Chirality & Odour Perception
John C. Leffingwell, Ph.D.

The Prolines

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Photo by permission of M. Roudintska - Art & Parfum

L-Proline - smell of "semen", "sperm", and "chlorine" (panelists spontaneous comments) for both D- & L-proline

Odor Detection Threshold = 100 mM/L = 11513 ppm

Taste Detection Threshold = 15.1 mM/L = 1738 ppm

= (-)-(2S)-pyrrolidine-2-carboxylic acid

Ref: Matthias Laska, Olfactory Perception of 6 Amino Acids by Human Subjects, Chemical Senses, Advance Access published February 26, 2010; Taste thresholds quoted from Schiffman SS, Sennewald K, Gagnon J. Comparison of taste qualities and thresholds of D- and L-amino acids. Physiol Behav (1981) 27:51–59

 

D-Proline - smell of "semen", "sperm", and "chlorine" (panelists spontaneous comments) for both D- & L-proline

Odor Detection Threshold = 75 mM/L = 8635 ppm

Taste Detection Threshold = 60.4 mM/L = 6954 ppm

= (+)-(2R)-pyrrolidine-2-carboxylic acid

Ref: Matthias Laska, Olfactory Perception of 6 Amino Acids by Human Subjects, Chemical Senses, Advance Access published February 26, 2010; Taste thresholds quoted from Schiffman SS, Sennewald K, Gagnon J. Comparison of taste qualities and thresholds of D- and L-amino acids. Physiol Behav (1981) 27:51–59

Cyclic Terpenoid Odorants

Bicyclic Terpenoid Odorants

Acyclic Terpenoid Odorants

Ionones, Irones, Damascones & Structurally Related Odorants

Acyclics (Alcohols, Esters, Acids, Aldehydes)

Lactones

Sesquiterpenoid Related Odorants

Steroid Urine Type Odorants

Sandalwood Type Odorants

Musk Odorants

Miscellaneous

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