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Tabtoxinine β-lactam

Tabtoxinine β-lactam is a monobactam antibiotic derived from tabtoxin. Unlike other β-lactam antibiotics, which inhibit penicillin-binding proteins, tabtoxinine β-lactam inhibits glutamine synthetase.[1]

Tabtoxinine β-lactam
Names
Systematic IUPAC name
(2S)-2-Amino-4-[(3S)-3-hydroxy-2-oxoazetidin-3-yl]butanoic acid
Other names
S,3S)-α-Amino-3-hydroxy-2-oxo-3-azetidinebutanoic acid; (−)-Tabtoxinine β-lactam
Identifiers
  • 65709-93-5 Y
3D model (JSmol)
  • Interactive image
ChemSpider
  • 24751854
  • 3035052
UNII
  • 2UUE5D9555 Y
  • DTXSID80984253
  • InChI=1S/C7H12N2O4/c8-4(5(10)11)1-2-7(13)3-9-6(7)12/h4,13H,1-3,8H2,(H,9,12)(H,10,11)/t4-,7-/m0/s1
    Key: BSUXZTMOMIFYBF-FFWSUHOLSA-N
  • C1[C@](C(=O)N1)(CC[C@@H](C(=O)O)N)O
Properties
C7H12N2O4
Molar mass 188.183 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

References Edit

  1. ^ Thomas, M. D.; Langston-Unkefer, P. J.; Uchytil, T. F.; Durbin, R. D. (1983). "Inhibition of Glutamine Synthetase from Pea by Tabtoxinine-β-lactam". Plant Physiology. 71 (4): 912–915. doi:10.1104/pp.71.4.912. PMC 1066143. PMID 16662928.


tabtoxinine, lactam, monobactam, antibiotic, derived, from, tabtoxin, unlike, other, lactam, antibiotics, which, inhibit, penicillin, binding, proteins, tabtoxinine, lactam, inhibits, glutamine, synthetase, namessystematic, iupac, name, amino, hydroxy, oxoazet. Tabtoxinine b lactam is a monobactam antibiotic derived from tabtoxin Unlike other b lactam antibiotics which inhibit penicillin binding proteins tabtoxinine b lactam inhibits glutamine synthetase 1 Tabtoxinine b lactam NamesSystematic IUPAC name 2S 2 Amino 4 3S 3 hydroxy 2 oxoazetidin 3 yl butanoic acidOther names aS 3S a Amino 3 hydroxy 2 oxo 3 azetidinebutanoic acid Tabtoxinine b lactamIdentifiersCAS Number 65709 93 5 Y3D model JSmol Interactive imageChemSpider 24751854PubChem CID 3035052UNII 2UUE5D9555 YCompTox Dashboard EPA DTXSID80984253InChI InChI 1S C7H12N2O4 c8 4 5 10 11 1 2 7 13 3 9 6 7 12 h4 13H 1 3 8H2 H 9 12 H 10 11 t4 7 m0 s1Key BSUXZTMOMIFYBF FFWSUHOLSA NSMILES C1 C C O N1 CC C H C O O N OPropertiesChemical formula C 7H 12N 2O 4Molar mass 188 183 g mol 1Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox referencesReferences Edit Thomas M D Langston Unkefer P J Uchytil T F Durbin R D 1983 Inhibition of Glutamine Synthetase from Pea by Tabtoxinine b lactam Plant Physiology 71 4 912 915 doi 10 1104 pp 71 4 912 PMC 1066143 PMID 16662928 nbsp This article about a heterocyclic compound is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Tabtoxinine b lactam amp oldid 1157608876, wikipedia, wiki, book, books, library,

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