Table 1.

NMR analysis of phytol from a cell culture of C. roseus supplied with [2-¹³C,3-²H]- and [2-¹³C,4-²H]1-deoxyxylulose

	Chemical shift,* δ, ppm		Proferred deoxyxylulose
			[2-13C,3-2H]		[2-13C,4-2H]
Position	13C	1H	% 13C	% 2H†	% 13C
1	59.39	4.14(d)	1.20		1.48
2	123.09	5.39(t)	1.20		1.00
3	140.23		22.75		23.40
4	39.85	1.97(m)	1.09	14.6	0.99
5	25.12	1.40(m)	1.20		1.30
		1.36(m)
6	36.65	1.24(m,HSi)	1.04		0.86
		1.05(m,HRe)
7	32.67	1.35(m)	19.63		18.73
8	37.35	1.23(m,HRe)		13.0	1.10
		1.03(m,HSi)
9	24.45	1.29(m)	1.10		1.17
		1.15(m)
10	37.41	1.23(m,HSi)	1.07		0.97
		1.03(m,HRe)
11	32.77	1.35(m)	17.89		17.09
12	37.28	1.23(m,HRe)	1.03	12.0	1.08
		1.03(m,HSi)
13	24.78	1.25(m)	1.13		1.39
14	39.35	1.11(m)	1.01		1.02
		1.03(m)
15	27.95	1.50(hp)	21.18		15.53
16	22.60	0.84(d)	1.05	14.2	1.00
17	22.69	0.84(d)	1.06		1.02
18‡	19.69	0.83(d)	1.00		0.95
19‡	19.72	0.82(d)	1.07		1.05
20	16.14	1.65(s)	1.30		1.21

^*Referenced to solvent signals at 7.24 and 77.0 ppm, respectively; multiplicities of the observed ¹H NMR are indicated in parentheses (s, singlet; d, doublet; t, triplet; hp, heptet; m, multiplet) 

^†Calculated as the fraction of the ²H-shifted satellite signal in the global ¹³C NMR intensity of the adjacent atom. These values were used to calculate the cotransfer of ¹³C and ²H after correction for the presence of molecules with natural ¹³C abundance. 

^‡Assignments may be interchanged.