Pristinamycin IIA

Pristinamycin IIA
Clinical data
Other namesMikamycin A; Virginiamycin M1
Identifiers
  • 8,9,14,15,24,25-Hexahydro-14-hydroxy-4,12-dimethyl-3-(1-methylethyl)(3R,4R,5E,10E,12E,14S)-3H-21,18-nitrolo-1H,22H-pyrrolo\[2,1-c] [1,8,4,19]-dioxadiazacyclotetracosine-1,7,16,22(4H,17H)-tetrone
CAS Number
PubChem CID
ChemSpider
UNII
ChEBI
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC28H35N3O7
Molar mass525.602 g·mol−1
3D model (JSmol)
  • C[C@@H]1/C=C/C(=O)NC/C=C/C(=C/[C@H](CC(=O)Cc2nc(co2)C(=O)N3CCC=C3C(=O)O[C@@H]1C(C)C)O)/C
  • InChI=1S/C28H35N3O7/c1-17(2)26-19(4)9-10-24(34)29-11-5-7-18(3)13-20(32)14-21(33)15-25-30-22(16-37-25)27(35)31-12-6-8-23(31)28(36)38-26/h5,7-10,13,16-17,19-20,26,32H,6,11-12,14-15H2,1-4H3,(H,29,34)/b7-5+,10-9+,18-13+/t19-,20-,26-/m1/s1
  • Key:DAIKHDNSXMZDCU-FQTGFAPKSA-N
  (verify)

Pristinamycin IIA is a macrolide antibiotic. It is a member of the streptogramin A group of antibiotics and one component of pristinamycin (the other being pristinamycin IA).[1] Pristinamycin IIA was first isolated from the Streptomyces virginiae, but has been isolated from other microorganisms and thus has been given a variety of other names such as Virginiamycin M1, Mikamycin A, and Streptogramin A.[2] Pristinamycin IIA structure was determined by chemical and instrumental techniques, including X-ray crystallography.[2][3] Pristinamycin IIA is of interest from a biosynthetic viewpoint because it contains the unusual dehydroproline and oxazole ring systems.[2] The only experimental evidence bearing on the formation of the oxazole ring is found in work on the biosynthesis of the alkaloid annuloline.[2][4]

Biosynthesis

Pristinamycin IIA biosynthesis is presumed to proceed through the acetate pathway and was determined through the feeding of 3H and 13C precursors to Streptomyces virginiae strain PDT-30.[2] When fed [2-13C]-acetate the 13C NMR Spectra showed signals corresponding to carbons 5, 9, 10a, 11, 13, and 15 seen in the biosynthesis scheme.[2] In addition, methionine was found to donate its methyl group specifically to carbon-3 (seen in the biosynthesis scheme) by studies with L-[methyl-13C] methionine.[2] With this data and the known incorporation of proline, methionine, serine, and glycine into the antibiotic along with the assumption that carbon atoms 1, la, lb, and 2 are derived from valine or isobutyric acid, allows for a tentative pathway for the biosynthesis of Pristinamycin IIA to be deduced.[2]

Biosynthesis of Pristinamycin IIA[2]

See also

References

  1. ^ Laforest H, Fourgeaud M, Richet H, Lagrange PH (July 1988). "Comparative in vitro activities of pristinamycin, its components, and other antimicrobial agents against anaerobic bacteria". Antimicrobial Agents and Chemotherapy. 32 (7): 1094–1096. doi:10.1128/AAC.32.7.1094. PMC 172352. PMID 3142342.
  2. ^ a b c d e f g h i Kingston DG, Kolpak MX (August 1980). "Biosynthesis of antibiotics of the virginiamycin family. 1. Biosynthesis of virginiamycin M1: determination of the labeling pattern by the use of stable isotope techniques". Journal of the American Chemical Society. 102 (18): 5964–5966. doi:10.1021/ja00538a070. Retrieved 29 May 2022.
  3. ^ Delpierre GR, Eastwood FW, Gream GE, Kingston DG, Sarin PS, Todd L, Williams DH (1966). "Antibiotics of the ostreogrycin complex. II. Structure of ostreogrycin A". Journal of the Chemical Society, Perkin Transactions 1. 19: 1653–1669. doi:10.1039/j39660001653. PMID 5950461.
  4. ^ O'Donovan DG, Horan HJ (1971). "The biosynthesis of annuloline, a unique oxazole alkaloid". Journal of the Chemical Society C: Organic. 1: 331–334. doi:10.1039/J39710000331.
Stub icon

