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SML0807

Sigma-Aldrich

PreQ1 dihydrochloride

≥98% (HPLC)

Synonym(s):

2-Amino-5-(aminomethyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one dihydrochloride, 7-Aminomethyl-7-deazaguanine dihydrochloride, Pre-queuosine1 dihydrochloride

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About This Item

Empirical Formula (Hill Notation):
C7H9N5O · 2HCl
CAS Number:
86694-45-3
Molecular Weight:
252.10
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to light brown

solubility

DMSO: 5 mg/mL, clear (warmed)

storage temp.

2-8°C

Biochem/physiol Actions

PreQ1 (pre-queuosine1) is an intermediate of the queuosine pathway. Also, PreQ1 binds with high affinity to the aptamer of PreQ1 riboswitch, which attenuates protein expression.
PreQ1 is a nucleobase derived from guanine and a precursor of the modified base queuosine that is present in four tRNAs. Prequeuosine (preQ1) riboswitches are RNA regulatory elements present in the 5′ UTR of genes that participates in the biosynthesis and transport of preQ1.

Features and Benefits

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Structural determinants for ligand capture by a class II preQ1 riboswitch
Kang M, et al.
Proceedings of the National Academy of Sciences of the USA, 111(6), E663-E671 (2014)
Zhou Gong et al.
Journal of molecular biology, 432(16), 4523-4543 (2020-06-12)
Single-stranded noncoding regulatory RNAs, as exemplified by bacterial riboswitches, are highly dynamic. The conformational dynamics allow the riboswitch to reach maximum switching efficiency under appropriate conditions. Here we characterize the conformational dynamics of preQ1 riboswitches from mesophilic and thermophilic bacterial
Structural, Functional, and Taxonomic Diversity of Three PreQ1 Riboswitch Classes
McCown PJ, et al.
Chemistry & Biology, 21(7), 880-889 (2014)
Yifeng Yuan et al.
Proceedings of the National Academy of Sciences of the United States of America, 116(38), 19126-19135 (2019-09-05)
Queuosine (Q) is a complex tRNA modification widespread in eukaryotes and bacteria that contributes to the efficiency and accuracy of protein synthesis. Eukaryotes are not capable of Q synthesis and rely on salvage of the queuine base (q) as a

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