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129887

Sigma-Aldrich

N-Methylisatoic anhydride

technical, 90%

Synonym(s):

1-Methyl-1H -benzo[d ][1,3]oxazine-2,4-dione, 1-Methyl-4H -3,1-benzoxazine-2,4(1H )dione

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About This Item

Empirical Formula (Hill Notation):
C9H7NO3
CAS Number:
10328-92-4
Molecular Weight:
177.16
EC Number:
233-714-8
MDL number:
MFCD00006815
UNSPSC Code:
12162002
PubChem Substance ID:
24847931
NACRES:
NA.23

vapor density

6.1 (vs air)

Quality Level

100

grade

technical

Assay

90%

mp

165 °C (dec.) (lit.)

SMILES string

CN1C(=O)OC(=O)c2ccccc12

InChI

1S/C9H7NO3/c1-10-7-5-3-2-4-6(7)8(11)13-9(10)12/h2-5H,1H3

InChI key

KJMRWDHBVCNLTQ-UHFFFAOYSA-N

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000288678
MKBW5426V
MKBT9728V
MKBJ6777V
MKBK1102V

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Edward J Merino et al.
Journal of the American Chemical Society, 127(12), 4223-4231 (2005-03-24)
The reactivity of an RNA ribose hydroxyl is shown to be exquisitely sensitive to local nucleotide flexibility because a conformationally constrained adjacent 3'-phosphodiester inhibits formation of the deprotonated, nucleophilic oxyanion form of the 2'-hydroxyl group. Reaction with an appropriate electrophile
Elzbieta Kierzek et al.
Nucleic acids research, 36(6), 1770-1782 (2008-02-07)
LNA (locked nucleic acids, i.e. oligonucleotides with a methyl bridge between the 2' oxygen and 4' carbon of ribose) and 2,6-diaminopurine were incorporated into 2'-O-methyl RNA pentamer and hexamer probes to make a microarray that binds unpaired RNA approximately isoenergetically.
Martyna Nowacka et al.
PloS one, 14(4), e0214481-e0214481 (2019-04-26)
The bacteriophage Mu Com is a small zinc finger protein that binds to its cognate mom mRNA and activates its translation. The Mom protein, in turn, elicits a chemical modification (momification) of the bacteriophage genome, rendering the DNA resistant to
K R Anumula et al.
Peptides, 13(4), 663-669 (1992-07-01)
Highly fluorescent N-methylanthranilyl (Mantyl) peptide derivatives were prepared by a one-step reaction with N-methylisatoic anhydride (MIA) for quantitative detection in HPLC. Reactions were carried out in an organic medium of acetonitrile-triethylamine, in aqueous alkaline sodium carbonate and sodium phosphate buffers.
Erich Smith-Peter et al.
RNA biology, 12(12), 1372-1382 (2015-09-26)
Riboswitches regulate gene expression by rearranging their structure upon metabolite binding. The lysine-sensing lysC riboswitch is a rare example of an RNA aptamer organized around a 5-way helical junction in which ligand binding is performed exclusively through nucleotides located at
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