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1-Methyladenosine
1-Methyladenosine is a modified nucleoside often found in tRNAs and rRNA. In the biomedical industry, it is pivotal for protein synthesis, cellular function, and responses to stressors. It's also being studied concerning viral RNA methylation in diseases such as hepatitis C.
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Ordering Information
| Catalog Number | Size | Price | Stock | Quantity |
|---|---|---|---|---|
| BRP-02149 | 500 mg | $257 | In stock |
Catalog
BRP-02149
Synonyms
Adenosine, 1-methyl-; N1-Methyladenosine; N1-Methyl-D-adenosine; NSC 92165; (2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-imino-1-methyl-purin-9-yl)tetrahydrofuran-3,4-diol; Adenosine, N,6-didehydro-1,9-dihydro-1-methyl-
CAS
15763-06-1
IUPAC Name
(2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-imino-1-methylpurin-9-yl)oxolane-3,4-diol
Molecular Weight
281.27
Molecular Formula
C11H15N5O4
Canonical SMILES
CN1C=NC2=C(C1=N)N=CN2C3C(C(C(O3)CO)O)O
InChI
InChI=1S/C11H15N5O4/c1-15-3-14-10-6(9(15)12)13-4-16(10)11-8(19)7(18)5(2-17)20-11/h3-5,7-8,11-12,17-19H,2H2,1H3/t5-,7-,8-,11-/m1/s1
InChIKey
GFYLSDSUCHVORB-IOSLPCCCSA-N
Boiling Point
655.4±65.0 °C at 760 mmHg
Melting Point
>217 °C (dec.)
Purity
≥95%
Density
1.88±0.1 g/cm3
Solubility
Soluble in DMSO (Slightly), Water (Slightly, Sonicated)
Appearance
White to Off-white Crystalline Powder
Storage
Store at -20 °C, under inert atmosphere
Symbol
m1A
Chemical Structure:
Reference Reading
1. N1-methyladenosine methylation in tRNA drives liver tumourigenesis by regulating cholesterol metabolism
Yanying Wang, Jing Wang, Xiaoyu Li, Xushen Xiong, Jianyi Wang, Ziheng Zhou, Xiaoxiao Zhu, Yang Gu, Dan Dominissini, Lei He, Yong Tian, Chengqi Yi 0, Zusen Fan. Nat Commun. 2021 Nov 2;12(1):6314. doi: 10.1038/s41467-021-26718-6.
Hepatocellular carcinoma (HCC) accounts for the majority of primary liver cancers and is characterized by high recurrence and heterogeneity, yet its mechanism is not well understood. Here we show that N1-methyladenosine methylation (m1A) in tRNA is remarkably elevated in hepatocellular carcinoma (HCC) patient tumour tissues. Moreover, m1A methylation signals are increased in liver cancer stem cells (CSCs) and are negatively correlated with HCC patient survival. TRMT6 and TRMT61A, forming m1A methyltransferase complex, are highly expressed in advanced HCC tumours and are negatively correlated with HCC survival. TRMT6/TRMT61A-mediated m1A methylation is required for liver tumourigenesis. Mechanistically, TRMT6/TRMT61A elevates the m1A methylation in a subset of tRNA to increase PPARδ translation, which in turn triggers cholesterol synthesis to activate Hedgehog signaling, eventually driving self-renewal of liver CSCs and tumourigenesis. Finally, we identify a potent inhibitor against TRMT6/TRMT61A complex that exerts effective therapeutic effect on liver cancer.
2. N1-methyladenosine modification in cancer biology: Current status and future perspectives
Jiexin Li, Haisheng Zhang, Hongsheng Wang. Comput Struct Biotechnol J. 2022 Nov 25;20:6578-6585. doi: 10.1016/j.csbj.2022.11.045.
Post-transcriptional modifications in RNAs regulate their biological behaviors and functions. N1-methyladenosine (m1A), which is dynamically regulated by writers, erasers and readers, has been found as a reversible modification in tRNA, mRNA, rRNA and long non-coding RNA (lncRNA). m1A modification has impacts on the RNA processing, structure and functions of targets. Increasing studies reveal the critical roles of m1A modification and its regulators in tumorigenesis. Due to the positive relevance between m1A and cancer development, targeting m1A modification and m1A-related regulators has been of attention. In this review, we summarized the current understanding of m1A in RNAs, covering the modulation of m1A modification in cancer biology, as well as the possibility of targeting m1A modification as a potential target for cancer diagnosis and therapy.
3. Post-transcriptional gene regulation by mRNA modifications
Boxuan Simen Zhao, Ian A Roundtree, Chuan He. Nat Rev Mol Cell Biol. 2017 Jan;18(1):31-42. doi: 10.1038/nrm.2016.132.
The recent discovery of reversible mRNA methylation has opened a new realm of post-transcriptional gene regulation in eukaryotes. The identification and functional characterization of proteins that specifically recognize RNA N6-methyladenosine (m6A) unveiled it as a modification that cells utilize to accelerate mRNA metabolism and translation. N6-adenosine methylation directs mRNAs to distinct fates by grouping them for differential processing, translation and decay in processes such as cell differentiation, embryonic development and stress responses. Other mRNA modifications, including N1-methyladenosine (m1A), 5-methylcytosine (m5C) and pseudouridine, together with m6A form the epitranscriptome and collectively code a new layer of information that controls protein synthesis.
