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Structure, Naming And Discovery — Evidence Review

By Editorial Desk · published 2025-08-14 · last reviewed 2025-10-01 · Blog

epithalamin comes up often in conversation and rarely with the context attached. Here we lay out the basics in order, then work through the practical considerations.

Updated 2025-10-01. Numbers and descriptions here follow the published literature rather than marketing material.

Structure, Naming and Discovery

The compound is generally described as a synthetic analogue of a fragment isolated from a pineal gland extract. Researchers associated with the Saint Petersburg Institute of Bioregulation and Gerontology introduced it during the 1980s and 1990s while studying short peptides from animal tissue. The original extract, called epithalamin, is a heterogeneous mixture, whereas epitalon is a single defined sequence. That distinction matters because findings reported for the extract are not automatically findings about the pure tetrapeptide, and claims about broader biological effects remain a separate question from the chemical identity described here.

Residue composition is the property that most cleanly separates verified material from mislabelled samples. Alanine, glutamate, aspartate and glycine appear in that order from the N-terminus, and the two acidic residues sit in the middle of the chain. Because the peptide is short, it can be produced by solid-phase synthesis and characterised by mass spectrometry without ambiguity. Any reported sample whose measured mass departs substantially from 390 daltons is a different compound or a degraded mixture rather than epitalon.

Laboratory Handling and Analytical Verification

Identity is normally established by reversed-phase high-performance liquid chromatography combined with mass spectrometry, a pairing that separates components and confirms molecular mass at once. Purity is quoted as a percentage from the chromatogram, and figures above ninety-five percent are a frequent commercial specification. Amino acid analysis or sequencing supplies further confirmation when required. Because many short peptides behave similarly under chromatography, retention time alone does not establish sequence; the mass measurement is what separates one tetrapeptide from another, and certificates should report both.

Short peptides such as AEDG are normally supplied as a freeze-dried solid and are kept dry, cold, and shielded from light. Holding at minus twenty degrees Celsius is common for the long term, while a refrigerator suffices for brief periods before use. The material takes up moisture to some degree, so containers should stay sealed and be allowed to reach room temperature before opening, which limits condensation on the contents. Repeated warming and cooling of a single container is discouraged because it admits water and can lower the amount of intact peptide.

Dissolution is usually performed in water or a suitable aqueous buffer, and the resulting liquid is divided into single-use portions before freezing. Freeze-thaw cycling is a recognised source of loss for short peptides, since each cycle can encourage aggregation or adsorption onto container walls. Working solutions are generally kept cold and used within a short window, although published stability data specific to epitalon are thin. Containers should be marked with concentration and date, and solutions examined for cloudiness before use.

Epitalon at a glance

PropertyValueNotes
Molecular formulaC14H22N4O9Derived from the four constituent residues
Molecular massAbout 390.35 DaMonoisotopic value, confirmed by mass spectrometry
Residue sequenceAla-Glu-Asp-GlyRead from the N-terminus to the C-terminus
Common synonymsEpithalon; AEDGBoth forms appear in reference catalogues
Net charge near neutral pHNegativeTwo acidic side chains give a low isoelectric point

Chemical Identity and Research Background

The compound is described in the literature as a derivative of epithalamin, a preparation obtained from bovine pineal tissue. Work on this peptide family was carried out mainly by a research group in Saint Petersburg beginning in the 1980s, and the substance was later registered for clinical use in Russia under the name Epitalon. Outside that region it is generally treated as a research chemical rather than an approved medicine. Statements about its biological activity rest on a relatively small number of studies, and independent replication remains limited.

In its supplied form epitalon is a white to off-white powder, usually lyophilized and often hygroscopic. It dissolves readily in water and in aqueous buffers, and it is commonly handled as the acetate or trifluoroacetate salt to improve stability during purification and drying. The amide backbone is labile in aqueous media, so solutions are less durable than the dry solid. Handling notes in the chemical literature therefore emphasize keeping the powder dry, cool and shielded from light until it is dissolved.

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Analytical Characterization and Stability

Identity testing for epitalon relies on reversed-phase high-performance liquid chromatography for purity and mass spectrometry for mass confirmation. Because the sequence contains no tryptophan or tyrosine, ultraviolet detection at 280 nanometres is insensitive, so chromatographic methods usually monitor absorbance near 214 nanometres, where the peptide backbone absorbs. Electrospray ionisation or matrix-assisted laser desorption/ionisation then checks the intact mass against the expected value near 390 daltons. Peptide mapping or amino acid analysis after acid hydrolysis can supplement these measurements, although such confirmatory work is seldom reported on commercial certificates of analysis.

