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Sigma-Aldrich

7-叠氮基-4-甲基香豆素

97%

别名:

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

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About This Item

经验公式（希尔记法）:
C10H7N3O2
CAS号:
95633-27-5
分子量:
201.18
MDL號碼:
MFCD16652405
分類程式碼代碼:
12352125
PubChem物質ID:
329768736
NACRES:
NA.22

品質等級

100

化驗

97%

形狀

powder

mp

117.8 °C

SMILES 字串

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 密鑰

HEKDKVLIMUWRRZ-UHFFFAOYSA-N

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應用

7-叠氮基-4-甲基香豆素（AzMC）是一种可用于检测硫化氢（H2S）的荧光探针。 在H2S存在下可选择性地还原芳族叠氮部分，产生荧光7-氨基-4-甲基香豆素（AMC）以及在λex = 365nm和λem = 450nm处的荧光增加。该探针既可用于体外监测H2S的酶促产生，也可用于观察细胞中的H2S。该探针对H2S具有高度的敏感性和选择性，可在体外利用10μM探针提供200nm – 100μM H2S的线性检测范围，并在mM浓度的半胱氨酸、同型半胱氨酸、谷胱甘肽和多种其他常见的生物分析物的存在下选择性地与H2S进行反应。

注意：应避免将该产品与DTT、TCEP或>25mM的生物硫醇一起使用，以获得最大效率。

AzMC可溶于DMSO中。

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

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Bifeng Chen et al.
The Analyst, 138(3), 946-951 (2012-12-18)
A coumarin-based fluorescence chemoprobe was developed and evaluated for the selective and sensitive detection of hydrogen sulfide in degassed PBS buffers and fetal bovine serum. Fluorescence detection of hydrogen sulfide in living cells was also successfully achieved using two-photon confocal
Rebecca A Ellwood et al.
Proceedings of the National Academy of Sciences of the United States of America, 118(9) (2021-02-26)
Duchenne muscular dystrophy (DMD) is an X-linked recessive disorder characterized by progressive muscle degeneration and weakness due to mutations in the dystrophin gene. The symptoms of DMD share similarities with those of accelerated aging. Recently, hydrogen sulfide (H2S) supplementation has
Megan K Thorson et al.
Angewandte Chemie (International ed. in English), 52(17), 4641-4644 (2013-03-21)
Buzzing with activity: A hydrogen sulfide selective fluorogenic probe, 7-azido-4-methylcoumarin (AzMC), serves as a highly sensitive assay for cystathionine β-synthase activity, and is suitable for the high-throughput discovery of novel enzyme inhibitors.
Karim Zuhra et al.
Cells, 8(8) (2019-08-07)
Hydrogen sulfide (H2S) is an endogenously produced signaling molecule. The enzymes 3-mercaptopyruvate sulfurtransferase (MST), partly localized in mitochondria, and the inner mitochondrial membrane-associated sulfide:quinone oxidoreductase (SQR), besides being respectively involved in the synthesis and catabolism of H2S, generate sulfane sulfur

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