This systemic antibiotic-related article is a stub. You can help Wikipedia by expanding it.

Read other articles:

Tinta bubuk

Wadah tinta bubuk berwarna Tinta bubuk atau toner adalah serbuk yang digunakan pada pencetak laser dan mesin fotokopi untuk membentuk cetakan teks dan gambar pada kertas. Pada masa-masa awal, serbuk yang digunakan adalah karbon biasa. Namun, untuk meningkatkan mutu cetakan, bahan yang digunakan adalah campuran karbon dengan polimer. Partikel-partikel pada tinta bubuk meleleh karena panas pada pelebur (fuser), dan kemudian melekat pada kertas. Pranala luar Lihat entri toner di kamus bebas Wik...

 

Paulus Diakonus

Penggambaran Paulus Diaconus di dalam sebuah naskah dari abad ke-10 (Laurentian Library Plut. 65.35 fol. 34r) Paulus Diakonus (skt. 720-an – 13 April 799 SM), juga dikenal sebagai Paulus sang Diakon, Warnefridus, Barnefridus, Winfridus dan terkadang dengan akhiran Cassinensis (seperti Monte Cassino), merupakan Ordo Santo Benediktus, Ahli Taurat, dan Sejarawan Lombardia. Kehidupan Konon leluhur yang bernama Leupichis memasuki Italia dengan bimbingan Alboin dan menerima wilayah di atau di dek...

 

Castelpagano

CastelpaganoKomuneComune di CastelpaganoLokasi Castelpagano di Provinsi BeneventoNegara ItaliaWilayah CampaniaProvinsiBenevento (BN)Luas[1] • Total38,26 km2 (14,77 sq mi)Ketinggian[2]630 m (2,070 ft)Populasi (2016)[3] • Total1.547 • Kepadatan40/km2 (100/sq mi)Zona waktuUTC+1 (CET) • Musim panas (DST)UTC+2 (CEST)Kode pos82020Kode area telepon0824Situs webhttp://www.comune.castelpagan...

Great Basin National Park

Not to be confused with Big Basin State Park. National park in Nevada, United States Great Basin National ParkIUCN category II (national park)Bristlecone pine and Wheeler PeakGreat Basin National ParkLocation in NevadaShow map of NevadaGreat Basin National ParkLocation in the United StatesShow map of the United StatesLocationWhite Pine County, Nevada, United StatesNearest cityEly, Baker, BorderCoordinates39°00′21″N 114°13′11″W / 39.00581°N 114.21969°W ...

 

Monkey Kingdom

2015 American nature documentary film Monkey KingdomTheatrical release posterDirected byMark LinfieldAlastair FothergillProduced byMark LinfieldAlastair FothergillNarrated byTina FeyCinematographyMartyn ColbeckGavin ThurstonEdited byAndy NetleyMusic byHarry Gregson-Williams[1]Productioncompanies Disneynature Silverback Films[2] Distributed byWalt Disney Studios Motion PicturesRelease date April 17, 2015 (2015-04-17) (United States) Running time82 minutesCoun...

