WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 463175
CAS#: 2140-65-0
Description: N1-Methylguanosine (m1G) is a methylated purine nucleoside formed during the degradation of tRNA and a biological end product. Levels of m1G are increased in the urine of patients with malignant tumors compared to those with benign or no tumors and have been used as biomarkers of cancer.
MedKoo Cat#: 463175
Name: N1-Methylguanosine
CAS#: 2140-65-0
Chemical Formula: C11H15N5O5
Exact Mass: 297.1073
Molecular Weight: 297.271
Elemental Analysis: C, 44.44; H, 5.09; N, 23.56; O, 26.91
Synonym: N1-Methylguanosine; 1-Methylguanosine; m1G; NSC 70897; NSC70897; NSC-70897;
IUPAC/Chemical Name: 2-amino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1-methyl-1,9-dihydro-6H-purin-6-one
InChi Key: UTAIYTHAJQNQDW-KQYNXXCUSA-N
InChi Code: InChI=1S/C11H15N5O5/c1-15-9(20)5-8(14-11(15)12)16(3-13-5)10-7(19)6(18)4(2-17)21-10/h3-4,6-7,10,17-19H,2H2,1H3,(H2,12,14)/t4-,6-,7-,10-/m1/s1
SMILES Code: O=C1C2=C(N(C=N2)[C@@]3(O[C@@H]([C@H]([C@H]3O)O)CO)[H])N=C(N1C)N
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO
Shelf Life: >3 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
The following data is based on the product molecular weight 297.271 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
1: Guo Q, Ng PQ, Shi S, Fan D, Li J, Zhao J, Wang H, David R, Mittal P, Do T, Bock R, Zhao M, Zhou W, Searle I. Arabidopsis TRM5 encodes a nuclear-localised bifunctional tRNA guanine and inosine-N1-methyltransferase that is important for growth. PLoS One. 2019 Nov 22;14(11):e0225064. doi: 10.1371/journal.pone.0225064. PMID: 31756231; PMCID: PMC6874348.
2: Chen CJ, Liao WL, Chang CT, Lin YN, Tsai FJ. Identification of Urinary Metabolite Biomarkers of Type 2 Diabetes Nephropathy Using an Untargeted Metabolomic Approach. J Proteome Res. 2018 Nov 2;17(11):3997-4007. doi: 10.1021/acs.jproteome.8b00644. Epub 2018 Oct 15. PMID: 30265543.
3: Hori H. Transfer RNA methyltransferases with a SpoU-TrmD (SPOUT) fold and their modified nucleosides in tRNA. Biomolecules. 2017 Feb 28;7(1):23. doi: 10.3390/biom7010023. PMID: 28264529; PMCID: PMC5372735.
4: Maehigashi T, Dunkle JA, Miles SJ, Dunham CM. Structural insights into +1 frameshifting promoted by expanded or modification-deficient anticodon stem loops. Proc Natl Acad Sci U S A. 2014 Sep 2;111(35):12740-5. doi: 10.1073/pnas.1409436111. Epub 2014 Aug 15. PMID: 25128388; PMCID: PMC4156745.
5: Goto-Ito S, Ito T, Kuratani M, Bessho Y, Yokoyama S. Tertiary structure checkpoint at anticodon loop modification in tRNA functional maturation. Nat Struct Mol Biol. 2009 Oct;16(10):1109-15. doi: 10.1038/nsmb.1653. Epub 2009 Sep 13. PMID: 19749755.
6: Li HY, Wang SM, Liu HM, Bu SS, Li J, Han D, Zhang MZ, Wu GY. Separation and identification of purine nucleosides in the urine of patients with malignant cancer by reverse phase liquid chromatography/electrospray tandem mass spectrometry. J Mass Spectrom. 2009 May;44(5):641-51. doi: 10.1002/jms.1539. PMID: 19142897.
7: Dudley E, Lemière F, Van Dongen W, Tuytten R, El-Sharkawi S, Brenton AG, Esmans EL, Newton RP. Analysis of urinary nucleosides. IV. Identification of urinary purine nucleosides by liquid chromatography/electrospray mass spectrometry. Rapid Commun Mass Spectrom. 2004;18(22):2730-8. doi: 10.1002/rcm.1685. PMID: 15499664.
8: Droogmans L, Grosjean H. Enzymatic conversion of guanosine 3' adjacent to the anticodon of yeast tRNAPhe to N1-methylguanosine and the wye nucleoside: dependence on the anticodon sequence. EMBO J. 1987 Feb;6(2):477-83. PMID: 3556165; PMCID: PMC553419.
9: Mittelman A, Bonney R, Hall RH, Grace JT Jr. The N1-methylguanosine content of hamster liver tRNA. Biochim Biophys Acta. 1969 Mar 18;179(1):242-4. doi: 10.1016/0005-2787(69)90144-0. PMID: 5787647.