Stability of the tetrapeptide follows ordinary peptide chemistry rather than any unusual structural feature. The aspartate-glycine pair is prone to aspartimide formation under mildly basic or neutral conditions, and deamidation can follow, altering both mass and chromatographic retention. Dry lyophilised powder kept at or below minus twenty degrees Celsius is the usual handling recommendation, with repeated freeze-thaw cycles avoided. Once dissolved in neutral aqueous buffer, degradation proceeds over days to weeks depending on pH and temperature, while acidic conditions generally slow the aspartimide route. A formal stability-indicating study has not been published in the indexed literature.

Notes from published material

=== Detection in body fluids === Zolpidem may be quantitated in blood or plasma to confirm a diagnosis of poisoning in people who are hospitalized, to provide evidence in an impaired driving arrest, or to assist in a medicolegal death investigation. Blood or plasma zolpidem concentrations are usually in a range of 30–300 μg/L in persons receiving the drug therapeutically, 100–700 μg/L in those arrested for impaired driving, and 1000–7000 μg/L in victims of acute overdosage. Analytical techniques, in general, involve gas or liquid chromatography.

30 June PAVN/VC mortar shells destroyed the Phuoc Long pagoda in Chanh Hiep, Bình Dương Province; one Buddhist monk was killed and ten persons wounded. Three members of the People's Self-Defense Force were kidnapped from Phu My, Biên Hòa Province. Two U.S. military policemen were shot and killed by an ARVN Lieutenant colonel during a conflict at a nightclub in Saigon.

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=== Discontinued === Alprazolam inhalation (AZ-002; FNP-002; Staccato® alprazolam; STAP-001; UCB-7538) – GABAA receptor positive allosteric modulator and benzodiazepine [7] Alprazolam intranasal (Panistat) – GABAA receptor positive allosteric modulator and benzodiazepine [8] BTG-1640 (ABIO-08/01; ABIO-0801) – undefined mechanism of action [9] Eglumetad (Eglumegad; LY-354740) – metabotropic glutamate mGlu2 and mGlu3 receptor agonist [10] JNJ-19567470 (CRA-5626; R-317573) – corticotropin releasing factor receptor 1 (CRF1R) antagonist [11] Nefazodone (BMY-13754; Dutonin; MJ-13754; MS-13754; Nefadar; Serzone) – serotonin 5-HT1A receptor ligand, serotonin 5-HT2A and 5-HT2C receptor antagonist, α1- and α2-adrenergic receptor antagonist, weak serotonin–norepinephrine–dopamine reuptake inhibitor (SNDRI), and other actions [12] Xenon (NBTX-001) – ionotropic glutamate NMDA receptor antagonist [13]

Transdermal selegiline does not cause sexual dysfunction and may improve certain domains of sexual function, for instance sexual interest, maintaining interest during sex, and sexual satisfaction. These benefits were apparent in women but not in men. The lack of sexual dysfunction with transdermal selegiline is in contrast to many other antidepressants, such as the selective serotonin reuptake inhibitors (SSRIs) and serotonin–norepinephrine reuptake inhibitors (SNRIs), which are associated with high rates of sexual dysfunction. Transdermal selegiline patches have been underutilized in the treatment of depression compared to other antidepressants. A variety of factors contributing to this underutilization have been identified. One major factor is the very high cost of transdermal selegiline, which is often not covered by insurance and frequently proves to be prohibitive. Conversely, other widely available antidepressants are much cheaper in comparison.

Sources: en.wikipedia.org

Further detail

Following comprehensive lifestyle modifications, the average maintained weight loss is more than 3 kg (6.6 lb) or 3% of total body mass, and could be sustained for five years, and up to 20% of the individuals maintain a weight loss of at least 10% (average of 33 kg). There is some evidence that fast weight loss produce greater long-term weight loss than gradual weight loss. Moderate on-site comprehensive lifestyle changes produce a greater weight loss than usual care, of 2 to 4 kg on average in 6 to 12 months. High-intensity comprehensive programs usually yield more weight loss than moderate or low-intensity, with about 35% to 60% of overweight individuals maintaining more than 5 kg weight loss after 2 years. The NICE devised a set of essential criteria to be met by commercial weight management organizations to be approved. The Transtheoretical Model (TTM) has been used as a framework to assist the design of lifestyle modification programmes, including weight management. A systematic review found that there is insufficient evidence to draw conclusions regarding the effects of TTM-based programs targeting weight loss that included dietary or physical activity interventions, or both (and also combined with other interventions), on sustainable weight loss (one year or longer) in overweight and obese adults. However, very low quality evidence points that this approach may induce positive changes in physical activity and dietary habits, such as increased in exercise duration and frequency, improvement in fruits and vegetables consumption, and reduced dietary fat intake.

Huáng bǎi (黃栢 or 黃柏, literally "yellow cypress"), huáng bó (黃柏) or huáng bò (黃檗) is one of the fifty fundamental herbs of traditional Chinese medicine. Known also as Cortex Phellodendri, it is the bark of one of two species of Phellodendron tree: Phellodendron amurense or Phellodendron chinense.