 

Saab 95

For the models produced between 1997 and 2012, see Saab 9-5. Motor vehicle Saab 95OverviewManufacturerSaabSaab-ValmetProduction1959-1978DesignerSixten SasonBody and chassisClassCompactBody style3-door station wagon3-door sedan delivery vanLayoutFF layoutRelatedSaab 93Saab 96PowertrainEngine841 cc 2-stroke I31,498 cc Ford V41,698 cc Ford LC V4 (USA)Transmission4-speed manualDimensionsWheelbase2,500 mm (98.4 in)[1]Length4,300 mm (169.3 in) (1969-1...

2007 Beninese parliamentary election

Politics of Benin Constitution Human rights Government President (List) Patrice Talon Vice President Mariam Chabi Talata Cabinet of Benin Parliament National Assembly President: Louis Vlavonou Administrative divisions Departments Communes Arrondissements Elections Recent elections Presidential: 20162021 Parliamentary: 20192023 Political parties Foreign relations Ministry of Foreign Affairs and African Integration Minister: Aurélien Agbénonci Diplomatic missions of / in Benin Passport Visa r...

 

Donald Mackenzie Wallace

Scottish public servant and writer For persons of a similar name, see Donald Wallace (disambiguation). Donald Mackenzie Wallace. Sir Donald Mackenzie Wallace KCIE KCVO (11 November 1841 – 10 January 1919) was a Scottish public servant, writer, editor and foreign correspondent of The Times (London). Early life Donald Mackenzie Wallace was born to Robert Wallace[1] of Boghead, Dunbartonshire, and Sarah Mackenzie. Both his parents died before Donald turned ten. By the age of fiftee...

 

Філософія

Частина серії проФілософіяLeft to right: Plato, Kant, Nietzsche, Buddha, Confucius, AverroesПлатонКантНіцшеБуддаКонфуційАверроес Філософи Епістемологи Естетики Етики Логіки Метафізики Соціально-політичні філософи Традиції Аналітична Арістотелівська Африканська Близькосхідна іранська Буддій�...

Oregon Youth Authority

This article may rely excessively on sources too closely associated with the subject, potentially preventing the article from being verifiable and neutral. Please help improve it by replacing them with more appropriate citations to reliable, independent, third-party sources. (June 2022) (Learn how and when to remove this message) Oregon Youth AuthorityAgency overviewFormed1995 (1995)Headquarters530 Center St. N.E. Salem, Oregon 97301Employees1,100 (April 2015)Agency executivesJoseph O'Le...

 

Manga

Ne doit pas être confondu avec Anime. Pour les articles homonymes, voir Manga (homonymie). Magasin de mangas au Japon en 2004. Rayon de mangas. Stand Kurokawa, Les Misérables et d'autres mangas au Salon du livre de Paris, 2015. Un manga (漫画?) est une bande dessinée japonaise. La plupart des mangas se conforment à un style développé au Japon à la fin du XIXe siècle, alors que la forme a une longue préhistoire dans l'art japonais antérieur. Au Japon, le terme manga désigne ...

 

Fluoruro di calcio

Questa voce sull'argomento alogenuri è solo un abbozzo. Contribuisci a migliorarla secondo le convenzioni di Wikipedia. Fluoruro di calcio Nome IUPACDifluoruro di calcio Caratteristiche generaliFormula bruta o molecolareCaF2 Massa molecolare (u)78,074806 u Aspettosolido bianco Numero CAS7789-75-5 Numero EINECS232-188-7 PubChem24617 e 84512 DrugBankDBDB15962 SMILES[F-].[F-].[Ca+2] Proprietà chimico-fisicheDensità (g/cm3, in c.s.)3,18 (20 °C) Solubilità in acqua0,016 g/l (18...

Battle of Chickamauga

American Civil War battle This article is about the American Civil War battle and campaign. For the 18th century Cherokee actions, see Cherokee–American wars. Battle of ChickamaugaPart of the Western Theater of the American Civil WarDateSeptember 18–20, 1863[1][2]LocationCatoosa and Walker counties, Georgia34°55′03″N 85°15′38″W / 34.9176°N 85.2606°W / 34.9176; -85.2606Result Confederate victory[3]Belligerents  United States ...

