GLYCOCHOLIC ACID

CAS: 475-31-0 PH CONTROL AGENT

Glycocholic acid (CAS 475-31-0) is a glycine conjugate of the primary bile acid cholic acid that functions as a surface active agent aiding fat emulsification in biological contexts.

What It Is

Glycocholic acid is a glycine conjugated derivative of cholic acid, a natural bile acid found in the bile of mammals that facilitates fat emulsification and absorption in the digestive tract. It is identified chemically by CAS number 475-31-0 and falls into the biochemical class of bile acids, exhibiting amphipathic properties that enable it to interact with both hydrophilic and hydrophobic substances. As a compound it has been used in biochemical research and laboratory settings to explore surfactant behavior and lipid digestion, although its inclusion in food ingredient inventories does not by itself mean it is a permitted food additive in regulatory practice. Its structure consists of a steroid backbone with hydroxyl functional groups and a glycine conjugate, contributing to its surface-active characteristics. Glycocholic acid is sometimes referenced in chemical suppliers’ catalogs and research studies examining bile acids’ physiological roles in mammals and cell cultures. Glycocholic acid is not widely recognized as a conventional food additive in major jurisdictions and its regulatory status in those contexts requires specific review of applicable inventories and regulations. The compound’s primary role is associated with fat solubilization in biological systems rather than technological food modification per se. Research-grade glycocholic acid is typically used for analytical and experimental purposes related to bile chemistry rather than deliberate formulation in consumer foods. This section defines glycocholic acid as a biochemical surfactant and clarifies its nature as a bile acid conjugate used principally in research and physiological study.

How It Is Made

Industrial and laboratory preparation of glycocholic acid involves chemical synthesis or extraction processes that mirror its natural formation in biological systems, where cholic acid conjugates with glycine under enzymatic catalysis. In the laboratory setting, cholic acid and glycine derivatives can be chemically linked using standard peptide coupling techniques that form the amide bond characteristic of glycocholic acid. These methods are typically carried out under controlled conditions with purification steps, such as crystallization or chromatography, to isolate the target compound for research use. The natural biosynthesis inside organisms involves liver enzymes that catalyze the conjugation of bile acids with glycine or taurine to yield compounds like glycocholic acid, which is then secreted into bile. For commercial reference standards and biochemical reagents, glycocholic acid is synthesized to meet purity requirements for analytical applications, where certificate of analysis documentation is used to confirm identity and quality. Because glycocholic acid is primarily a biochemical reagent rather than a widely used food additive, its production and handling in industrial contexts are aligned with chemical research and analytical standards rather than food-grade manufacturing pipelines. Typical production for research use requires adherence to chemical safety protocols and quality controls that reflect its role as a reference compound in scientific investigations.

Why It Is Used In Food

Glycocholic acid’s technological function relates chiefly to its surface-active properties, which in digestive physiology aid in the emulsification and solubilization of lipids and fat-soluble substances. While it is cataloged in some food ingredient inventories such as FDA’s Substances Added to Food (formerly EAFUS), this listing does not by itself establish that regulatory authorities have approved its intentional use as a functional food additive. Biological surfactants like glycocholic acid can alter interfaces between aqueous and lipid phases, which is why analogous biochemical surfactants are considered for pharmaceutical or research purposes. In the context of human nutrition, bile acids including glycocholic acid perform a natural physiological role in lipid digestion by decreasing surface tension and facilitating access of lipases to lipid substrates, which is the primary basis for interest in their emulsification performance. If used in specialized formulations, the rationale would stem from these emulsifying properties, which assist in dispersing hydrophobic ingredients in aqueous matrices. However, deliberate addition to food products for technological effects such as pH control or emulsification would require regulatory review and authorization in many regions. The presence of glycocholic acid in food ingredient databases reflects its identification rather than broad approval, and such entries should be interpreted with an understanding that inclusion does not equate to explicit regulatory permission for food use.

Adi Example Calculation

Because no specific acceptable daily intake (ADI) has been assigned for glycocholic acid by regulatory authorities in the d sources, a hypothetical illustrative calculation cannot be provided with a verified numeric ADI. Generally, if an ADI were established (for example X mg per kg body weight per day), the total permissible intake for an individual would be that ADI multiplied by the individual’s body weight, yielding a daily exposure limit. Mentioning such calculations without a verified ADI would be speculative, so none is presented here.

Safety And Health Research

Safety and health research on glycocholic acid primarily arises from its role as a biological bile acid rather than from targeted toxicological studies related to food additive use. Investigations in scientific literature often explore how glycocholic acid interacts with cellular membranes, signaling pathways, and lipid metabolism, particularly within the context of digestive physiology and bile acid biology. Regulatory safety evaluations for conventional food additives typically involve genotoxicity, chronic toxicity, and reproductive toxicity studies to establish acceptable daily intakes, but such specific toxicological evaluations tied to intentional food use are not readily apparent for glycocholic acid in the authoritative additive evaluation databases. Research on bile acids in general indicates that these molecules contribute to fat digestion and can influence cellular processes, but claimed physiological effects must be distinguished from regulatory safety assessments relevant to food additive status. In the absence of explicit toxicological evaluation reports for glycocholic acid conducted for food additive authorization, this section emphasizes high-level research contexts rather than definitive safety thresholds.

