities with carnosine, homocarnosine, or glutathione (GSH). The antioxidant assays included hydroxyl radical-scavenging activity, anti-AAPH-induced hemolysis, and ORAC activity. NW had a significantly higher antioxidant activity than had QW and performed much better than carnosine, homocarnosine, or GSH. Using bovine serum albumin (BSA)/galactose or BSA/glucose as experimental models, NW had better antiglycation effects than had QW, as detected by an anti-Nε-(carboxymethyl)lysine (anti-CML) antibody. Moreover, NW and QW (50-200 μM) showed protection against methylglyoxal-induced cell deaths in human umbilical vein endothelial cells. These results suggest that NW, derived from computer-aided simulation of dioscorin hydrolysis, exhibits antioxidant and antiglycation activities, which thus shows the benefits of the yam tuber as an antioxidant-rich food.

AB - Previous studies have shown that the Trp residue contributes to a high oxygen radical absorbance capacity (ORAC). Therefore, in this study, a Trp-containing dipeptide derived from a computer-aided simulation of pepsin hydrolysis of the yam tuber, dioscorin - namely, Asn-Trp (NW), and its analogue, Gln-Trp (QW) - were synthesised to compare their antioxidant and antiglycation activities with carnosine, homocarnosine, or glutathione (GSH). The antioxidant assays included hydroxyl radical-scavenging activity, anti-AAPH-induced hemolysis, and ORAC activity. NW had a significantly higher antioxidant activity than had QW and performed much better than carnosine, homocarnosine, or GSH. Using bovine serum albumin (BSA)/galactose or BSA/glucose as experimental models, NW had better antiglycation effects than had QW, as detected by an anti-Nε-(carboxymethyl)lysine (anti-CML) antibody. Moreover, NW and QW (50-200 μM) showed protection against methylglyoxal-induced cell deaths in human umbilical vein endothelial cells. These results suggest that NW, derived from computer-aided simulation of dioscorin hydrolysis, exhibits antioxidant and antiglycation activities, which thus shows the benefits of the yam tuber as an antioxidant-rich food.

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KW - Asn-Trp

KW - Hemolysis

KW - N-(carboxymethyl) lysine (CML)

KW - Oxygen radical absorbance capacity (ORAC)

KW - Yam tuber dioscorin

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