Peptide properties

1Top 2Function-activity relationship 3Calculated physicochemical properties 4Peptide source & Food-borne protein(s) search 5Biological/Functional activity & target protein 6Taste properties & Structure 7Preparation method 8Stability & Cytotoxicity 9Additional information 10Database cross-references 11Reference(s)

List of peptide properties

DFBP ID - DFBPANOX0018(Antioxidative peptide)

DFBP ID	DFBPANOX0018
Peptide sequence	HPHL
Type	Native peptide
Peptide/Function name	Antioxidative peptide

Function-activity relationship

Main bioactivity	Antioxidative activity
Otheir bioactivity	N.D

Calculated physicochemical properties

Three-letter amino acid

His-Pro-His-Leu

Single-letter amino acid

HPHL

Peptide length

Peptide mass

Experimental mass	Theoretical mass
N.D	502.57 Da ^c

Net charge

0.00 ^c

Isoelectric point (pI)

7.95 ^c

IC₅₀

N.D

pIC₅₀

N.D

GRAVY

-1.0500^c

Hydrophilic residue ratio

50%^c

Peptide calculator

Peptide source & Food-borne protein(s) search

Classification	Designed peptide
Organism/Source	Designed peptide
Precursor protein	Designed peptide based on the antioxidative peptide: LLPHH
Residue position	N.D
Precursor protein(s) search	Source.1: DFBPPR1102 ---- Plant proteins ---- APETALA2-like protein 3 Source.2: DFBPPR1128 ---- Plant proteins ---- Polyamine oxidase 4 Source.3: DFBPPR1499 ---- Plant proteins ---- Protein kinase and PP2C-like domain-containing protein Source.4: DFBPPR1515 ---- Plant proteins ---- Serine/threonine-protein kinase Nek3 Source.5: DFBPPR1567 ---- Plant proteins ---- Protein argonaute PNH1 Source.6: DFBPPR1746 ---- Plant proteins ---- Protein LAX PANICLE 2 Source.7: DFBPPR1943 ---- Plant proteins ---- Naringenin 7-O-methyltransferase Source.8: DFBPPR2120 ---- Plant proteins ---- Putative cyclin-dependent kinase F-2 Source.9: DFBPPR2545 ---- Plant proteins ---- Serine/threonine-protein kinase Nek1 Source.10: DFBPPR3498 ---- Plant proteins ---- Actin-related protein 6 Source.11: DFBPPR4788 ---- Plant proteins ---- Putative B3 domain-containing protein Os03g0621600 Source.12: DFBPPR4934 ---- Plant proteins ---- U-box domain-containing protein 70 Source.13: DFBPPR5032 ---- Plant proteins ---- NAD(P)H-dependent 6'-deoxychalcone synthase Source.14: DFBPPR7612 ---- Milk proteins ---- Butyrophilin subfamily 1 member A1 Source.15: DFBPPR7632 ---- Milk proteins ---- Receptor tyrosine-protein kinase erbB-4 Source.16: DFBPPR7686 ---- Milk proteins ---- Kappa-casein Source.17: DFBPPR7695 ---- Milk proteins ---- Kappa-casein Source.18: DFBPPR7715 ---- Milk proteins ---- Kappa-casein Source.19: DFBPPR8492 ---- Milk proteins ---- Kappa-casein Source.20: DFBPPR8516 ---- Milk proteins ---- Butyrophilin subfamily 1 member A1 Source.21: DFBPPR18525 ---- Animal proteins ---- Lipoyltransferase 1, mitochondrial Source.22: DFBPPR19112 ---- Animal proteins ---- Ubiquitin-like-conjugating enzyme ATG3 Source.23: DFBPPR19164 ---- Animal proteins ---- RNA-binding protein with serine-rich domain 1 Source.24: DFBPPR19746 ---- Animal proteins ---- tRNA pseudouridine(38/39) synthase Source.25: DFBPPR19772 ---- Animal proteins ---- ADP-dependent glucokinase Source.26: DFBPPR20239 ---- Animal proteins ---- Speckle-type POZ protein Source.27: DFBPPR20492 ---- Animal proteins ---- Microtubule-associated protein 10 Source.28: DFBPPR20782 ---- Animal proteins ---- Deoxynucleotidyltransferase terminal-interacting protein 1 Source.29: DFBPPR21775 ---- Animal proteins ---- Protein FAM193B Source.30: DFBPPR22241 ---- Animal proteins ---- von Willebrand factor A domain-containing protein 7 Source.31: DFBPPR22658 ---- Animal proteins ---- Protein phosphatase 1 regulatory subunit 32 Source.32: DFBPPR9186 ---- Animal proteins ---- Growth factor receptor-bound protein 10 Source.33: DFBPPR10157 ---- Animal proteins ---- CD40 ligand Source.34: DFBPPR10165 ---- Animal proteins ---- DNA helicase MCM8 Source.35: DFBPPR10466 ---- Animal proteins ---- Steroid 17-alpha-hydroxylase/17,20 lyase Source.36: DFBPPR11038 ---- Animal proteins ---- Cytosolic endo-beta-N-acetylglucosaminidase Source.37: DFBPPR11089 ---- Animal proteins ---- Endosomal/lysosomal potassium channel TMEM175 Source.38: DFBPPR14940 ---- Microorganism protein ---- CCR4-Not complex 3'-5'-exoribonuclease subunit Ccr4 Source.39: DFBPPR15465 ---- Microorganism protein ---- 2',3'-cyclic-nucleotide 3'-phosphodiesterase
Link-research Inductive analysis	There are no literature reports on the discovery of this sequence in other food-source proteins.

