MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 555865 | Name: 3'-O-Methylguanosine
Featured

Description:

WARNING: This product is for research use only, not for human or veterinary use.

3'-O-Methylguanosine, also known as 3-OMG, is a methylated nucleoside analog and a RNA chain terminator. Early virus-​specific RNA synthesis was preferentially inhibited by 3'-​O-​methyl guanosine.

Chemical Structure

3'-O-Methylguanosine
3'-O-Methylguanosine
CAS#10300-27-3

Theoretical Analysis

MedKoo Cat#: 555865

Name: 3'-O-Methylguanosine

CAS#: 10300-27-3

Chemical Formula: C11H15N5O5

Exact Mass: 297.1073

Molecular Weight: 297.27

Elemental Analysis: C, 44.44; H, 5.09; N, 23.56; O, 26.91

Price and Availability

Size Price Availability Quantity
100mg USD 450.00 2 Weeks
250mg USD 850.00 2 Weeks
500mg USD 1,350.00 2 Weeks
1g USD 2,250.00 2 Weeks
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
400806-41-9 (monophosphate) 78771-34-3 (diphosphate) 10300-27-3
Synonym
NSC 106541; NSC-106541; NSC106541; 3-OMG; 3'-O-Methylguanosine;
IUPAC/Chemical Name
2-amino-9-((2R,3R,4S,5R)-3-hydroxy-5-(hydroxymethyl)-4-methoxytetrahydrofuran-2-yl)-3,9-dihydro-6H-purin-6-one
InChi Key
UYARPHAXAJAZLU-KQYNXXCUSA-N
InChi Code
InChI=1S/C11H15N5O5/c1-20-7-4(2-17)21-10(6(7)18)16-3-13-5-8(16)14-11(12)15-9(5)19/h3-4,6-7,10,17-18H,2H2,1H3,(H3,12,14,15,19)/t4-,6-,7-,10-/m1/s1
SMILES Code
O=C1N=C(N)NC2=C1N=CN2[C@@H]3O[C@H](CO)[C@@H](OC)[C@H]3O
Appearance
Solid powder
Purity
>95% (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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 297.27 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.

