What are Alkylamines and Other Biogenic Amines?
Alkylamines belong to a broader category of naturally occurring compounds known as biogenic amines. These are formed primarily through the decarboxylation of amino acids by microbial action, which is a key process in food fermentation, aging, and spoilage. The level of these amines in food can be influenced by factors such as storage time, temperature, and cooking methods. While the presence of these compounds is normal and often contributes to flavor, certain individuals, particularly those with a deficiency in enzymes like diamine oxidase (DAO), may experience adverse reactions like headaches, skin irritations, and gastrointestinal issues. Common examples of biogenic amines found in foods include histamine, tyramine, and phenylethylamine.
Foods Rich in Biogenic Amines
High levels of biogenic amines are commonly found in a wide variety of foods, with concentrations typically increasing during processing and maturation. Understanding which foods to monitor can be helpful for those with sensitivities.
Fermented and Aged Foods
Fermentation and aging are processes that deliberately encourage microbial activity, leading to higher amine content.
- Cheeses: Aged and strong-flavored cheeses like mature cheddar, parmesan, Swiss, and blue cheeses have some of the highest amine levels due to prolonged fermentation. Milder cheeses and fresh dairy products typically have much lower amounts.
- Fermented Vegetables and Sauces: Sauerkraut, kimchi, miso, soy sauce, and fish sauce are common sources. The levels can vary widely based on the specific fermentation process and duration.
- Alcoholic Beverages: Wine, particularly red wine, beer, and other fermented alcoholic drinks are known to contain histamine and other amines.
- Yeast Extracts: Products like Marmite and Vegemite are concentrated sources of amines.
Meats, Fish, and Poultry
Processing and cooking heavily influence the amine content in animal products.
- Processed and Cured Meats: Salami, bacon, ham, sausages, and aged beef often contain high levels of tyramine and other biogenic amines.
- Smoked and Canned Fish: Canned tuna, salmon, sardines, anchovies, and smoked fish are significant sources. Scombroid poisoning, caused by high histamine in spoiled fish, is a well-known example of amine-related toxicity.
- Cooked Meats: High-temperature cooking methods such as grilling, barbecuing, and pan-frying can produce harmful heterocyclic aromatic amines (HAAs), a specific type of amine.
Fruits and Vegetables
While often seen as healthy, some plant-based foods can also contain significant amine levels, especially when ripe.
- Ripe and Overripe Fruit: As fruits ripen and begin to soften, their amine content, including histamine and serotonin, increases. This is particularly true for ripe bananas, avocados, and certain berries.
- Selected Vegetables: Tomatoes, spinach, eggplant, and broad beans are known sources. Processed tomato products like paste and sauce are also high in amines.
Other Sources
- Chocolate and Cocoa Products: Phenylethylamine is a biogenic amine found in chocolate. The content increases as the cocoa ferments.
- Nuts and Seeds: Certain nuts, especially walnuts, almonds, and peanuts, contain amines, as do roasted nuts and peanut butter.
- Condiments: Vinegar, especially non-malt types, soy sauce, miso, and certain sauces and gravies, are often high in amines.
Comparison of Food Types by Amine Content
| Food Category | High Amine Examples | Low Amine Examples | 
|---|---|---|
| Dairy | Aged cheese (cheddar, parmesan, blue), mature dairy products | Fresh milk, cottage cheese, mild cheddar, plain yogurt | 
| Meat & Fish | Cured meats (salami, ham), aged beef, processed sausages, smoked/canned fish | Fresh, non-aged, non-cured meat and poultry, white fish | 
| Fermented Goods | Sauerkraut, kimchi, soy sauce, miso, wine, beer, yeast extracts | Fresh, non-fermented vegetables; non-alcoholic beverages | 
| Fruits | Ripe bananas, avocado, citrus fruits, berries, dried fruit | Non-acidic fruits (apples, pears), unripe fruits | 
| Nuts & Seeds | Walnuts, almonds, peanuts, roasted nuts | Seeds (pumpkin, sunflower), raw seeds | 
Factors Influencing Amine Levels
Several factors contribute to the concentration of amines in food, and it's not always a matter of fresh versus processed.
- Microbial Activity: The presence and type of bacteria during fermentation and spoilage are the primary drivers of amine production. The use of specific, non-aminogenic starter cultures can help reduce amine formation in fermented products.
- Storage Time and Temperature: Extended storage and improper temperature control can lead to bacterial growth and, consequently, higher amine levels. This is a major concern for fresh foods like fish.
- Cooking Method: While some amines are naturally present, certain types, like heterocyclic aromatic amines (HAAs), are formed during high-heat cooking of meat and fish. Grilling, frying, and charring are particularly noted for increasing HAA levels.
- Ripening: The natural ripening process in certain fruits, like bananas and avocados, increases their amine content.
Understanding Individual Sensitivity
For the majority of people, dietary alkylamines and other biogenic amines are not a health concern. The body has specific enzymes, such as monoamine oxidase (MAO) and diamine oxidase (DAO), to break down these compounds quickly. However, some individuals may have a genetic deficiency in these enzymes or their function may be impaired by certain medications or other factors. For these individuals, high amine intake can lead to a buildup that triggers symptoms.
Note: If you suspect an amine intolerance, it's crucial to consult a healthcare professional. A doctor can help determine if an elimination diet is appropriate, rather than attempting self-diagnosis, which can be difficult due to varying amine levels and cumulative effects.
Conclusion
Foods containing alkylamines are a diverse group, characterized mostly by processes like aging, fermentation, and high-heat cooking. High-amine ingredients include mature cheeses, cured meats, fermented sauces, and even certain ripe fruits and vegetables. While these compounds are generally harmless, those with sensitivities should be aware of these sources and how food preparation can affect amine levels. Focusing on fresh, minimally processed foods is often recommended for those monitoring their amine intake. Understanding the sources and contributing factors is the first step toward managing any potential intolerance. For further reading on the toxicology of biogenic amines, you can refer to relevant studies published by institutions like the National Institutes of Health.