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MedKoo Cat#: 527687 | Name: NMIA
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Description:

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

NMIA, also known as N-Methylisatoic Anhydride, is an RNA SHAPE reagent.

Chemical Structure

NMIA
CAS#10328-92-4

Theoretical Analysis

MedKoo Cat#: 527687

Name: NMIA

CAS#: 10328-92-4

Chemical Formula: C9H7NO3

Exact Mass: 177.0426

Molecular Weight: 177.16

Elemental Analysis: C, 61.02; H, 3.98; N, 7.91; O, 27.09

Price and Availability

Size Price Availability Quantity
1g USD 150.00 Ready to ship
2g USD 250.00 Ready to ship
5g USD 450.00 Ready to ship
10g USD 750.00 2 weeks
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Related CAS #
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Synonym
NMIA; N-Methylisatoic Anhydride;
IUPAC/Chemical Name
N-Methylisatoic anhydride
InChi Key
KJMRWDHBVCNLTQ-UHFFFAOYSA-N
InChi Code
InChI=1S/C9H7NO3/c1-10-7-5-3-2-4-6(7)8(11)13-9(10)12/h2-5H,1H3
SMILES Code
O=C(O1)C2=C(N(C)C1=O)C=CC=C2
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
>2 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
Certificate of Analysis
View CoA: current batch, Lot#A23M03B21
Safety Data Sheet (SDS)
View Safety Data Sheet (SDS)
Instruction
View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 177.16 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: Busan S, Weeks KM. Accurate detection of chemical modifications in RNA by mutational profiling (MaP) with ShapeMapper 2. RNA. 2018 Feb;24(2):143-148. doi: 10.1261/rna.061945.117. Epub 2017 Nov 7. PubMed PMID: 29114018. 2: Lin C, Poyer S, Zargarian L, Salpin JY, Fossé P, Mauffret O, Xie J. Identification of acylation products in SHAPE chemistry. Bioorg Med Chem Lett. 2017 Jun 1;27(11):2506-2509. doi: 10.1016/j.bmcl.2017.03.096. Epub 2017 Apr 1. PubMed PMID: 28400233. 3: Lahlali T, Plissonnier ML, Romero-López C, Michelet M, Ducarouge B, Berzal-Herranz A, Zoulim F, Mehlen P, Parent R. Netrin-1 Protects Hepatocytes Against Cell Death Through Sustained Translation During the Unfolded Protein Response. Cell Mol Gastroenterol Hepatol. 2016 Jan 9;2(3):281-301.e9. doi: 10.1016/j.jcmgh.2015.12.011. eCollection 2016 May. PubMed PMID: 28174720; PubMed Central PMCID: PMC5042567. 4: Lee B, Flynn RA, Kadina A, Guo JK, Kool ET, Chang HY. Comparison of SHAPE reagents for mapping RNA structures inside living cells. RNA. 2017 Feb;23(2):169-174. doi: 10.1261/rna.058784.116. Epub 2016 Nov 22. PubMed PMID: 27879433; PubMed Central PMCID: PMC5238792. 5: Vamathevan V, Murby EJ. Accurate analysis of testosterone in human serum using a heart-cutting 2D-UPLC-MS/MS procedure. J Chromatogr B Analyt Technol Biomed Life Sci. 2016 Dec 1;1038:49-56. doi: 10.1016/j.jchromb.2016.10.004. Epub 2016 Oct 8. PubMed PMID: 27788408. 6: Collins M, Donnelly C, Cameron S, Tahtouh M, Salouros H. Identification and characterization of N-tert-butoxycarbonyl-MDMA: a new MDMA precursor. Drug Test Anal. 2017 Mar;9(3):399-404. doi: 10.1002/dta.2059. Epub 2016 Sep 29. PubMed PMID: 27574107. 7: Devonshire AS, Sanders R, Whale AS, Nixon GJ, Cowen S, Ellison SL, Parkes H, Pine PS, Salit M, McDaniel J, Munro S, Lund S, Matsukura S, Sekiguchi Y, Kawaharasaki M, Granjeiro JM, Falagan-Lotsch P, Saraiva AM, Couto P, Yang I, Kwon H, Park SR, Demšar T, Žel J, Blejec A, Milavec M, Dong L, Zhang L, Sui Z, Wang J, Viroonudomphol D, Prawettongsopon C, Partis L, Baoutina A, Emslie K, Takatsu A, Akyurek S, Akgoz M, Vonsky M, Konopelko LA, Cundapi EM, Urquiza MP, Huggett JF, Foy CA. An international comparability study on quantification of mRNA gene expression ratios: CCQM-P103.1. Biomol Detect Quantif. 2016 Jun 6;8:15-28. doi: 10.1016/j.bdq.2016.05.003. eCollection 2016 Jun. PubMed PMID: 27335807; PubMed Central PMCID: PMC4906133. 