A key intermediate in aerobic catabolism of phenylacetate in bacteria
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Phenylacetyl-Coenzyme A (sodium salt)

Item No. 23550

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
coenzyme A, S-(benzeneacetate), sodium salt
Synonyms
  • Phenylacetyl-CoA
Molecular Formula
C29H42N7O17P3S • XNa
Formula Weight
885.7
Purity
≥90%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
PBS (pH 7.2): 10 mg/ml
λmax
259 nm
SMILES
O[C@H]1[C@H](N2C=NC3=C2N=CN=C3N)O[C@H](COP(OP(OCC(C)(C)[C@@H](O)C(NCCC(NCCSC(CC4=CC=CC=C4)=O)=O)=O)(O)=O)(O)=O)[C@H]1OP(O)(O)=O.[Na]
InChi Code
InChI=1S/C29H42N7O17P3S.Na/c1-29(2,24(40)27(41)32-9-8-19(37)31-10-11-57-20(38)12-17-6-4-3-5-7-17)14-50-56(47,48)53-55(45,46)49-13-18-23(52-54(42,43)44)22(39)28(51-18)36-16-35-21-25(30)33-15-34-26(21)36;/h3-7,15-16,18,22-24,28,39-40H,8-14H2,1-2H3,(H,31,37)(H,32,41)(H,45,46)(H,47,48)(H2,30,33,34)(H2,42,43,44);/t18-,22-,23-,24+,28-;/m1./s1
InChi Key
FYGXFUWMSLYBSM-QGYZRCADSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $207

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    5 mg

    $926

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    Product Description

    Phenylacetyl-coenzyme A (CoA) is a key intermediate in aerobic catabolism of phenylacetate in bacteria such as Pseudomonas, when cultured in minimal media using phenylacetate as the sole carbon source.1 It is a precursor in the synthesis of the antibiotic penicillin G (Item No. 21615) found in industrial strains of P. chrysogenum. Phenylacetyl-CoA also acts as an effector molecule of the TetR family transcriptional repressor PaaR in T. thermophilus and the GntR family transcriptional regulator PaaX in E. coli and Pseudomonas, binding to each protein to induce derepression of various genes.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Miñambres, B., Martínex-Blanco, H., Olivera, E.R., et al. Molecular cloning and expression in different microbes of the DNA encoding Pseudomonas putida U phenylacetyl-CoA ligase. Use of this gene to improve the rate of benzylpenicillin biosynthesis in Penicillium chrysogenum. The Journal of Biological Chemisty 271(52), 33531-33538 (1996).

    2. Sakamoto, K., Agari, Y., Kuramitsu, S., et al. Phenylacetyl coenzyme A is an effector molecule of the TetR family transcriptional repressor PaaR from Thermus thermophilus HB8. J. Bacteriol. 193(17), 4388-4395 (2011).