Biological/Functional activity & target protein

Antioxidative activity

The peptide HPHL was designed based on an antioxidative peptide (Leu-Leu-Pro-His-His) derived from proteolytic digests of a soybean protein. It showed moderate antioxidative activity, as shown in Table 1.

Table 1. Synergistic Effects of Synthetic Peptides on the Antioxidative Activity of Nonpeptidic Antioxidants ^a
	Antioxidative activity
	peptide	+BHA	+BHT	+tocopherol
Antioxidant
	1.0
BHA		2.4
BHT			1.9
tocopherol				1.3
Synthetic Peptide
HPLH	0.6	13.1 (4.4)	5.7 (2.3)	7.2 (3.8)
HHLP	0.9	16.1 (4.9)	5.7 (2.0)	9.4 (4.3)
HL	0.9	7.4 (2.2)	3.2 (1.1)	3.9 (1.8)
HLPH	1.2	9.3 (2.6)	3.4 (1.1)	3.9 (1.8)
LLPH	1.2	2.5 (0.7)	1.4 (0.5)	0.9 (0.4)
PLHH	1.6	10.3 (2.6)	6.9 (2.0)	10.1 (3.5)
HPHL	1.6	14.3 (3.6)	6.2 (1.8)	10.1 (3.5)
HH	2.3	13.6 (2.9)	5.9 (1.4)	8.2 (2.3)
LLHH	2.4	14.0 (2.9)	6.5 (1.5)	9.1 (2.5)
HHPLL	2.6	14.2 (2.8)	5.7 (1.3)	9.2 (2.4)
HLHP	2.7	11.9 (2.3)	4.5 (1.0)	6.4 (1.6)
LPHH	2.7	11.4 (2.2)	6.2 (1.3)	7.6 (1.9)
HHPL	2.9	14.2 (2.7)	6.4 (1.3)	8.1 (1.9)
LHPH	2.9	15.0 (2.8)	6.3 (1.3)	9.8 (2.3)
LH	3.0	12.1 (2.2)	6.1 (1.2)	9.2 (2.1)
LLPHH	3.0	9.3 (1.7)	4.8 (1.0)	3.1 (0.7)
HLH	3.2	14.0 (2.5)	4.3 (0.8)	6.5 (1.4)
LLPHHH	3.3	12.4 (2.2)	5.8 (1.1)	5.1 (1.1)
LHH	3.8	14.0 (2.3)	6.3 (1.1)	8.9 (1.7)
PHH	5.8	16.4 (2.0)	6.6 (0.9)	9.4 (1.3)
^a Antioxidative activity was evaluated by the ferric thiocyanate method. The assay was performed with 40 μM peptides, 100 μM BHA and BHT, and 10 μM tocopherol. The number in parentheses is the magnitude of synergistic effect: (activity of peptide + antioxidant) / (activity of peptide) + (activity of antioxidant). Data represent the mean of three replications.

Specific target protein(s)

N.D

Taste properties & Structure

Bitterness

Literature report	N.D
Bitter prediction tools	Bitter taste ^prediction

SMILES

N[C@@]([H])(CC1=CN=C-N1)C(=O)N1[C@@]([H])(CCC1)C(=O)N[C@@]([H])(CC1=CN=C-N1)C(=O)N[C@@]([H])(CC(C)C)C(=O)O

Preparation method

Mode of preparation	Chemical synthesis
Enzyme(s)/starter culture	Peptides were prepared by the fluorenylmethoxycarbonyl (Fmoc)-strategy using a simultaneous multiple peptide synthesizer (model PSSM-8, Shimadzu).

Stability & Cytotoxicity

Peptide stability

Literature report:	N.D
EHP-Tool:	Enzymatic Hydrolysis Prediction Tool (EHP-Tool)

Peptide cytotoxicity

Literature report:	N.D
Prediction:	ToxinPred

Additional information

N.D

Database cross-references

[D1]

[D2]

[D3]

[D4]

Reference(s)

Primary literature	Matoba N, Yamada Y, Yoshikawa M. Design of a genetically modified soybean protein preventing hypertension based on an anti-hypertensive peptide derived from ovalbumin. Curr Med Chem Cardiovasc Hematol Agents. 2003 Jun;1(2):197-202. PMID: 15320699 DOI: 10.2174/1568016033477496
Other literature(s)	[1] Tsuge N, Eikawa Y, Nomura Y, et al. Antioxidative Activity of Peptides Prepared by Enzymatic Hydrolysis of Egg-white Albumin.[J]. Nippon Nogeikagaku Kaishi, 1991, 65(11):1635-1641. [2] Chen, H.M., et al., Antioxidative properties of histidine-containing peptides designed from peptide fragments found in the digests of a soybean protein. Journal of Agricultural and Food Chemistry, 1998. 46(1): p. 49-53. [3] Chen H M, Muramoto K, Yamauchi F. Structural Analysis of Antioxidative Peptides from Soybean. beta.-Conglycinin[J]. J.agric.food Chem, 1995, 43(3):574-578.
PubDate	2003