Abstract
The effect of position substituents on sulfuric acid-induced fluorescence of corticosteroids was examined. Of all the steroids tested, 11β,17α-dihydroxy-3-keto-4-androsten-17β-carboxylic acid gave the greatest relative fluorescence intensity with a value approximately four times that of cortisol. All but two steroids yielding relative fluorescence values greater than 2% of that of cortisol had an 11β-OH moiety. The two exceptions were 20α-hydroxy-4-pregnen-3-one and 20β-hydroxy-4-pregnen-3-one. The following characteristics were common to those steroids yielding sulfuric acid-induced fluorescence: All contained an oxygen substituent of carbon 20. At least one hydroxyl group was present on the side chain. If an 11-hydroxyl group occurred an additional hydroxyl oxygen was found at position 17 or 21 or both. If an 11-hydroxylated substituent was absent, then positions 17 and 21 were both devoid of oxygen. The 18-aldehyde group or Δ1 unsaturation strongly suppressed fluorescence.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 248-254 |
| Number of pages | 7 |
| Journal | Analytical Biochemistry |
| Volume | 68 |
| Issue number | 1 |
| DOIs | |
| State | Published - 1975 |
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ASJC Scopus subject areas
- Biochemistry
- Biophysics
- Molecular Biology
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Sulfuric acid-induced fluorescence of corticosteroids : Effects of position substituents on fluorescence. / Monder, Carl; Kendall, John.
In: Analytical Biochemistry, Vol. 68, No. 1, 1975, p. 248-254.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Sulfuric acid-induced fluorescence of corticosteroids
T2 - Effects of position substituents on fluorescence
AU - Monder, Carl
AU - Kendall, John
PY - 1975
Y1 - 1975
N2 - The effect of position substituents on sulfuric acid-induced fluorescence of corticosteroids was examined. Of all the steroids tested, 11β,17α-dihydroxy-3-keto-4-androsten-17β-carboxylic acid gave the greatest relative fluorescence intensity with a value approximately four times that of cortisol. All but two steroids yielding relative fluorescence values greater than 2% of that of cortisol had an 11β-OH moiety. The two exceptions were 20α-hydroxy-4-pregnen-3-one and 20β-hydroxy-4-pregnen-3-one. The following characteristics were common to those steroids yielding sulfuric acid-induced fluorescence: All contained an oxygen substituent of carbon 20. At least one hydroxyl group was present on the side chain. If an 11-hydroxyl group occurred an additional hydroxyl oxygen was found at position 17 or 21 or both. If an 11-hydroxylated substituent was absent, then positions 17 and 21 were both devoid of oxygen. The 18-aldehyde group or Δ1 unsaturation strongly suppressed fluorescence.
AB - The effect of position substituents on sulfuric acid-induced fluorescence of corticosteroids was examined. Of all the steroids tested, 11β,17α-dihydroxy-3-keto-4-androsten-17β-carboxylic acid gave the greatest relative fluorescence intensity with a value approximately four times that of cortisol. All but two steroids yielding relative fluorescence values greater than 2% of that of cortisol had an 11β-OH moiety. The two exceptions were 20α-hydroxy-4-pregnen-3-one and 20β-hydroxy-4-pregnen-3-one. The following characteristics were common to those steroids yielding sulfuric acid-induced fluorescence: All contained an oxygen substituent of carbon 20. At least one hydroxyl group was present on the side chain. If an 11-hydroxyl group occurred an additional hydroxyl oxygen was found at position 17 or 21 or both. If an 11-hydroxylated substituent was absent, then positions 17 and 21 were both devoid of oxygen. The 18-aldehyde group or Δ1 unsaturation strongly suppressed fluorescence.
UR - http://www.scopus.com/inward/record.url?scp=0016551681&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0016551681&partnerID=8YFLogxK
U2 - 10.1016/0003-2697(75)90702-2
DO - 10.1016/0003-2697(75)90702-2
M3 - Article
C2 - 1190440
AN - SCOPUS:0016551681
VL - 68
SP - 248
EP - 254
JO - Analytical Biochemistry
JF - Analytical Biochemistry
SN - 0003-2697
IS - 1
ER -