32981-91-2

Basic information

• Product Name: 7-O-acetyl-13-oxobaccatin III
• Synonyms: 7-O-acetyl-13-oxobaccatin III
• CAS NO: 32981-91-2
• Molecular Weight: 626.658
• Mol File: 32981-91-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 7-O-acetyl-13-oxobaccatin III(CAS DataBase Reference)
• NIST Chemistry Reference: 7-O-acetyl-13-oxobaccatin III(32981-91-2)
• EPA Substance Registry System: 7-O-acetyl-13-oxobaccatin III(32981-91-2)

Safety Data

• Hazardous Substances Data: 32981-91-2(Hazardous Substances Data)

Upstream product

• 32981-90-1 7-O-acetylbaccatine III 
• 32981-86-5 10-deacetylbaccatin III 
• 108-24-7 acetic anhydride 
• 92950-42-0 13-dehydro-10-deacetylbaccatin III 

Downstream Products

• 1215640-95-1 [13-⁽³⁾H]-7-O-acetylbaccatin III 

Relevant articles and documents

Point mutations (Q19P and N23K) increase the operational solubility of a 2α-o-benzoyltransferase that conveys various acyl groups from CoA to a taxane acceptor

Two site-directed mutations within the wild-type 2-o-benzoyltransferase (tbf) cDNA, from Taxus cuspidata plants, yielded an encoded protein containing replacement amino acids at Q19P and N23K that map to a solvent-exposed loop region. The likely significant changes in the biophysical, properties invoked by these mutations caused the overexpressed, modified TBT (mTBT) to partition into the soluble enzyme fraction about 5-fold greater than the wild-type enzyme. Sufficient protein could now be acquired to examine the scope of the substrate specificity of mTBT by incubation with 7,13-O,O-diacetyl-2-Odebenzoylbaccatin III that was mixed individually with various substituted benzoyls, alkanoyls, and (E)-butenoyl CoA donors. The mTBT catalyzed the conversion of each 7,13-O,O-diacetyl-2-O-debenzoylbaccatin III to several 7,13-O,O-diacetyl-2O- acyl-2-O-debenzoylbaeeatin III analogues. The relative catalytic efficiency of mTBT with the 7,13-O,O-diacetyl-2-Odebenzoyl surrogate substrate and heterole carbonyl CoA substrates was slightly greater than with the natural aroyl substrate benzoyl CoA, while substituted benzoyl CoA thioesters were less productive. Short-chain hydrocarbon carbonyl and cyclohexanoyl CoA thioesters were also productive, where C4 substrates were transferred by mTBT with ～10- to 17-fold greater catalytic efficiency compared to the transfer of benzoyl. The described broad specificity of mTBT suggests that a plethora of 2-O-acyl variants of the antimitotic paclitaxel can be assembled through biocatalytic sequences.

Plant antitumor agents. VI. The isolation and structure of taxol, a novel antileukemic and antitumor agent from Taxus brevifolia.

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