=== 1H—31P HSQC === The use of 1H—31P HSQC is relatively uncommon in lipidomics, however use of 31P in lipidomics dates back to the 1990s. The use of this technique is limited with respect to mass spectrometry due to its requirement for much bigger sample size, however the combination of 1H—31P HSQC with mass spectrometry is regarded as a thorough approach to lipidomics and techniques for 'dual spectroscopy' are becoming available.

== Absolute size-exclusion chromatography == Absolute size-exclusion chromatography (ASEC) is a technique that couples a light scattering instrument, most commonly multi-angle light scattering (MALS) or another form of static light scattering (SLS), but possibly a dynamic light scattering (DLS) instrument, to a size-exclusion chromatography system for absolute molar mass and/or size measurements of proteins and macromolecules as they elute from the chromatography system. The definition of "absolute" in this case is that calibration of retention time on the column with a set of reference standards is not required to obtain molar mass or the hydrodynamic size, often referred to as hydrodynamic diameter (DH in units of nm). Non-ideal column interactions, such as electrostatic or hydrophobic surface interactions that modulate retention time relative to standards, do not impact the final result. Likewise, differences between conformation of the analyte and the standard have no effect on an absolute measurement; for example, with MALS analysis, the molar mass of inherently disordered proteins are characterized accurately even though they elute at much earlier times than globular proteins with the same molar mass, and the same is true of branched polymers which elute late compared to linear reference standards with the same molar mass. Another benefit of ASEC is that the molar mass and/or size is determined at each point in an eluting peak, and therefore indicates homogeneity or polydispersity within the peak.

Sources: en.wikipedia.org

Background from the literature

== External links == Media related to Protons at Wikimedia Commons Particle Data Group at LBL Large Hadron Collider Eaves, Laurence; Copeland, Ed; Padilla, Antonio (Tony) (2010). "The shrinking proton". Sixty Symbols. Brady Haran for the University of Nottingham. MIT proton visualization project: Inside the Proton, the 'Most Complicated Thing You Could Possibly Imagine', Quanta Magazine, Oct 19 2022 Visualizing the Proton, Arts at MIT, 2022

== Clinical significance == Cavin-2/SDPR is shown to act as a metastasis suppressor by xenograft studies utilizing breast cancer cell lines. Cavin-2 may elicit its metastasis suppressor function by directly interacting with ERK and limiting its pro-survival role. Moreover, it is suggested that cavin-2 is silenced during breast cancer progression by promoter DNA methylation. Metastasis suppressor role of cavin-2 may go beyond breast cancer since tumor samples from bladder, colorectal, lung, pancreatic, and ovarian cancers as well as sarcomas also exhibited loss of cavin-2 expression.

==== Wittig-Still rearrangement ==== The 2,3-Wittig rearrangement is a useful carbon-carbon bond forming reaction that transforms an allyl ether into a homoallylic alcohol. However, a significant limitation of this reaction is the difficulty in forming the alkoxy-substituted carbanion which initiates the 2,3-sigmatropic rearrangement. Traditionally, this required the use of a strong base and the presence of a stabilizing group to enable deprotonation of the ether substrate. In 1978, Still dramatically increased the scope of the 2,3-Wittig rearrangement by introducing an organotin-substituted ether as a precursor to the alkoxy-substituted carbanion. In this procedure, transmetalation of the organotin group can be achieved chemoselectively at low temperature using n-butyllithium to form an alpha-lithiated ether that undergoes the desired 2,3-sigmatropic rearrangement. This variation of the traditional 2,3-Wittig reaction is known as the Wittig-Still rearrangement.

Sources: en.wikipedia.org

Frequently asked questions

What is epitalon made of?

It is a four-amino-acid peptide built from alanine, glutamate, aspartate and glycine in that order. Its formula is C14H22N4O9, and it is made by chemical synthesis rather than extracted from tissue. The synthetic peptide is a single defined molecule, unlike the pineal extracts it is often compared with.

Are epitalon and epithalon different compounds?

No. The two spellings refer to the same tetrapeptide, and the difference reflects transliteration from Russian. Laboratories and catalogues use both forms interchangeably. The material is also indexed as AEDG, taken from the one-letter codes of its residues.

How does epitalon differ from epithalamin?

Epithalamin is a mixed preparation derived from animal pineal tissue and contains many peptides. Epitalon is one synthetic sequence chosen for study from that broader mixture. Statements about one do not transfer directly to the other.

How is epitalon identified in a laboratory?

Reversed-phase high-performance liquid chromatography is run alongside mass spectrometry. The chromatogram separates components and gives a purity figure, while the mass spectrum confirms that the measured molecular mass matches the expected sequence. Neither measurement on its own is treated as sufficient.

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