Coffee Chemistry -
Aroma
The aroma of a coffee is responsible for all
flavor attributes other than the mouthfeel and sweet, salt,
bitter, and sour taste attributes that are perceived by the
tongue. Therefore, it might be said that the aroma is the most
important attribute to specialty coffee. Even instant coffee
has the components responsible for stimulation of our taste
buds. The difference, however, is that instant coffee lacks
most of the aromatic volatile compounds causing a dramatic
decrease in the overall flavor.
Aroma is perceived by two different mechanisms. It can
either be sensed nasally via smelling the coffee through the
nose or retronasally. Retronasal perception occurs when the
coffee is either present in the mouth or has been swallowed
and aromatic volatile compounds drift upward into the nasal
passage.
The number of aromatic compounds found in coffee increases
every year. Today, the number is well over 800 and as our
analytical methods become more precise more will be uncovered.
Yet, the perception of aroma is dependent upon both the
concentration of the compound and its odor threshold. With
that said, understanding coffee aroma is not as difficult as
understanding how over 800 compounds interact with the
olfactory epithelium. It is probable that a relatively small
group of compounds that share both a high concentration and a
low odor threshold make up the fragrance we know as coffee
aroma. This article will discuss the recent research that has
narrowed in on these aroma impact compounds.
Illy listed the following the development of volatile
compounds in coffee (112):
1) Maillard or non-enzymatic
browning reaction between nitrogen containing substances,
amino acids, proteins, as well as trigonelline, serotonine,
and carbohydrates, hydroxy-acids and phenols on the
other.
2) Strecker degradation.
3) Degradation of
individual amino acids, particularly, sulfur amino acids,
hydroxy amino acids, and proline.
4) Degradation of
trigonelline.
5) Degradation of sugar.
6) Degradation of
phenolic acids, particularly the quinic acid moiety.
7)
Minor lipid degradation.
8) Interaction between
intermediate decomposition products.
In a review article published by Clarke, he asserts that
various research groups have identified 150 aliphatic
compounds including 56 carbonyl compounds and 9 sulfur
containing compounds; 20 alicyclic compounds, including 10
ketones; 60 aromatic benzenoid compounds, including 16
phenols; 300 heterocyclic compounds, including 74 furans, 10
hydrofurans, 37 pyrroles, 9 pyridines, 2 quinolines, 70
pyrazines, 10 quinoxalines, 3 indoles, 23 thiophens, 3
thiophenones, 28 thiazoles, and 28 oxazoles (34).
Table 1 shows the compounds that are likely to be the most
influential in coffee aroma This data was compiled from
the work of both Grosch and Blank and is by no means
exhaustive. It should be noted that the OAV alone does
not dictate which compounds are the most important compounds
present in coffee, but rather suggests compounds that are
likely to have a large impact on the aroma of coffee. The
furans are found to be the most predominant group of compounds
amongst the coffee aromatics. They typically have caramel-like
odors since they result from the pyrolysis of sugars.
Shibamoto claims that furans produce key aroma notes when
secondary reactions take place with sulfur containing
compounds (77).
| Table 1. Important compounds in coffee aroma
as summarized by Grosch. Click on compound name for more
information. |
| Volatile1 |
Conc.
(mg/L)1 |
OAV1 |
Aroma
Description2 |
|
(E)-ß-Damascenone |
1.95x10-1 |
2.60x105 |
honey-like, fruity |
|
2-Furfurylthiol |
1.08 |
1.10x105 |
roasty (coffee) |
|
3-Mercapto-
3-methylbutylformate |
1.30x10-1 |
3.70x104 |
catty, roasty |
|
3-Methyl-2-buten-1-thiol |
8.20x10-3 |
2.70x104 |
amine-like |
|
2-Isobutyl-3-methoxypyrazine |
8.30x10-2 |
1.70x104 |
earthy |
|
5-Ethyl-4-hydroxy-
2-methyl-3(2H)-furanone |
1.73x101 |
1.50x104 |
|
|
Guaiacol |
4.20 |
1.10x104 |
phenolic, spicy |
|
2,3-Butanedione
(diacetyl) |
5.08x101 |
3.40x103 |
buttery |
|
4-Vinylguaiacol |
6.48x101 |
3.20x103 |
spicy |
|
2,3-Pentanedione
|
3.96x101 |
1.30x103 |
buttery |
|
Methional |
2.40x10-1 |
1.20x103 |
potato-like, sweet |
|
2-Isopropyl-3-methoxypyrazine |
3.30x10-3 |
8.30x102 |
earthy, roasty |
|
Vanillin |
4.80 |
1.90x102 |
vanilla |
|
4-Hydroxy-2,5-dimethyl-
3(2H)-furanone (Furaneol) |
1.09x102 |
1.70x103 |
caramel-like |
|
2-Ethyl-3,5-dimethylpyrazine |
3.30x10-1 |
1.70x102 |
earthy, roasty |
|
2,3-Diethyl-5-methylpyrazine |
9.50x10-2 |
1.00x102 |
earthy, roasty |
|
3-Hydroxy-4,5-dimethyl-
2(5H)-furanone (Sotolon) |
1.47 |
7.50x101 |
seasoning-like |
|
4-Ethylguaiacol |
1.63 |
3.00x101 |
spicy |
|
5-Ethyl-3-hydroxy-4-methyl-
2(5H)-furanone (Abhexon) |
1.60x10-1 |
2.00x101 |
seasoning-like |
|
Table References
1) Grosch, 151.
2) Blank et al., 124. |
The pyrazines are the second most abundant class of
compounds and contribute to the roasted, walnut, cereal,
cracker, or toast-like flavors in coffee. Along with
thiazoles, the pyrazines have the lowest odor threshold and
therefore significantly contribute to the coffee aroma. Next,
the pyrroles are responsible for some of the sweet,
caramel-like, and mushroom-like aromas in coffee. Conversely,
the thiophens are known to have a meaty aroma and are thought
to be produced from Maillard reactions between sulfur
containing amino acids and sugars. Thiazoles have an even
smaller presence in the overall aroma and are said to be
formed via sugar degradation.
Definitions:
Odor threshold - minimum
detectable quantity via nasal perception.
Taste threshold -
minimum detectable quantity via retronasal perception.
Odor
Activity Value (OAV) - ratio of the concentration of a
molecule to its odor threshold.
Flavor dilution factor -
when high signifies a key odorant.
Sources
Clarke, R. J. The Flavour of Coffee. In Dev. Food
Science. 3 B. 1986. 1-47.
Blank, I.; Sen, A.; and Grosch, W. 14th ASIC
Colloq. San Francisco. 1991. 117-129.
Grosch, W. 16th ASIC Colloq. Kyoto. 1995.
147-156.