Table 3
MS data and odour evaluation results of sulphur aroma compounds produced from L-, L-[1-13C] or L-[4-13C] ascorbic acid and L-cysteine, respectively.
No. Compounds
LRIa
Identification
L
-Ascorbic acid
L
-[1-13C] Ascorbic acid
L
-[4-13C] Ascorbic acid
Odour
description
+
+
1
2
3
4
Thiophene
665
752
762
985
MS,LRI
MS
84 (100, M ), 58 (52), 45 (27), 39 (14), 57
84 (100, M ), 58 (50), 45 (28), 39 (13), 57
84 (100), 58 (70), 85 (65), 45 (41), 59 (17), 39 (17), Garlic
(
10), 83 (6), 69 (6), 85 (6), 50 (5)
(10), 69 (6), 83 (6), 50 (5), 85 (5)
57 (13), 40 (9), 83 (7), 86 (7)
+
+
+
2,5-Dihydrothiophene
2-Methylthiophene
85 (100), 86 (52, M ), 45 (20), 87 (7), 39 (6), 85 (100), 86 (53, M ), 45 (21), 87 (7), 39 (7), 86 (100), 87 (48, M ), 45 (18), 85 (12), 88 (6), 40
1 (6), 53 (5), 57 (5)
97 (100), 98 (55, M ), 45 (9), 99 (8), 39 (6), 53 97 (100), 98 (56, M ), 45 (9), 99 (8), 53 (6), 39 98 (100), 99 (56), 100 (9), 45 (8), 97 (7), 54 (5), 40 Mildly
6), 58 (4), 59 (3)
60 (100), 116 (67, M ), 59 (26), 45 (19), 88
(10), 58 (8), 61 (5)
Cabbage
7
71 (5)
(6), 72 (5), 54 (5)
+
+
MS,LRI
MS,LRI,Co-
(
(6), 58 (4), 59 (3)
60 (100), 116 (69, M ), 59 (24), 45 (18), 88
(11), 58 (7), 61 (6)
(4), 58 (4), 39 (3)
60 (100), 117 (74), 59 (24), 45 (17), 61 (13), 88
(10), 58 (9), 116 (7), 89 (2)
sulphurous
Meat-like
+
+
2-
b
Methyltetrahydrothiophen-
GC
3
-one
+
+
5
6
7
8
9
1
1
1
2-Acetylthiophene
1083
1147
1303
926
MS,LRI,Co-
GC
MS,LRI,Co-
GC
111 (100), 126 (44, M ), 39 (15), 83 (10), 43
111 (100), 126 (45, M ), 39 (14), 83 (10), 43 113 (100), 112 (99), 128 (81), 40 (22), 84 (13), 85 Sulphurous,
(9), 112 (6), 45 (6), 113 (5), 57 (5)
(8), 112 (6), 45 (5), 113 (5), 57 (5)
(12), 43 (10), 44 (9), 114 (9), 46 (7)
Meaty
125 (100), 140 (50, M ), 97 (16), 53 (13), 45 126 (100), 127 (91), 142 (79, M ), 98 (18), 45 (17), Vegetables,
(11), 43 (9), 126 (8) 54 (16), 99 (13), 128 (11), 44 (10), 43 (10) Sour
+
+
+
2-Acetyl-3-
methylthiophene
3-(Vinylthio)thiophene
125 (100), 140 (51, M ), 97 (16), 53 (15), 45
(11), 43 (8), 126 (8), 127 (6)
+
+
+
MS
142 (100, M ), 141 (81), 97 (48), 45 (15), 143 142 (100, M ), 141 (80), 97 (46), 143 (15), 45 143 (100, M ), 142 (82), 98 (46), 144 (16), 45 (14), Garlic,
(
14), 69 (11)
(14), 69 (11)
-
70 (11)
Onion
+
+
4,5-Dimethylthiazole
2,4,5-Trimethylthiazole
2-Acetylthiazole
MS,LRI,Co-
GC
MS,LRI,Co-
GC
MS,LRI,Co-
GC
MS
113 (100, M ), 71 (63), 85 (28), 86 (28), 45
(27), 41 (20)
127 (100, M ), 71 (76), 86 (67), 85 (28), 59
114 (100, M ), 72 (65), 86 (39), 45 (28), 42 (22), 87 Earthy
(22)
128 (100), 72 (75), 86 (64), 87 (63), 127 (63), 71
+
+
989
127 (100, M ), 71 (72), 86 (61), 85 (25), 59
Frozen
meat
(19), 45 (14), 58 (11)
(22), 45 (12)
(54), 59 (30), 85 (18), 45 (16), 58 (14)
+
+
+
0
1
2
1012
1235
1244
43 (100), 127 (71, M ), 99 (61), 112 (43), 58
(40), 57 (24), 85 (19), 84 (15), 45 (10)