Regulatory Status Worldwide

Glycocholic acid is listed in databases such as FDA’s Substances Added to Food inventory, which includes entries compiled from multiple sources including food additive regulations, GRAS notices reviewed by trade associations, and expert committees, but inclusion does not necessarily equate to formal food additive approval under specific regulatory provisions. The FDA’s inventory is a tool for identifying ingredients that have been evaluated or notified in some capacity, yet absence of a dedicated regulation section in the Code of Federal Regulations means no explicit authorization d by CFR part for glycocholic acid has been located at this time (fda.approved is null with notes explaining that specific CFR section authorization could not be found). In the European Union, authoritative lists such as the EU’s E-number scheme and EFSA’s evaluations are used to codify approved food additives, and no distinct E-number assignment for glycocholic acid is evident. Internationally, bodies like the Joint FAO/WHO Expert Committee on Food Additives (JECFA) maintain searchable databases of evaluated food additives, but available records do not demonstrate that glycocholic acid has been assigned an INS number or undergone a full JECFA safety evaluation with an established acceptable daily intake. Without confirmed reference to an authoritative additive specification or regulatory authorization, the regulatory status remains that glycocholic acid is recognized and cataloged in inventories and scientific resources, but explicit food additive approvals and numeric intake limits are not documented in the sources d. This narrative explains the distinction between database listing and formal additive approval.

Taste And Functional Properties

Glycocholic acid itself is not characterized primarily by sensory properties in consumer food contexts, as it is typically encountered at levels far below sensory thresholds in physiological systems or laboratory preparations. As a bile acid conjugate, it does not contribute notable taste characteristics such as sweetness, bitterness, or umami when considered in analytical settings, and it is generally used in contexts where sensory impact is not the focus. Functionally, its amphipathic molecular structure allows it to interact with lipids and water simultaneously, giving it the ability to stabilize emulsions or influence interfacial properties. In aqueous solutions, glycocholic acid forms micelles, which are spherical aggregates that encapsulate hydrophobic molecules and facilitate their transport in polar environments. The stability and behavior of these micelles can vary with pH and ionic strength, which underpins the compound’s utility in biochemical studies of lipid-solubilizing systems. In food chemistry, functional surfactants are selected based on properties such as hydrophile-lipophile balance (HLB), and glycocholic acid’s structure suggests it can engage with both polar and nonpolar phases, though systematic evaluations in food matrices are limited. Stability under Heat and pH conditions depends on the specific formulation and environment; as a biochemical molecule, glycocholic acid may degrade at extremes of temperature or pH outside typical physiological ranges. This section characterizes its functional behavior with emphasis on emulsification without asserting unverified sensory contributions.

Acceptable Daily Intake Explained

An acceptable daily intake (ADI) is a risk assessment benchmark representing the estimated amount of a substance that can be ingested daily over a lifetime without appreciable health risk, usually derived from toxicological studies and used by regulatory authorities when approving food additives. For substances that have undergone formal evaluation by bodies like the Joint FAO/WHO Expert Committee on Food Additives (JECFA) or the European Food Safety Authority (EFSA), an ADI is expressed as a milligram amount per kilogram of body weight per day. In the case of glycocholic acid, no specific ADI has been established in the d authoritative additive evaluation sources, and therefore no numeric ADI value is provided here. Instead, this section outlines the concept of ADI and distinguishes it from general biochemical presence in physiology, emphasizing that ADI applies to substances intentionally added to food.

Comparison With Similar Additives

Glycocholic acid differs from conventional food emulsifiers and pH control agents such as lecithin, mono- and diglycerides, citric acid, or sodium citrate because it is a bile acid derivative without a clear regulatory approval for technological food use. Conventional emulsifiers approved for food applications have well-documented functional properties and safety evaluations, whereas glycocholic acid’s principal context is physiological lipid digestion and research. Compared with other surfactants that have recognized E-numbers or FDA listings with explicit use conditions, glycocholic acid’s documented applications remain within biochemical and analytical domains. This comparison highlights that while glycocholic acid’s amphipathic structure shares functional similarity with food emulsifiers, its regulatory and practical usage contexts differ markedly from established food additive emulsifiers.

Common Food Applications Narrative

Glycocholic acid is associated with fat digestion and emulsification processes in the gastrointestinal tract, but its role as an intentional ingredient in processed foods is not established in major food markets. Substances that appear in food additive inventories or technical databases may serve specialized roles in research or analytical chemistry rather than routine formulation in consumer products. In the context of food science, compounds with surface-active properties are often considered in emulsification studies or to support understanding of lipid behavior, but widely used emulsifiers in the food industry are typically food-grade surfactants like lecithin, mono- and diglycerides, and specific glycerol-based esters that have well-defined regulatory allowances. Glycocholic acid may appear in academic literature that examines the interaction of bile acids with food components during digestion, and such studies contribute to foundational understanding of how lipids are processed in the human body. While databases may list glycocholic acid due to its identification and biochemical relevance, it does not feature prominently in conventional food applications because of regulatory, safety, and sensory considerations. Food technologists looking at lipid dispersal and stability commonly reference classes of emulsifiers that have been approved for food use, whereas bile acid derivatives like glycocholic acid remain principally of interest in scientific and clinical research contexts that explore digestive physiology and lipid metabolism.

Safety & Regulations

FDA

  • Notes: No explicit CFR section was found that authorizes glycocholic acid as a direct food additive.

EFSA

  • Notes: No evidence located that EFSA has assigned an E-number or established an ADI for glycocholic acid.

JECFA

  • Notes: No JECFA evaluation with numeric ADI found in the authoritative JECFA database.

Sources

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