30801-99-1

Basic information

• Product Name: cinnamoyl-CoA
• Synonyms: cinnamoyl-CoA
• CAS NO: 30801-99-1
• Molecular Weight: 897.687
• Mol File: 30801-99-1.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: cinnamoyl-CoA(CAS DataBase Reference)
• NIST Chemistry Reference: cinnamoyl-CoA(30801-99-1)
• EPA Substance Registry System: cinnamoyl-CoA(30801-99-1)

Safety Data

• Hazardous Substances Data: 30801-99-1(Hazardous Substances Data)

Upstream product

• 621-82-9 Cinnamic acid 
• 85-61-0 coenzyme A 
• 108761-28-0 (carbonic acid ethyl ester)-cinnamic acid-anhydride 
• 167308-62-5 3-{[(4R)-2,2,5,5-tetramethyl-1,3-dioxan-4-yl]carbonylamino}propionic acid 
• 56-65-5 ATP 
• 57830-63-4 S-(4-Methylphenyl)-thiocinnamat 
• 229171-29-3 L-phenylalanoyl-CoA 
• 102-92-1 cinnamoyl chloride 
• 140-10-3 (E)-3-phenylacrylic acid 
• 23776-87-6 2,5‐dioxopyrrolidin‐1‐yl cinnamate 
• 900498-43-3 coenzyme A 

Downstream Products

• 117411-09-3 3-phenylpropanoyl-CoA 
• 108401-87-2 5-hydroxy-1,7-diphenylhepta-1,4,6-trien-3-one 
• 2082-94-2 4-hydroxy-6-(2-phenylethenyl)-2H-pyran-2-one 
• 1107663-84-2 C₁₅H₁₂O₄ 
• 5835-04-1 13-O-E-cinnamoyllupanine 

Relevant articles and documents

Chemoenzymatic Synthesis of Acyl Coenzyme A Substrates Enables in Situ Labeling of Small Molecules and Proteins

A chemoenzymatic approach to generate fully functional acyl coenzyme A molecules that are then used as substrates to drive in situ acyl transfer reactions is described. Mass spectrometry based assays to verify the identity of acyl coenzyme A enzymatic products are also illustrated. The approach is responsive to a diverse array of carboxylic acids that can be elaborated to their corresponding coenzyme A thioesters, with potential applications in wide-ranging chemical biology studies that utilize acyl coenzyme A substrates.

Screening and Engineering the Synthetic Potential of Carboxylating Reductases from Central Metabolism and Polyketide Biosynthesis

Carboxylating enoyl-thioester reductases (ECRs) are a recently discovered class of enzymes. They catalyze the highly efficient addition of CO2 to the double bond of α,β-unsaturated CoA-thioesters and serve two biological functions. In primary metabolism of many bacteria they produce ethylmalonyl-CoA during assimilation of the central metabolite acetyl-CoA. In secondary metabolism they provide distinct α-carboxyl-acyl-thioesters to vary the backbone of numerous polyketide natural products. Different ECRs were systematically assessed with a diverse library of potential substrates. We identified three active site residues that distinguish ECRs restricted to C4 and C5-enoyl-CoAs from highly promiscuous ECRs and successfully engineered a selected ECR as proof-of-principle. This study defines the molecular basis of ECR reactivity, allowing for predicting and manipulating a key reaction in natural product diversification.

Multiplexing of combinatorial chemistry in antimycin biosynthesis: Expansion of molecular diversity and utility

Diversity-oriented biosynthesis of a library of antimycin-like compounds (380 altogether) was accomplished by using multiplex combinatorial biosynthesis. The core strategy depends on the use of combinatorial chemistry at different biosynthetic stages. This approach is applicable for the diversification of polyketides, nonribosomal peptides, and the hybrids that share a similar biosynthetic logic. Copyright