Skip to Content
Merck

Key Documents

View All Documentation

Skip To

802409

Sigma-Aldrich

7-Azido-4-Methylcoumarin

97%

Synonym(s):

4-Methyl-7-azidocoumarin, 7-Azido-4-methyl-2H-1-benzopyran-2-one

Sign Into View Organizational & Contract Pricing

About This Item

Empirical Formula (Hill Notation):
C10H7N3O2
CAS Number:
95633-27-5
Molecular Weight:
201.18
MDL number:
MFCD16652405
UNSPSC Code:
12352125
PubChem Substance ID:
329768736
NACRES:
NA.22
Pricing and availability is not currently available. Contact Technical Service
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Quality Level

100

Assay

97%

form

powder

mp

117.8 °C

SMILES string

CC1=CC(=O)Oc2cc(ccc12)N=[N+]=[N-]

InChI

1S/C10H7N3O2/c1-6-4-10(14)15-9-5-7(12-13-11)2-3-8(6)9/h2-5H,1H3

InChI key

HEKDKVLIMUWRRZ-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
63759H2400393979
7-Azido-4-Methylcoumarin 97%

802409

7-Azido-4-Methylcoumarin

7-Mercapto-4-methylcoumarin ≥97.0% (GC)

63759

7-Mercapto-4-methylcoumarin

Umbelliferone 99%

H24003

Umbelliferone

Umbelliferone suitable for fluorescence indicator, ≥98.0% (HPLC)

93979

Umbelliferone

assay

97%

assay

≥97.0% (GC)

assay

99%

assay

≥98.0% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

mp

117.8 °C

mp

-

mp

230 °C (dec.) (lit.)

mp

230 °C (dec.) (lit.), 230-234 °C

form

powder

form

solid

form

-

form

crystals

Application

7-Azido-4-methylcoumarin (AzMC) is a fluorogenic probe useful for the detection of hydrogen sulfide (H2S). The aromatic azide moiety is selectively reduced in the presence of H2S, producing the fluorescent 7-amino-4-methylcoumarin (AMC) with a concomitant increase in fluorescence with λex = 365nm and λem = 450nm. The probe can be used both to monitor enzymatic production of H2S in vitro[1] and also to visualize H2S in cells[2]. The probe is highly sensitive and selective for H2S, providing a linear detection range in vitro between 200nm – 100μM H2S with 10μM probe, and reacting selectively with H2S in the presence of mM concentrations of cysteine, homocysteine, glutathionine and many other common biological analytes.

Caution: Use of this product with DTT, TCEP and/or biological thiols >25mM should be avoided for maximum efficiency.

AzMC is readily soluble in DMSO.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

  • Specification Sheet

    • Choose from one of the most recent versions:

    Certificates of Analysis (COA)

    Lot/Batch Number
    MKBV2357V

    Don't see the Right Version?

    If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

    Search for a COA

    Already Own This Product?

    Find documentation for the products that you have recently purchased in the Document Library.

    Visit the Document Library

    Customers Also Viewed

    Slide 1 of 2

    1 of 2

    Indole-3-carboxaldehyde 97%

    Sigma-Aldrich

    129445

    Indole-3-carboxaldehyde

    3-Indoleacetic acid 98%

    Sigma-Aldrich

    I3750

    3-Indoleacetic acid

    R Q Marmorstein et al.
    The Journal of biological chemistry, 262(10), 4922-4927 (1987-04-05)
    We have employed equilibrium dialysis to help study the mechanism by which the unliganded Escherichia coli trp aporepressor is activated by L-tryptophan to the liganded trp repressor. By measuring the relative affinity of L-tryptophan and various tryptophan analogues for the
    Huu-Nghi Nguyen et al.
    Scientific reports, 9(1), 3166-3166 (2019-03-01)
    Matrix-assisted laser desorption/ionisation mass spectrometry imaging (MALDI-MSI) is presently used in physiological evaluations for visualisation of targets in organs. In the present study, MALDI-MSI was used as a visualisation technique to investigate the intestinal absorption of polyphenols. Nifedipine/phytic acid-aided MALDI-MSI
    Sergio M Carballo et al.
    Food & function, 8(9), 3374-3382 (2017-09-02)
    In this work we characterize the interaction of cranberry (Vaccinium macrocarpon) proanthocyanidins (PAC) with bovine serum albumin (BSA) and hen egg-white lysozyme (HEL) and determine the effects of these complexes on macrophage activation and antigen presentation. We isolated PAC from
    P J Czernik et al.
    The Journal of biological chemistry, 269(45), 27869-27875 (1994-11-11)
    trp repressor of Escherichia coli controls transcription initiation in operons involved in tryptophan biosynthesis by binding to operator sequences within the regulated promoters. Naturally occurring operators are homologous over an 18-base pair region and display dyad symmetry. We have examined
    H Chen et al.
    Analytical chemistry, 69(21), 4399-4404 (1997-11-14)
    Two of the main problems associated with matrix-assisted laser desorption-ionization time-of-flight (MALDI-TOF) analysis of polymers are mass discrimination and poor reproducibility. This paper shows that the use of binary solvent systems is one of the causes of these problems. It
    View All Related Papers

    Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

    Contact Technical Service