8: Merrick JP, Saxby DL, White IE, Antin L, Murby EJ. Production of trace elements in coastal sea water certified reference material NMIA MX014. Anal Bioanal Chem. 2016 Jun;408(16):4413-24. doi: 10.1007/s00216-016-9546-4. Epub 2016 Apr 23. PubMed PMID: 27108283. 9: Woolliams ER, Anhalt K, Ballico M, Bloembergen P, Bourson F, Briaudeau S, Campos J, Cox MG, del Campo D, Dong W, Dury MR, Gavrilov V, Grigoryeva I, Hernanz ML, Jahan F, Khlevnoy B, Khromchenko V, Lowe DH, Lu X, Machin G, Mantilla JM, Martin MJ, McEvoy HC, Rougié B, Sadli M, Salim SG, Sasajima N, Taubert DR, Todd AD, Van den Bossche R, van der Ham E, Wang T, Whittam A, Wilthan B, Woods DJ, Woodward JT, Yamada Y, Yamaguchi Y, Yoon HW, Yuan Z. Thermodynamic temperature assignment to the point of inflection of the melting curve of high-temperature fixed points. Philos Trans A Math Phys Eng Sci. 2016 Mar 28;374(2064):20150044. doi: 10.1098/rsta.2015.0044. PubMed PMID: 26903099. 10: Thakor N, Smith MD, Roberts L, Faye MD, Patel H, Wieden HJ, Cate JHD, Holcik M. Cellular mRNA recruits the ribosome via eIF3-PABP bridge to initiate internal translation. RNA Biol. 2017 May 4;14(5):553-567. doi: 10.1080/15476286.2015.1137419. Epub 2016 Feb 1. PubMed PMID: 26828225; PubMed Central PMCID: PMC5449081. 11: Lisowiec J, Magner D, Kierzek E, Lenartowicz E, Kierzek R. Structural determinants for alternative splicing regulation of the MAPT pre-mRNA. RNA Biol. 2015;12(3):330-42. doi: 10.1080/15476286.2015.1017214. PubMed PMID: 25826665; PubMed Central PMCID: PMC4615681. 12: Nodin L, Noël O, Chaminade F, Maskri O, Barbier V, David O, Fossé P, Xie J. RNA SHAPE chemistry with aromatic acylating reagents. Bioorg Med Chem Lett. 2015 Feb 1;25(3):566-70. doi: 10.1016/j.bmcl.2014.12.020. Epub 2014 Dec 15. PubMed PMID: 25557357. 13: Rice GM, Leonard CW, Weeks KM. RNA secondary structure modeling at consistent high accuracy using differential SHAPE. RNA. 2014 Jun;20(6):846-54. doi: 10.1261/rna.043323.113. Epub 2014 Apr 17. PubMed PMID: 24742934; PubMed Central PMCID: PMC4024639. 14: Faner MA, Feig AL. Identifying and characterizing Hfq-RNA interactions. Methods. 2013 Sep 15;63(2):144-59. doi: 10.1016/j.ymeth.2013.04.023. Epub 2013 May 23. Review. PubMed PMID: 23707622; PubMed Central PMCID: PMC3787079. 15: Stockham K, Sheard A, Paimin R, Buddhadasa S, Duong S, Orbell JD, Murdoch T. Comparative studies on the antioxidant properties and polyphenolic content of wine from different growing regions and vintages, a pilot study to investigate chemical markers for climate change. Food Chem. 2013 Oct 1;140(3):500-6. doi: 10.1016/j.foodchem.2013.01.006. Epub 2013 Jan 16. PubMed PMID: 23601398. 16: Steen KA, Rice GM, Weeks KM. Fingerprinting noncanonical and tertiary RNA structures by differential SHAPE reactivity. J Am Chem Soc. 2012 Aug 15;134(32):13160-3. doi: 10.1021/ja304027m. Epub 2012 Aug 1. PubMed PMID: 22852530; PubMed Central PMCID: PMC3425954. 17: Munton E, Liu FH, John Murby E, Brynn Hibbert D. Certification of steroid carbon isotope ratios in a freeze-dried human urine reference material. Drug Test Anal. 2012 Dec;4(12):928-33. doi: 10.1002/dta.1366. Epub 2012 Apr 29. PubMed PMID: 22544546. 18: Turner KB, Yi-Brunozzi HY, Brinson RG, Marino JP, Fabris D, Le Grice SF. SHAMS: combining chemical modification of RNA with mass spectrometry to examine polypurine tract-containing RNA/DNA hybrids. RNA. 2009 Aug;15(8):1605-13. doi: 10.1261/rna.1615409. Epub 2009 Jun 17. PubMed PMID: 19535461; PubMed Central PMCID: PMC2714758. 19: Burke DG, Mackay LG, Myors R, Cuthbertson J, Richardson J, Sousou N, Saxby D, Askew S, O'Brien R. Development of a measurement system for certifying ethanol mass fraction in aqueous solutions. Anal Chem. 2009 Jul 15;81(14):5833-9. doi: 10.1021/ac900806y. PubMed PMID: 19530658. 20: Wilkinson KA, Vasa SM, Deigan KE, Mortimer SA, Giddings MC, Weeks KM. Influence of nucleotide identity on ribose 2'-hydroxyl reactivity in RNA. RNA. 2009 Jul;15(7):1314-21. doi: 10.1261/rna.1536209. Epub 2009 May 20. PubMed PMID: 19458034; PubMed Central PMCID: PMC2704086.