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 - DFBPOPIO0097(Opioid peptide)

DFBP ID	DFBPOPIO0097
Peptide sequence	YGFQNA
Type	Native peptide
Peptide/Function name	Opioid peptide, Serorphin

Function-activity relationship

Main bioactivity	Opioid activity
Otheir bioactivity	N.D

Calculated physicochemical properties

Three-letter amino acid

Tyr-Gly-Phe-Gln-Asn-Ala

Single-letter amino acid

YGFQNA

Peptide length

Peptide mass

Experimental mass	Theoretical mass
N.D	698.73 Da ^c

Net charge

0.00 ^c

Isoelectric point (pI)

5.92 ^c

IC₅₀

N.D

pIC₅₀

N.D

GRAVY

-0.6833^c

Hydrophilic residue ratio

50%^c

Peptide calculator

Peptide source & Food-borne protein(s) search

Classification	Animal
Organism/Source	Bovine
Precursor protein	Serum albumin (BSA)
Residue position	f(399-404)
Precursor protein(s) search	Source.1: DFBPPR7691 ---- Milk proteins ---- Albumin Source.2: DFBPPR16189 ---- Animal proteins ---- Albumin Source.3: DFBPPR16797 ---- Animal proteins ---- Albumin Source.4: DFBPPR9044 ---- Animal proteins ---- Albumin Source.5: DFBPPR13788 ---- Animal proteins ---- Albumin
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

Opioid activity

Opioid activity	References
Serorphin showed opioid activities in the opioid assay systems of mouse vas deferens (IC₅₀ = 8.5 uM) and guinea-pig ileum (IC₅₀ = 230 uM). In radioreceptor assays, IC₅₀ values of serorphin were 0.78 uM and 85 uM using 1 nM concentrations of radioligands, i.e. DADLE and DAGO, respectively. Therefore, serorphin is a rather δ-selective ligand opioid peptide.	—
Serorphin behave as opioid agoinst with low potency (IC₅₀ = 85.0 umol/l).	[1]
Opioid agonist activity	[3]

Specific target protein(s)

Specific Target Protein(s):
Delta-type opioid receptor

Taste properties & Structure

Bitterness

Literature report	N.D
Bitter prediction tools	Non-bitter taste ^prediction

SMILES

N[C@@]([H])(Cc1ccc(O)cc1)C(=O)NCC(=O)N[C@@]([H])(Cc1ccccc1)C(=O)N[C@@]([H])(CCC(=O)N)C(=O)N[C@@]([H])(CC(=O)N)C(=O)N[C@@]([H])(C)C(=O)O

Preparation method

Mode of preparation	Enzymatic hydrolysis
Enzyme(s)/starter culture	Hydrolysis with pepsin.

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

The sequence in the reference ^[1] is YGFNA, one less Q, so it's incorrect. The right sequence is: YGFQNA.

Database cross-references

[D1]

[D2]

[D3]

[D4]

Reference(s)

Primary literature	Tani F, Shiota A, Chiba H, Yoshikawa M. Serorphin, an opioid peptide derived from bovine serum albumin[J]. In β-Casomorphins and Related Peptides: Recent Developments, 1994: 49-53. DOI: 10.1016/0031-6865(94)90034-5
Other literature(s)	[1] Meisel H, Fitzgerald R J. Opioid peptides encrypted in intact milk protein sequences [J]. British Journal of Nutrition, 2000, 84(S1):27-31. [2] Park Y W. Bioactive Components in Milk and Dairy Products[M]. 2009. [3] Kostyra E, Sienkiewiczszłapka E, Jarmołowska B, et al. Opioid peptides derived from milk proteins.[J]. Polish Journal of Food & Nutrition Sciences, 2004. [4] Yoshikawa M., Tani F., Shiota H., Usuñ H., Suganuma H., Usuñ K., Kurahashi K., Chiba H., Casoxin D an opioid antagonist/ileum-contracting/vasorelaxing peptide derived from human α_s1-casein. 1994, in: β-Casomorphins and Related Peptides: Recent Developments (eds. Brantl V., Teschemacher H.). VCH, Weinheim, pp. 43–48. [5] Meisel H. Overview on Milk Protein-derived Peptides[J]. International Dairy Journal, 1998, 8(5–6):363-373.
PubDate	1994