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76427

Sigma-Aldrich

Penicillin Amidase from Escherichia coli

5-10 units/mg protein

Synonym(s):

Penicillin Acylase, Penicillin Amidohydrolase

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About This Item

CAS Number:
9014-06-6
Enzyme Commission number:
3.5.1.11 (BRENDA, IUBMB)
EC Number:
232-753-8
MDL number:
MFCD00147869
UNSPSC Code:
12352204
NACRES:
NA.54

biological source

Escherichia coli

form

suspension

specific activity

5-10 units/mg protein

mol wt

Mr ~70000

technique(s)

activity assay: suitable

application(s)

diagnostic assay manufacturing

storage temp.

2-8°C

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General description

Penicillin amidase is a periplasmic 80K heterodimer with A and B chains (209 and 566 amino acids, respectively). It is widely distributed among microorganisms, including bacteria, yeast and filamentous fungi. Among all the sources, the enzyme produced by E. coli is most well-characterized and common for industrial application.

Application

Penicillin amidase was used to study its effect in release of fatty acid and HSL (homoserine lactone) from AHLs (N -acylhomoserine lactones) in degradation of antibiotics. It was used as positive control for assaying penicillin G acylase activity in the study of functional analysis of bile salt hydrolase and penicillin acylase family members in Lactobacillus sp. Penicillin amidase may be used for synthesis of 6-aminopenicillanic acid from penicillin-G and for the industrial production of β-lactam antibiotics.

Biochem/physiol Actions

The biosynthesis of Penicillin amidase in E. coli by hydrophobic protein chromatography is an inducible reaction which is regulated by metabolized carbon source (e.g. polyols, carboxylic acid etc.). It is also influenced by catabolite repression. It catalyzes the formation of amide bonds through an acyl-enzyme intermediate.

Unit Definition

1 U corresponds to the amount of enzyme which hydrolyzes 1 μmol benzylpenicillin per minute at pH 7.6 and 37°C

Other Notes

Characterization; In enantioselective resolution; Synthesis of ampicillin and benzylpenicillin

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

76427-1G:
76427-VAR:
76427-BULK:
76427-250MG:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Penicillin Acylase in the Industrial Production of ?-Lactam Antibiotics
Bruggink A, Roos EC, Vroom ED
Organic Process Research & Development, 2(2), 128-133 (1998)
A. Guy et al.
Bioorganic & Medicinal Chemistry Letters, 3, 1041-1041 (1993)
H J Duggleby et al.
Nature, 373(6511), 264-268 (1995-01-19)
Penicillin acylase (penicillin amidohydrolase, EC 3.5.1.11) is widely distributed among microorganisms, including bacteria, yeast and filamentous fungi. It is used on an industrial scale for the production of 6-aminopenicillanic acid, the starting material for the synthesis of semi-synthetic penicillins. Its
Ampicillin and cephalexin synthesis catalysed by E. coli penicillin amidase. Yield increase due to substrate recycling
Kasche, V
Biotechnology Letters, 7, 877-882 (1985)
V Kasche et al.
Hoppe-Seyler's Zeitschrift fur physiologische Chemie, 365(12), 1435-1443 (1984-12-01)
Hydrophobic protein chromatography was used to prepare homogeneous fractions of penicillin amidase (EC 3.5.1.11) from E. coli. The apparent ratios of the rate constants for the deacylation of the acyl-penicillin amidase formed in the hydrolysis of phenylacetylglycine or D-phenylglycine methyl
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