Wybutine

• CAT Number: I038372
• CAS Number: 33359-03-4
• Molecular Formula: C9H9N5O
• Molecular Weight: 203.205
• Purity: 98%
• Synonyms: Wye; Wybutine; Y Base; YWye,
• Solubility: Soluble in DMSO
• Appearance: Solid powder
• Storage: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
• IUPAC Name: 9H-Imidazo(1,2-a)purin-9-one, 1,4-dihydro-4,6-dimethyl-
• InChI: InChI=1S/C9H9N5O/c1-5-3-14-8(15)6-7(11-4-10-6)13(2)9(14)12-5/h3-4H,1-2H3,(H,10,11)
• InChIKey: ZLHLYESIHSHXGM-UHFFFAOYSA-N
• SMILES: O=C1N2C(N(C)C3=C1NC=N3)=NC(C)=C2

Wybutine, also known as YWye or Wye, is a Fluorescent base isolated from Torulopsis utilis. YWye by the size of its aromatic system and by its stacking properties is particularly well suited for stabilizing the native conformation of tRNAPhe.

Reference

1: Kumbhar NM, Sonawane KD. Iso-energetic multiple conformations of hypermodified
nucleic acid base wybutine (yW) which occur at 37(th) position in anticodon loop
of tRNA(Phe). J Mol Graph Model. 2011 Jun;29(7):935-46. doi:
10.1016/j.jmgm.2011.03.005. Epub 2011 Apr 12. PubMed PMID: 21530341.
2: Claesens F, Rigler R. Conformational dynamics of the anticodon loop in yeast
tRNAPhe as sensed by the fluorescence of wybutine. Eur Biophys J.
1986;13(6):331-42. PubMed PMID: 3530734.
3: Paulsen H, Robertson JM, Wintermeyer W. Effect of ribosome binding and
translocation on the anticodon of tRNAPhe as studied by wybutine fluorescence.
Nucleic Acids Res. 1982 Apr 24;10(8):2651-63. PubMed PMID: 7043399; PubMed
Central PMCID: PMC320640.
4: Ehrlich R, Lefevre JF, Remy P. Fluorimetric study of the complex between yeast
phenylalanyl-tRNA synthetase and tRNA-Phe. 1. Changes in the conformation of the
enzyme and tRNA; modification of the Wybutine neighbourhood. Eur J Biochem. 1980
Jan;103(1):145-53. PubMed PMID: 6987055.
5: Wintermeyer W, Schleich HG, Zachau HG. Incorporation of amines or hydrazines
into tRNA replacing wybutine or dihydrouracil. Methods Enzymol. 1979;59:110-21.
PubMed PMID: 440077.
6: Schleich HG, Wintermeyer W, Zachau HG. Replacement of wybutine by hydrazines
and its effect on the active conformation of yeast tRNAPhe. Nucleic Acids Res.
1978 May;5(5):1701-13. PubMed PMID: 351568; PubMed Central PMCID: PMC342114.