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Merck
CN

SML0807

Sigma-Aldrich

PreQ1 dihydrochloride

≥98% (HPLC), PreQ1 riboswitch regulator, powder

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

Key Documents

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Product Name

PreQ1 dihydrochloride, ≥98% (HPLC)

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

SMILES string

Cl.Cl.[nH]1c2nc([nH][c](c2c(c1)CN)=O)N

InChI key

WUMBRQKOLVTYTB-UHFFFAOYSA-N

Related Categories

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 (pre-queuosine1), an intermediate of the queuosine pathway, regulates the PreQ1 riboswitch.
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

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000296339
0000296339
0000237260
0000237260
0000205603

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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 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)
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
Structural, Functional, and Taxonomic Diversity of Three PreQ1 Riboswitch Classes
McCown PJ, et al.
Chemistry & Biology, 21(7), 880-889 (2014)

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