Biomedical Engineering Reference
In-Depth Information
Table 3
Typical deriva
tization reagents and target chemical groups of steroid hormones
Derivatizing reagent
Typical compound and reference
Reaction target
MS mode
Silylation agent
N
-Methyl-
N
-try fl uorotrimethyl
acetamide [
6
]
Penta fl uoropropionic anhydride
[
32
]
Both phenolic OH
and alcoholic OH
GC-EI
+
/MS
Hydrazide and
hydroxylamine
(Carboxymethyl)trimethylam-
monium chloride hydrazide
(Girard T reagent, [
4,
56
] );
2-hydrazinopyridine [
57
] ;
p
-toluenesulfonhydrazide [
36
]
Girard P reagent [
58
]
Hydroxylamine [
25
]
Ketolic C=O
LC-ESI
+
/MS/
MS
MALDI/MS/
MS
LC-ESI
+
/MS/
MS
Benzyl bromide
Penta fl uorobenzyl bromide
[
55,
59
]
4-Nitrobenzyl bromide [
60
]
Phenolic OH
LC-APCI
−
/
MS/MS
Fluorobenzene and
fl uoropyridine
2,4-Dinitro-5- fl uorobenzene
analogues [
54
]
2-Fluoro-1-methyl-2-pyridinium
p
-toluenesulfonate [
61
]
Phenolic OH
LC-ESI
+
/MS/
MS
Sulfonyl chloride
Dansyl chloride, 1,2
-dimethylimidazole-4-
chloride, pyridine-3-
sulfonyl chloride
4-(1-H-pyrazol-1-yl)benzenesul-
fonyl chloride [
62
]
10-Ethyl-acridine-2-sulfonyl
chloride [
63
]
Phenolic OH
LC-ESI
+
/MS/
MS
LC-APCI
+
/
MS/MS
Carboxylic acid
N
-hydroxy-
succinimide ester
N
-Methyl-nicotinic acid
N
-hydroxysuccinimide
ester [
21
]
Phenolic OH
LC-ESI
+
/MS/
MS
Carbonyl chloride or
acetic anhydride
Picolinoyl chloride [
64
]
4-Nitrobenzoyl chloride [
60
]
Penta fl uorobenzoyl chloride [
65
]
Acetic anhydride [
66
]
Both phenolic OH
and alcoholic OH
LC-ESI
+
/MS/
MS
LC-APCI
−
/
MS/MS
GC-EI
+
/MS
LC-APCI
+
/
MS
2
o
-Phenylenediamine
o
-Phenylenediamine [
67
]
Estrogen
o
-quinones
LC-ESI
+
/MS/
MS
4. Sulfonyl chloride, e.g., dansyl chloride, 1,2-dimethylimidazole-4-chloride, and
pyridine-3-sulfonyl chloride; 4-(1-H-pyrazol-1-yl)benzenesulfonyl chloride
[
62
]
5. Carboxylic
acid
N
-hydroxysuccinimide ester, e.g.,
N
-methyl-nicotinic
acid
N
-hydroxysuccinimide ester [
21
]
6. Carbonyl chloride and acetic anhydride, e.g., picolinoyl chloride [
64
]
7 .
o
-Phenylenediamine [
67
]