Recalculate based on batch purity %
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: Yang H, Wang D, Engelstad K, Bagay L, Wei Y, Rotstein M, Aggarwal V, Levy B, Ma L, Chung WK, De Vivo DC. Glut1 deficiency syndrome and erythrocyte glucose uptake assay. Ann Neurol. 2011 Dec;70(6):996-1005. doi: 10.1002/ana.22640. PMID: 22190371. 2: Fung EL, Ho YY, Hui J, Wong JH, Ng TB, Fong NY, Klepper J, Tsui KW. First report of GLUT1 deficiency syndrome in Chinese patients with novel and hot spot mutations in SLC2A1 gene. Brain Dev. 2011 Feb;33(2):170-3. doi: 10.1016/j.braindev.2010.03.009. Epub 2010 Apr 22. PMID: 20417043. 3: Deane AM, Nguyen NQ, Stevens JE, Fraser RJ, Holloway RH, Besanko LK, Burgstad C, Jones KL, Chapman MJ, Rayner CK, Horowitz M. Endogenous glucagon-like peptide-1 slows gastric emptying in healthy subjects, attenuating postprandial glycemia. J Clin Endocrinol Metab. 2010 Jan;95(1):215-21. doi: 10.1210/jc.2009-1503. Epub 2009 Nov 5. PMID: 19892837. 4: Dive A. Impaired glucose and nutrient absorption in critical illness: is gastric emptying only a piece of the puzzle? Crit Care. 2009;13(5):190. doi: 10.1186/cc8049. Epub 2009 Oct 1. PMID: 19818163; PMCID: PMC2784372. 5: Chapman MJ, Fraser RJ, Matthews G, Russo A, Bellon M, Besanko LK, Jones KL, Butler R, Chatterton B, Horowitz M. Glucose absorption and gastric emptying in critical illness. Crit Care. 2009;13(4):R140. doi: 10.1186/cc8021. Epub 2009 Aug 27. PMID: 19712450; PMCID: PMC2750198. 6: Khera PK, Joiner CH, Carruthers A, Lindsell CJ, Smith EP, Franco RS, Holmes YR, Cohen RM. Evidence for interindividual heterogeneity in the glucose gradient across the human red blood cell membrane and its relationship to hemoglobin glycation. Diabetes. 2008 Sep;57(9):2445-52. doi: 10.2337/db07-1820. Epub 2008 Jun 30. PMID: 18591386; PMCID: PMC2518496. 7: Kore AR, Parmar G, Reddy S. An efficient process for synthesis of 2'-O-methyl and 3'-O-methyl guanosine from 2-aminoadenosine using diazomethane and the catalyst stannous chloride. Nucleosides Nucleotides Nucleic Acids. 2006 Mar;25(3):307-14. doi: 10.1080/15257770500544529. PMID: 16629123. 8: Pencek RR, Bertoldo A, Price J, Kelley C, Cobelli C, Kelley DE. Dose- responsive insulin regulation of glucose transport in human skeletal muscle. Am J Physiol Endocrinol Metab. 2006 Jun;290(6):E1124-30. doi: 10.1152/ajpendo.00598.2004. Epub 2006 Jan 3. PMID: 16390860. 9: Stepinski J, Zuberek J, Jemielity J, Kalek M, Stolarski R, Darzynkiewicz E. Novel dinucleoside 5',5'-triphosphate cap analogues. Synthesis and affinity for murine translation factor eIF4E. Nucleosides Nucleotides Nucleic Acids. 2005;24(5-7):629-33. doi: 10.1081/ncn-200060103. PMID: 16248001. 10: Wong HY, Chu TS, Lai JC, Fung KP, Fok TF, Fujii T, Ho YY. Sodium valproate inhibits glucose transport and exacerbates Glut1-deficiency in vitro. J Cell Biochem. 2005 Nov 1;96(4):775-85. doi: 10.1002/jcb.20555. PMID: 16149077. 11: Bertoldo A, Price J, Mathis C, Mason S, Holt D, Kelley C, Cobelli C, Kelley DE. Quantitative assessment of glucose transport in human skeletal muscle: dynamic positron emission tomography imaging of [O-methyl-11C]3-O-methyl-D- glucose. J Clin Endocrinol Metab. 2005 Mar;90(3):1752-9. doi: 10.1210/jc.2004-1092. Epub 2004 Dec 21. PMID: 15613423. 12: Lange P, Gertsen E, Monden I, Klepper J, Keller K. Functional consequences of an in vivo mutation in exon 10 of the human GLUT1 gene. FEBS Lett. 2003 Dec 4;555(2):274-8. doi: 10.1016/s0014-5793(03)01247-x. PMID: 14644427. 13: Xiao C, Quinton VM, Cant JP. Description of glucose transport in isolated bovine mammary epithelial cells by a three-compartment model. Am J Physiol Cell Physiol. 2004 Apr;286(4):C792-7. doi: 10.1152/ajpcell.00356.2003. Epub 2003 Nov 26. PMID: 14644775. 14: Jessen N, Pold R, Buhl ES, Jensen LS, Schmitz O, Lund S. Effects of AICAR and exercise on insulin-stimulated glucose uptake, signaling, and GLUT-4 content in rat muscles. J Appl Physiol (1985). 2003 Apr;94(4):1373-9. doi: 10.1152/japplphysiol.00250.2002. Epub 2002 Dec 20. PMID: 12496137. 15: Aschenbach JR, Borau T, Gäbel G. Sodium glucose-linked transport in the ruminal epithelium of fallow deer -- comparison to sheep. J Comp Physiol B. 2002 Oct;172(7):561-7. doi: 10.1007/s00360-002-0283-y. Epub 2002 Jul 19. PMID: 12355224. 16: Harel A, Bloch O, Vardi P, Bloch K. Sensitivity of HaCat keratinocytes to diabetogenic toxins. Biochem Pharmacol. 2002 Jan 15;63(2):171-8. doi: 10.1016/s0006-2952(01)00847-4. PMID: 11841791. 17: Hosoya KI, Takashima T, Tetsuka K, Nagura T, Ohtsuki S, Takanaga H, Ueda M, Yanai N, Obinata M, Terasaki T. mRna expression and transport characterization of conditionally immortalized rat brain capillary endothelial cell lines; a new in vitro BBB model for drug targeting. J Drug Target. 2000;8(6):357-70. doi: 10.3109/10611860008997912. PMID: 11328662. 18: Tavakkolizadeh A, Berger UV, Shen KR, Levitsky LL, Zinner MJ, Hediger MA, Ashley SW, Whang EE, Rhoads DB. Diurnal rhythmicity in intestinal SGLT-1 function, V(max), and mRNA expression topography. Am J Physiol Gastrointest Liver Physiol. 2001 Feb;280(2):G209-15. doi: 10.1152/ajpgi.2001.280.2.G209. PMID: 11208542. 19: Kang J, Heart E, Sung CK. Effects of cellular ATP depletion on glucose transport and insulin signaling in 3T3-L1 adipocytes. Am J Physiol Endocrinol Metab. 2001 Mar;280(3):E428-35. doi: 10.1152/ajpendo.2001.280.3.E428. PMID: 11171597. 20: Poulsen PL, Orskov L, Grøfte T, Møller J, Holst JJ, Schmitz O, Møller N. Effects of oral glucose on systemic glucose metabolism during hyperinsulinemic hypoglycemia in normal man. Metabolism. 2000 Dec;49(12):1598-603. doi: 10.1053/meta.2000.18558. PMID: 11145123.