 

Boxing at the 1976 Summer Olympics – Light welterweight

Olympic boxing tournament Light welterweight boxingat the Games of the XXI OlympiadVenueMaurice Richard Arena, MontrealDates18–31 JulyCompetitors31 from 31 nationsMedalists Ray Leonard  United States Andrés Aldama  Cuba Vladimir Kolev  Bulgaria Kazimierz Szczerba  Poland← 19721980 → Boxing at the1976 Summer OlympicsLight flyweightmenFlyweightmenBantamweightmenFeatherweightmenLightweightmenLight welterweightmenWelterweightmenLight middlewe...

 

Charlie Chan

Charlie Chan Warner Oland dans le rôle de Charlie Chandans Charlie Chan's Secret Origine Américain d'origine chinoise Activité Détective Créé par Earl Derr Biggers Interprété par Warner OlandSidney TolerRoland WintersPeter Ustinov Première apparition La Maison sans clef (1925) Dernière apparition Le Gardien des clés (1932) modifier  Charlie Chan, est un personnage de fiction créé en 1925 par Earl Derr Biggers, c'est un détective américain d'origine chinoise . Il est le h�...

Antony John Williams

British chemist Antony WilliamsBornAntony John WilliamsSt Asaph, Denbighshire, WalesNationalityBritishAlma mater Royal Holloway, University of London (PhD) University of Liverpool (BSc) Known for Structural elucidation Nuclear magnetic resonance ChemSpider Open PHACTS[1] Open Notebook Science AwardsJim Gray e-Science award (2012)Scientific careerFields Chemistry Spectroscopy Cheminformatics Institutions United States Environmental Protection Agency Eastman Kodak Company Adva...

 

Tomislav Rogić

Questa voce sull'argomento Calciatori croati è solo un abbozzo. Contribuisci a migliorarla secondo le convenzioni di Wikipedia. Segui i suggerimenti del progetto di riferimento. Tomislav RogićNazionalità Croazia Calcio RuoloPreparatore dei portieri (ex portiere) Termine carriera1º luglio 2010 - giocatore CarrieraGiovanili  Zara Squadre di club1 2001-2010 Zara60 (-126) Carriera da allenatore 2014 Hajduk SpalatoPortieri2014-2016 ŠachtarPortieri2016-2017 ...

 

Петровский, Артур Владимирович

В Википедии есть статьи о других людях с фамилией Петровский. Артур Владимирович Петровский Дата рождения 14 мая 1924(1924-05-14) Место рождения Севастополь, СССР Дата смерти 2 декабря 2006(2006-12-02) (82 года) Место смерти Москва, Россия Страна  СССР→ Россия Род деятельнос�...

Heavenly Valley

Questa voce sugli argomenti California e stazioni e comprensori sciistici è solo un abbozzo. Contribuisci a migliorarla secondo le convenzioni di Wikipedia. La pista Gunbarrel innevata Heavenly Valley, o Heavenly Mountain Resort, è un comprensorio sciistico statunitense che si estende nella Sierra Nevada tra la California e il Nevada, costeggiando a sud il Lago Tahoe. Attrezzato con 97 piste e 30 impianti di risalita, si estende per 19 km². Centro amministrativo del comprensorio...

 

Croce cristiana

La tradizionale forma della croce nel cristianesimo occidentale, detta croce latina. La croce cristiana è una rappresentazione stilizzata dello strumento usato dai romani per l'esecuzione capitale tramite crocifissione[1], il supplizio che secondo i vangeli e la tradizione cristiana venne inflitto a Gesù Cristo; è il simbolo cristiano più diffuso e riconosciuto. L'interesse degli studiosi si è rivolto sia sulle origini del simbolo grafico sia sul suo utilizzo nei primi secoli cri...