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1 ion step to protect three hydroxyl groups of baccatin III (1), followed by hydride ester cleavage and
2 f 500 nL of taxol (20 mM) and its precursor, baccatin III (30 mM), is separated using such a column w
3 clitaxel was prepared from 7-(triethylsilyl)-baccatin III (8) and enantioenriched N-benzoyl-2-azetidi
5 55 degrees C; the k' values for 10-deacetyl baccatin III and 10-deacetyl taxol go through a maximum
8 4-O-acetylation of 4-deacetylbaccatin III to baccatin III and 13-acetyl-4-deacetylbacatin III to 13-a
9 .4 +/- 0.5 microM and 4.9 +/- 0.3 microM for baccatin III and beta-phenylalanoyl-CoA, respectively.
10 he enantiopure side chain precursor to 7-TES-baccatin III and subsequent silyl ether deprotection aff
11 One interpretation of these data is that baccatin III and Taxol differ in their abilities to nucl
13 (1)H-NMR and MS verification of the product baccatin III derived from 10-deacetylbaccatin III and ac
14 cient synthesis of 13-epi-7-O-(triethylsilyl)baccatin III from 13-deoxybaccatin III is described.
15 The preparation of 13-oxo-7-O-(triethylsilyl)baccatin III from 13-epi-7-O-(triethylsilyl)baccatin III
21 es at C4, suggesting that the C7 hydroxyl of baccatin III must remain deacylated for enzyme function.
23 for further media optimization for Taxol and Baccatin III production in five different liquid media u
25 ated using the X-ray geometry of 10-deacetyl baccatin III supports the contention that the B, C, and
27 mical coupling of 10-deacetylbaccatin III or baccatin III to C-13 paclitaxel side chain has been summ
28 )baccatin III from 13-epi-7-O-(triethylsilyl)baccatin III using tetrapropylammonium perruthenate and
29 ere semisynthesized from the natural product baccatin III via silyl protecting group manipulation, re
30 ontrast to 2-m-azido baccatin III, 2-p-azido baccatin III was similar to baccatin III, having no Taxo
33 at catalyzes the selective 13-O-acylation of baccatin III with beta-phenylalanoyl CoA as the acyl don
34 Oxidation of 13-deoxy-7-O-(triethylsilyl)baccatin III with tert-butyl peroxide, followed by reduc
36 ly functionalized diterpenoid core skeleton (baccatin III) and the subsequent assembly of a phenyliso
39 n III, 2-p-azido baccatin III was similar to baccatin III, having no Taxol-like activity, further ind
40 native source for Taxol and its intermediate Baccatin III, however the very low yields remain a hinde
41 e novo 17-gene biosynthesis and isolation of baccatin III, the industrial precursor to Taxol, in Nico
42 ibrium constants for the growth reaction for baccatin III-induced GTP-tubulin and GDP-tubulin assembl
48 measured for two forms of solid 10-deacetyl baccatin III: a dimethyl sulfoxide (DMSO) solvate and an
49 at affect this equilibrium occur between the baccatin portion of the molecule and the binding site.