Demonstration of high opioid-like activity in isolated peptides from wheat gluten hydrolysates

Huebner, F. R.; Lieberman, K.W.; Rubino, Raphaël; Wall, Joseph S.

doi:10.1016/0196-9781(84)90180-3

Cited by 54 publications

(26 citation statements)

References 8 publications

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“…This observation was extended with the supposition that exogenous opioids from foods may contribute to the behavioral and communicative dysfunctions of children with autism. In vitro research revealed that gluten [20] and casein [21] have potentially opioid segments called gliadorphins [22] and beta-casomorphins [23], respectively. Intact transport of beta-casomorphins has been shown across intestinal The organic acid test is not validated; microbiologic confirmation of the overgrowth is necessary mucosa in the neonatal period in dogs [24].…”

Section: Autism and Specific Dietsmentioning

confidence: 99%

Autism and gastrointestinal symptoms

Horváth

Perman

2002

Curr Gastroenterol Rep

219

130

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Autism is a collection of behavioral symptoms characterized by dysfunction in social interaction and communication in affected children. It is typically associated with restrictive, repetitive, and stereotypic behavior and manifests within the first 3 years of life. The cause of this disorder is not known. Over the past decade, a significant upswing in research has occurred to examine the biologic basis of autism. Recent clinical studies have revealed a high prevalence of gastrointestinal symptoms, inflammation, and dysfunction in children with autism. Mild to moderate degrees of inflammation were found in both the upper and lower intestinal tract. In addition, decreased sulfation capacity of the liver, pathologic intestinal permeability, increased secretory response to intravenous secretin injection, and decreased digestive enzyme activities were reported in many children with autism. Treatment of digestive problems appears to have positive effects on autistic behavior. These new observations represent only a piece of the unsolved autism "puzzle" and should stimulate more research into the brain-gut connection.

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Section: Autism and Specific Dietsmentioning

confidence: 99%

Autism and gastrointestinal symptoms

Horváth

Perman

2002

Curr Gastroenterol Rep

219

130

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“…The endorphin-like properties of the gluten-derived polypeptides have been well established [77] . These peptides may pass through the blood-brain barrier [78] , influencing behavior, inducing changes in the EEG and determining alterations in neurotransmitter levels [79,80] .…”

Section: Possible Factors Involved In the Association Between CD And mentioning

confidence: 99%

Affective and Psychiatric Disorders in Celiac Disease

Addolorato

Leggio

D’Angelo

et al. 2008

Dig Dis

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Several extraintestinal clinical manifestations have been reported in celiac disease (CD). Among them, growing evidence suggests the association between CD and affective and psychiatric disorders. In this review the most frequent affective and psychiatric disorders associated with CD and the possible mechanisms involved in these associations were analyzed. The available data suggest that screening for CD in patients with affective and/or psychiatric symptoms may be useful since these disorders could be the expression of an organic disease rather than primary psychiatric illnesses.

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“…Zioudrou et al found the opioid activity in the peptic digest of wheat gluten in the assays of both the inhibition of the contraction of the electrically stimulated mouse vas deferens and the inhibition of adenylate cyclase of neuroblastoma X-glioma hybrid cells [ 11. Huebner et al also recognized the presence by the radioreceptor assay [2]. On the other hand, the oral administration of wheat gluten digests prolonged the intestine transit time or increased the plasma insulin level, and the effects were reversed by naloxone [3-Q However, as for the opioid peptides derived from wheat gluten, no information about their structure and character has been obtained until now.…”

Section: Introdijctionmentioning

confidence: 99%

Opioid peptides derived from wheat gluten: Their isolation and characterization

1992

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Four opioid pcptides were isolated rrom the enzymatic digest of wheat gluten. Their struclurcs were Gly-Tyr-Tyr-Pro-Thr, Gly-Tyr-Tyr-Pro,TyrGlyGly-Trp-Leu and Tyr-Gly-Gly-Trp. which were named gluten cxorphins AS, A4. I35 and B4, respectively. The gluten cxorphin AS sequence was found al I5 sites in Ihe primary structure or the high molecular weight glutenin and was highly specific for ckcep~ors. The struaurc-aaivhy relationships orglulcn cxorphins A were unique in lhal the presence bfGly al their N-termini increased their aclivitics. respectively. on Ihe GPI and the MVD assays.Opioid peptidu; Wheat; Glukn: Exorphin; Glutenin INTRODIJCTIONThe presence of opioid peptides in the enzymatic digests of wheat gluten have been recognized. Zioudrou et al. found the opioid activity in the peptic digest of wheat gluten in the assays of both the inhibition of the contraction of the electrically stimulated mouse vas deferens and the inhibition of adenylate cyclase of neuroblastoma X-glioma hybrid cells [ 11. Huebner et al. also recognized the presence by the radioreceptor assay [2]. On the other hand, the oral administration of wheat gluten digests prolonged the intestine transit time or increased the plasma insulin level, and the effects were reversed by naloxone [3-Q However, as for the opioid peptides derived from wheat gluten, no information about their structure and character has been obtained until now. In this paper, we reptirt the isolation and the characterization of four opioid peptides from the enzymatic digest of wheat gluten. MATERIALS AND METHODS I. Chemicrtls und reagents Enzymuric digesriota of w/trot gltrrettWheat gluten (50 mdml solution) was d&s&xl with pepsin (0.5 mdml) in 0.02 N HCI (pH 2.0) for I7 h at 36°C. After the d&lion, the ~1-1 of the solution was adjusted with I N NaOH lo 7.0. Then, the solution was boiled and centrifuged. The supcrnatant was lyophilizcd.The peptic digest (50 mdml solution) was further digest& with trypsin or eirymotrypsin or thermolysin or other enzymes 10.5 mg/ml, respcc tivcly) in distilled water for 5 h al 36*C, boiled and ccntrifug&. PtrrtJkutiort of ycpprirksSeparrrtions of peptides in the diyesls wcrc accomplished by reversed-phase HPLC on an ODS column (Cosmosil 5C,,-AR. 20 x 250 mm, Nacalai Tesquc Inc.). A IO0 mg digest was applied to the column and was elulcd with a linear gradient between 0 to 40% acctonitrile conmining 0.05% TFA at 10 ml/min. The cluatc was monilored at 230 nm. individual fractions were dried with a centrifugal concentrator nnd lheir opioid acliviiies were measured on Lhe MYD assay. The opioid active fractions were purified on an ODS column (Cosmosil SCIfi-AR, 4.6 x 150 mm), a phcnyl siliw column (Cosmosil 5Ph. 4.6 x 250 mm) and cynnopropyl silica column (Cosmosil TCN-R, 4.6 x 250 mm) from Nacalai Tesquc Inc. and a phcnctyl silicacolumn(Dcvelosil PhA-5,4.6 x 250 mm) f'rom Nomurd Chemical Inc.. The columns were developed by a linear gmdicnl between 0 10 50% acctonilrile contaip ing 0.05% TFA or IO mM potassium-sodium phosphate buffer (pH 7) at I ml...

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Demonstration of high opioid-like activity in isolated peptides from wheat gluten hydrolysates

Cited by 54 publications

References 8 publications

Autism and gastrointestinal symptoms

Autism and gastrointestinal symptoms

Affective and Psychiatric Disorders in Celiac Disease

Opioid peptides derived from wheat gluten: Their isolation and characterization

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