2'-N-acetylparomamine deacetylase

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2'-N-acetylparomamine deacetylase
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EC no. 3.5.1.112
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2'-N-acetylparomamine deacetylase (EC 3.5.1.112, btrD (gene), neoL (gene), kanN (gene)) is an enzyme with systematic name 2'-N-acetylparomamine hydrolase (acetate-forming). [1] [2] This enzyme catalyses the following chemical reaction

2'-N-acetylparomamine + H2O paromamine + acetate

This enzyme takes part in the biosynthetic pathways of several clinically important aminocyclitol antibiotics, including kanamycin, butirosin, neomycin and ribostamycin.

Related Research Articles

<span class="mw-page-title-main">Neomycin</span> Type of antibiotic

Neomycin is an aminoglycoside antibiotic that displays bactericidal activity against gram-negative aerobic bacilli and some anaerobic bacilli where resistance has not yet arisen. It is generally not effective against gram-positive bacilli and anaerobic gram-negative bacilli. Neomycin comes in oral and topical formulations, including creams, ointments, and eyedrops. Neomycin belongs to the aminoglycoside class of antibiotics that contain two or more amino sugars connected by glycosidic bonds.

In chemistry, acetylation is an organic esterification reaction with acetic acid. It introduces an acetyl group into a chemical compound. Such compounds are termed acetate esters or simply acetates. Deacetylation is the opposite reaction, the removal of an acetyl group from a chemical compound.

In enzymology, a N-acetyldiaminopimelate deacetylase (EC 3.5.1.47) is an enzyme that catalyzes the chemical reaction

<span class="mw-page-title-main">N-acetylglucosamine-6-phosphate deacetylase</span>

In enzymology, N-acetylglucosamine-6-phosphate deacetylase (EC 3.5.1.25), also known as GlcNAc-6-phosphate deacetylase or NagA, is an enzyme that catalyzes the deacetylation of N-acetylglucosamine-6-phosphate (GlcNAc-6-P) to glucosamine-6-phosphate (GlcN-6-P):

In enzymology, a N-acetylglucosaminylphosphatidylinositol deacetylase (EC 3.5.1.89) is an enzyme that catalyzes the chemical reaction

<span class="mw-page-title-main">Ribostamycin</span> Aminoglycoside antibiotic

Ribostamycin is an aminoglycoside-aminocyclitol antibiotic isolated from a streptomycete, Streptomyces ribosidificus, originally identified in a soil sample from Tsu City of Mie Prefecture in Japan. It is made up of 3 ring subunits: 2-deoxystreptamine (DOS), neosamine C, and ribose. Ribostamycin, along with other aminoglycosides with the DOS subunit, is an important broad-spectrum antibiotic with important use against human immunodeficiency virus and is considered a critically important antimicrobial by the World Health Organization., Resistance against aminoglycoside antibiotics, such as ribostamycin, is a growing concern. The resistant bacteria contain enzymes that modify the structure through phosphorylation, adenylation, and acetylation and prevent the antibiotic from being able to interact with the bacterial ribosomal RNAs.

The aminocyclitols are compounds related to cyclitols. They possess features of relative and absolute configuration that are characteristic of their class and have been extensively studied; but these features are not clearly displayed by general methods of stereochemical nomenclature, so that special methods of specifying their configuration are justified and have long been used. In other than stereochemical respects, their nomenclature should follow the general rules of organic chemistry.

Paromamine 6'-oxidase (EC 1.1.3.43, btrQ (gene), neoG (gene), kanI (gene), tacB (gene)) is an enzyme with systematic name paromamine:oxygen 6'-oxidoreductase. This enzyme catalyses the following chemical reaction

6'''-hydroxyneomycin C oxidase (EC 1.1.3.44, neoG (gene)) is an enzyme with systematic name 6'''-deamino-6'''-hydroxyneomycin C:oxygen 6'''-oxidoreductase. This enzyme catalyses the following chemical reaction

2-deoxy-scyllo-inosamine dehydrogenase (SAM-dependent) is an enzyme with systematic name 2-deoxy-scyllo-inosamine:S-adenosyl-L-methionine 1-oxidoreductase. This enzyme catalyses the following chemical reaction

4-(gamma-L-glutamylamino)butanoyl-(BtrI acyl-carrier protein) monooxygenase (EC 1.14.14.13, btrO (gene)) is an enzyme with systematic name 4-(gamma-L-glutamylamino)butanoyl-(BtrI acyl-carrier protein),FMN:oxygen oxidoreductase (2-hydroxylating). This enzyme catalyses the following chemical reaction

2-deoxystreptamine N-acetyl-D-glucosaminyltransferase is an enzyme with systematic name UDP-N-acetyl-alpha-D-glucosamine:2-deoxystreptamine N-acetyl-D-glucosaminyltransferase. This enzyme catalyses the following chemical reaction

UDP-GlcNAc:ribostamycin N-acetylglucosaminyltransferase is an enzyme with systematic name UDP-N-acetyl-alpha-D-glucosamine:ribostamycin N-acetylglucosaminyltransferase. This enzyme catalyses the following chemical reaction

Neamine transaminase is an enzyme with systematic name neamine:2-oxoglutarate aminotransferase. This enzyme catalyses the following chemical reaction

Neomycin C transaminase is an enzyme with systematic name 2-oxoglutarate:neomycin C aminotransferase. This enzyme catalyses the following chemical reaction

N-acetyl-1-D-myo-inositol-2-amino-2-deoxy-alpha-D-glucopyranoside deacetylase (EC 3.5.1.103, MshB) is an enzyme with systematic name 1-(2-acetamido-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol acetylhydrolase. This enzyme catalyses the following chemical reaction

2'''-acetyl-6'''-hydroxyneomycin C deacetylase (EC 3.5.1.113, neoL (gene)) is an enzyme with systematic name 2'''-acetyl-6'''-hydroxyneomycin C hydrolase (acetate-forming). This enzyme catalyses the following chemical reaction

2-deoxy-scyllo-Inosose synthase is an enzyme with systematic name D-glucose-6-phosphate phosphate-lyase (2-deoxy-scyllo-inosose-forming). This enzyme catalyses the following chemical reaction

γ-L-Glutamyl-butirosin B γ-glutamyl cyclotransferase is an enzyme with systematic name γ-L-glutamyl-butirosin B γ-glutamyl cyclotransferase . This enzyme catalyses the following chemical reaction

(Butirosin acyl-carrier protein)—L-glutamate ligase is an enzyme with systematic name (BtrI acyl-carrier protein):L-glutamate ligase (ADP-forming). This enzyme catalyses the following chemical reaction

References

  1. Truman AW, Huang F, Llewellyn NM, Spencer JB (2007). "Characterization of the enzyme BtrD from Bacillus circulans and revision of its functional assignment in the biosynthesis of butirosin". Angewandte Chemie. 46 (9): 1462–4. doi:10.1002/anie.200604194. PMID   17226887.
  2. Yokoyama K, Yamamoto Y, Kudo F, Eguchi T (April 2008). "Involvement of two distinct N-acetylglucosaminyltransferases and a dual-function deacetylase in neomycin biosynthesis". ChemBioChem. 9 (6): 865–9. doi:10.1002/cbic.200700717. PMID   18311744.