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P2153

Sigma-Aldrich

Phenylacetyl coenzyme A lithium salt

~95%

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About This Item

Fórmula empírica (notación de Hill):
C29H42N7O17P3S
Número de CAS:
108321-26-2
Peso molecular:
885.67
MDL number:
MFCD00079225
UNSPSC Code:
41106305
PubChem Substance ID:
24898281
NACRES:
NA.51

assay

~95%

form

powder

storage temp.

−20°C

SMILES string

[Li].CC(C)(COP(O)(=O)OP(O)(=O)OCC1OC(C(O)C1OP(O)(O)=O)n2cnc3c(N)ncnc23)C(O)C(=O)NCCC(=O)NCCSC(=O)Cc4ccccc4

InChI

1S/C29H42N7O17P3S.Li.H/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);;

InChI key

BYSZOQQABOXIQX-UHFFFAOYSA-N

Application

Coenzyme A functions as an acyl group carrier, acetyl-CoA. Phenylacetyl coenzyme A (Phenylacetyl-CoA) is used to study the mechanism of action of the TetR family transcriptional repressor PaaR. Phenylacetyl-CoA is used to study the phenylacetyl-CoA monooxygenase complex found in bacteria such as E. coli.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Keiko Sakamoto et al.
Journal of bacteriology, 193(17), 4388-4395 (2011-07-05)
Phenylacetic acid (PAA) is a common intermediate in the catabolic pathways of several structurally related aromatic compounds. It is converted into phenylacetyl coenzyme A (PA-CoA), which is degraded to general metabolites by a set of enzymes. Within the genome of
Andrey M Grishin et al.
Acta crystallographica. Section F, Structural biology and crystallization communications, 66(Pt 9), 1045-1049 (2010-09-09)
The Escherichia coli paa operon encodes enzymes of the phenylacetic acid-utilization pathway that metabolizes phenylacetate in the form of a coenzyme A (CoA) derivative. The phenylacetyl-coenzyme A oxygenase complex, which has been postulated to contain five components designated PaaABCDE, catalyzes
Teresa del Peso-Santos et al.
Molecular microbiology, 69(2), 317-330 (2008-06-12)
Pseudomonas sp. strain Y2 degrades styrene through oxidation to phenylacetic acid via the styABCD operon-encoded enzymes, whose expression is induced in response to styrene by the StyS/StyR two-component regulatory system. Further transformation of phenylacetic acid to tricarboxylic acid cycle intermediates
Juan L Ramos et al.
Microbiology and molecular biology reviews : MMBR, 69(2), 326-356 (2005-06-10)
We have developed a general profile for the proteins of the TetR family of repressors. The stretch that best defines the profile of this family is made up of 47 amino acid residues that correspond to the helix-turn-helix DNA binding
Andrey M Grishin et al.
The Journal of biological chemistry, 286(12), 10735-10743 (2011-01-21)
The utilization of phenylacetic acid (PA) in Escherichia coli occurs through a hybrid pathway that shows features of both aerobic and anaerobic metabolism. Oxygenation of the aromatic ring is performed by a multisubunit phenylacetyl-coenzyme A oxygenase complex that shares remote

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