TY - JOUR
T1 - Sulfuric acid-induced fluorescence of corticosteroids
T2 - Effects of position substituents on fluorescence
AU - Monder, Carl
AU - Kendall, John
N1 - Funding Information:
f This project was supported by U. S. Public Health Service grants, No. AM09006, CAI4194, AM08547, The General Research Support Grant No. RR5589, Veterans Administration institutional support, and Career Development Award No. AM06841 awarded to C.M. 2 To whom all inquiries should be sent at the New York address. :3 MRIS #4883.
PY - 1975/9
Y1 - 1975/9
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 -