Adams P R, Harrison R, Inch T D, Rich P
Biochem J. 1976 Apr 1;155(1):1-4. doi: 10.1042/bj1550001.
6,7 -Dideoxy-alpha-D-gluco-heptose 7-phosphonic acid, the isosteric phosphonate analogue of glucose 6-phosphate, was synthesized in six steps from the readily available precursor benzyl 4,6-O-benzylidene-alpha-D-glucopyranoside. The analogue is a substrate for yeast glucose 6-phosphate dehydrogenase, showing Michaelis-Menten kinetics at pH7.5 and 8.0. At both pH values the Km values of the analogue are 4-5 fold higher and the values approx. 50% lower than those of the natural substrate. The product of enzymic dehydrogenation of the phosphonate analogue at pH8.5 is itself a substrate for gluconate 6-phosphate dehydrogenase.
6,7-二脱氧-α-D-葡庚糖7-膦酸，即6-磷酸葡萄糖的等排膦酸类似物，由易得的前体苄基4,6-O-亚苄基-α-D-吡喃葡萄糖苷经六步合成。该类似物是酵母6-磷酸葡萄糖脱氢酶的底物，在pH7.5和8.0时呈现米氏动力学。在这两个pH值下，该类似物的Km值比天然底物高4至5倍，而 值比天然底物低约50%。膦酸类似物在pH8.5时酶促脱氢的产物本身是6-磷酸葡萄糖酸脱氢酶的底物。