166 (100, M ), 60 (44), 59 (41), 102 (39), 45
(38), 69 (38), 101 (28), 64 (27) , 92 (27)
166 (100, M ), 60 (56), 59 (51), 45 (39), 102
(39), 69 (37), 92 (36), 64 (33), 101 (28)
56 (100), 41 (80), 90 (79, M ), 44 (56), 32 (41), 47 (39), 39 (24), 45 (24), 61 (22), 55 (21)
122 (100, M ), 66 (70), 94 (54), 107 (16), 59 (16), 45 (13), 67 (12), 60 (10)
43 (100), 127 (77, M ), 99 (70), 112 (49), 58 128 (100, M ), 43 (89), 100 (89), 44 (76), 58 (57), Roasted,
(40), 57 (24), 85 (22), 84 (16), 45 (9)
113 (38), 57 (34), 112 (29), 85 (26), 86 (18)
Meaty
166 (100, M ), 102 (38), 60 (36), 69 (34), 59 167 (100, M ), 60 (48), 103 (41), 59 (39), 70 (38), Garlic
(33), 101 (29), 45 (28), 92 (25), 64 (24) 102 (31), 64 (30), 92 (28)
+
+
+
4,6-Dimethyl-1,2,3-
trithiane (cis or trans)
4,6-Dimethyl-1,2,3-
trithiane (cis or trans)
1-Butanethiol
+
+
+
MS
166 (100, M ), 60 (50), 59 (45), 102 (37), 92 167 (100, M ), 60 (61), 59 (50), 103 (40), 70 (38), Garlic
(34), 69 (33), 45 (32), 64 (30), 101 (28) 92 (37), 64 (36), 102 (30), 45 (27)
+
1
1
3
4
712
916
MS,LRI
MS,LRI
Onion
+
Diethyl disulphide
Sulphury,
Cabbage
Chicken
broth
Sulphury,
Onion
Sulphury,
Onion
Smoky
Bacon
+
1
1
1
5
6
7
5-Ethyl-2-methylthiazole
1003
1134
1142
MS,LRI
MS,LRI
MS,LRI
127 (100, M ), 112 (84), 71 (67), 85 (47), 94 (42), 86 (36), 126 (29), 45 (26)
+
3,5-Dimethyl-1,2,4-
trithiolane(cis or trans)
3,5-Dimethyl-1,2,4-
trithiolane(cis or trans)
Thieno[2,3-b]thiophene
Thieno[3,2-b]thiophene
152 (100, M ), 59 (72), 92 (55), 88 (48), 60 (45), 64 (39), 45 (31), 55 (22), 58 (21), 154 (14)
+
152 (100, M ), 59 (65), 92 (54), 88 (47), 60 (39), 64 (38), 45 (27), 55 (22), 58 (18), 154 (13)
+
1
1
8
9
1194
1199
MS,LRI
MS,LRI,Co-
GC
140 (100, M ), 96 (22), 69 (12), 142 (10), 141 (9), 95 (8), 45 (8), 70 (7), 63 (6)
140 (100, M ), 96 (21), 69 (14), 70 (10), 142 (9), 141 (8), 45 (8), 95 (7), 71 (5)
+
+
20
21
22
23
24
25
3,5-Diethyl-1,2,4-
trithiolane(cis or trans)
3,5-Diethyl-1,2,4-
trithiolane(cis or trans)
1,2,5,6-Tetrathiocane
4 8 4
(C H S )
2-Ethylthieno[2,3-
b]thiophene
2,4,6-Trimethyl-1,3,5-
trithiane
1335
1343
1388
1406
1448
MS,LRI
180 (100, M ), 55 (58), 45 (44), 87 (41), 115 (37), 116 (36), 59 (36), 60 (32)
Garlic
Garlic
Onion
+
MS,LRI
MS
180 (100, M ), 55 (53), 45 (45), 87 (38), 115 (36), 116 (36), 59 (33), 60 (28)
+
59 (100), 60 (48), 184 (46, M ), 124 (34), 45 (18), 64 (16), 58 (11), 119 (11), 61 (10)
+
MS
153 (100), 168 (47, M ), 167 (10), 69 (9), 154 (9), 155 (9), 45 (7), 169 (6), 109 (4)
Roasted
meat
Garlic
+
MS
180 (100, M ), 115 (92), 55 (84), 45 (70), 59 (55), 60 (54), 92 (50), 87 (50)
+
Cyclic octaatomic sulphur
>1800 MS
64 (100), 256 (36, M ), 160 (31), 128 (30), 192 (22), 96 (17), 32 (15), 258 (13)
Sulphurous
8
(S )
a
LRI calculated for a DB-5 capillary column; mean values.
Co-injection with authentic sample.
b