Page last updated: 2024-10-15

queuine

Cross-References

ID SourceID
PubMed CID135398670
CHEBI ID17433
SCHEMBL ID93906
SCHEMBL ID15972267
MeSH IDM0072069

Synonyms (30)

Synonym
CHEBI:17433
2-amino-5-{[(1s,4s,5r)-4,5-dihydroxycyclopent-2-en-1-ylamino]methyl}-3,7-dihydro-4h-pyrrolo[2,3-d]pyrimidin-4-one
7-(3,4-trans-4,5-cis-dihydroxy-1-cyclopenten-3-ylaminomethyl)-7-deazaguanine
queuine ,
base q
C01449
72496-59-4
q base
2-amino-5-((((1s,4s,5r)-4,5-dihydroxy-2-cyclopenten-1-yl)amino)methyl)-1,7-dihydro-4h-pyrrolo(2,3-d)pyrimidin-4-one
2-amino-5-[[[(1s,4s,5r)-4,5-dihydroxycyclopent-2-en-1-yl]amino]methyl]-1,7-dihydropyrrolo[2,3-d]pyrimidin-4-one
4h-pyrrolo(2,3-d)pyrimidin-4-one, 2-amino-5-((((1s,4s,5r)-4,5-dihydroxy-2-cyclopenten-1-yl)amino)methyl)-1,7-dihydro-
4h-pyrrolo(2,3-d)pyrimidin-4-one, 2-amino-5-(((4,5-dihydroxy-2-cyclopenten-1-yl)amino)methyl)-1,7-dihydro-, (1s-(1alpha,4beta,5beta))-
dak6eyx2bz ,
unii-dak6eyx2bz
SCHEMBL93906
SCHEMBL15972267
69565-92-0
DTXSID20895854
Q424797
2-amino-5-[[[(1s,4s,5r)-4,5-dihydroxycyclopent-2-en-1-yl]amino]methyl]-3,7-dihydropyrrolo[2,3-d]pyrimidin-4-one
DB14732
cid 114881
queuine hydrochloride
2-amino-5-({[(1s,4s,5r)-4,5-dihydroxycyclopent-2-en-1-yl]amino}methyl)-3h,4h,7h-pyrrolo[2,3-d]pyrimidin-4-one
HY-N10574
CS-0612528
4h-pyrrolo(2,3-d)pyrimidin-4-one, 2-amino-5-(((4,5-dihydroxy-2-cyclopenten-1-yl)amino)methyl)-1,7-dihydro-, (1s-(1.alpha.,4.beta.,5.beta.))-
AT39289
AKOS040753672
2-amino-5-((((1s,4s,5r)-4,5-dihydroxycyclopent-2-en-1-yl)amino)methyl)-1h-pyrrolo[2,3-d]pyrimidin-4(7h)-one

Research Excerpts

Overview

Queuine is a eukaryotic micronutrient derived exclusively from eubacteria. It is a highly modified base analogue of guanine found at first anti-codon position of specific tRNAs.

ExcerptReference
"Queuine is a eukaryotic micronutrient, derived exclusively from eubacteria. "( Queuine Micronutrient Deficiency Promotes Warburg Metabolism and Reversal of the Mitochondrial ATP Synthase in Hela Cells.
Burtnyak, L; Cirzi, C; Fergus, C; Ghanim, M; Hayes, P; Kelly, VP; McGrenaghan, CJ; Nolan, DP; Tuorto, F, 2020
)
"Queuine is a hyper modified base analogue of guanine, found at first anti-codon position of Q- family of tRNAs."( Queuine promotes antioxidant defence system by activating cellular antioxidant enzyme activities in cancer.
Jaiswal, YK; Pathak, C; Vinayak, M, 2008
)
"Queuine is a highly modified base analogue of guanine found at first anti-codon position of specific tRNAs i.e."( Modulation in the activity of lactate dehydrogenase and level of c-Myc and c-Fos by modified base queuine in cancer.
Jaiswal, YK; Pathak, C; Vinayak, M, 2008
)
"Queuine is a derivative of guanine found in the transfer RNAs of most organisms including man. "( The absence of the diet-derived 7-deazapurine, queuine in artificial liquid diets.
Farkas, WR; Katze, J; Reyniers, JP,
)

Treatment

Queuine treatment significantly enhanced cell proliferation and junction activity in cell lines and organoids. Queuine treatments down regulate the level of tyrosine phosphoproteins.

ExcerptReference
"Queuine treatment significantly enhanced cell proliferation and junction activity in cell lines and organoids."( Disruption to tRNA Modification by Queuine Contributes to Inflammatory Bowel Disease.
Kelly, VP; McGrenaghan, CJ; Sun, J; Xia, Y; Zhang, J; Zhang, Y, 2023
)
"Queuine treatment leads to decrease in A4 anaerobic isozymes of LDH."( Modulation of lactate dehydrogenase isozymes by modified base queuine.
Pathak, C; Vinayak, M, 2005
)
"Queuine treatments down regulate the level of tyrosine phosphoproteins, which suggests that queuine is involved in regulation of mitotic signaling pathways."( Queuine mediated inhibition in phosphorylation of tyrosine phosphoproteins in cancer.
Jaiswal, YK; Pathak, C; Vinayak, M, 2008
)
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
Escherichia coli metaboliteAny bacterial metabolite produced during a metabolic reaction in Escherichia coli.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (1)

ClassDescription
pyrrolopyrimidine
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathways (3)

PathwayProteinsCompounds
Metabolism of RNA63740
tRNA processing10729
tRNA modification in the nucleus and cytosol4325

Research

Studies (108)

TimeframeStudies, This Drug (%)All Drugs %
pre-199040 (37.04)18.7374
1990's36 (33.33)18.2507
2000's10 (9.26)29.6817
2010's11 (10.19)24.3611
2020's11 (10.19)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews5 (4.59%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other104 (95.41%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]