J . A m . Chem. SOC.1984, 106, 2448-2449
2448
Table 1. Incorporation kxperiments with l3C-Labe1ed bormamide 5 and Isothiocyanate 7
PNL3C( 6 ) ,m/z amount embedded
precursor
5
( 1 ) 30 mg 12) 30 mg 45 mg
7 a
incubation period
13C experiment
control
weight of animal
2321231
2171216
2321231
2171216
7 days
150 g
12/100a
15i100'
131100
16/100
1 5 days
108 .g
13/100
16/100
131100
161100
m/z 231 and m/z 216 are arbitrarily assigned 100% intensity.
Table 11. Incorporation of [ 13C]1 ormate
PN"C (6).m / z experiment
incubation period
wet wt animal
2321231
2171216
2321231
2171216
( 1 ) 1 0 2 mg ( 2 ) 102 mg
7 days 7 davs
150 p
121100
161100
13/100
16/100
150 p.
Table 111. Internal distribution of Ct3-Labeled Isocyanopupukeanane (6)'
m / z , experiment
sect.
2321231
2171216
1
lS/lOO 28/100 14/100 341100 lO/lOO 121100 121100
lS/lOO 391100 171100 50/100 171100 16/100 151100
5 6
7
Table IV. Transformation of 13C-Labeled 2-Isocyanopupukeanane (6) into I'ormamide 5 and lsothiocyanate 7 O
m / z , control
no. 2b 3 qb
232/231
I
m1z
2171216
I
131100
16/;00
1I
I
.4pprosimate wet wt of animal 260 g; incubation time 14 days; wt of labeled precursor 2 X 45 mg. These are the sections where the labeled precursor was imbedded. a
P-NC
no.
formamide ( 5 ) 250/249
1 2 3 4
121100 44/100 lS/lOO 411100
5
N Db
6 7
13/100 ND
sect.
isothiocyanate ( 7 ) 2641263
2311230
N D ~ 251100 ND 31/100 ND
201230 281100 15/100 28/100 17/100 15/100 13/100
ND ND
' See Table 111 for eiperimental parameters.