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7-Amino-4-methylcoumarin - 98%, high purity , CAS No.26093-31-2

22 Citations
  • ≥98%
Item Number
A109915
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A109915-250mg
250mg
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$31.90
A109915-1g
1g
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$98.90
A109915-5g
5g
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$445.90
A109915-10g
10g
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$801.90
A109915-25g
25g
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$1,804.90
A109915-100g
100g
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$6,495.90
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Coumarins Metabolic Enzyme/Protease Ser/Thr Protease Six-Membered Heterocyclic Compounds

Basic Description

SynonymsAMC | Sodium n-dodecyl sulfate | AM9859 | C47M2 | 7-Amino-4-methylcoumarin, 99% | 7-amino-4-methylcoumarine | 7-Amino-4-methylcoumarin - CAS 26093-31-2 | DB08168 | STK290900 | FT-0621348 | HMS547P13 | M0760 | Maybridge1_002279 | C10H9NO2 | HMS3604G16 | NS
Specifications & Purity≥98%
Biochemical and Physiological Mechanisms7-Amino-4-methylcoumarin is a coumarin derivative, which serves as a fluorescence reference standard to screen protease inhibitors.
Storage TempStore at 2-8°C
Shipped InWet ice
Product Description

7-Amino-4-methylcoumarin (AMC) is a well-known laboratory reagent employed in the preparation of fluorogenic AMC-based substrates for the detection of proteolytic enzyme activity. AMC has been utilized as a fluorescent probe to analyze glycoproteins' monosaccharides and N-linked oligosaccharides via chromatography and has been used as a laser dye. Recent research shows that AMC was extracted from an endophytic Xylaria fungal species and exhibited strong antibacterial and antifungal activities in vitro against Aspergillus, Candida, Escherichia, Staphylococcus, Salmonella and Vibrio species, among others. This product is also useful as a reference standard in enzymatic assays.
Fluorescent labeling reagent for trace determination of enzymes. Suitable as laser dye

Associated Targets(Human)

CA2 Tclin Carbonic anhydrase II (17698 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CA1 Tclin Carbonic anhydrase I (13240 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GLA Tclin Alpha-galactosidase A (5444 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GBA1 Tclin Beta-glucocerebrosidase (14647 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GAA Tclin Lysosomal alpha-glucosidase (35701 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CASP1 Tchem Caspase-1 (6235 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GLP1R Tclin Glucagon-like peptide 1 receptor (111429 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CASP7 Tchem Caspase-7 (3146 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CA12 Tclin Carbonic anhydrase XII (6231 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
UGT1A4 Tbio UDP-glucuronosyltransferase 1A4 (288 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PIN1 Tchem Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 (36611 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CA9 Tclin Carbonic anhydrase IX (8255 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HT-29 (80576 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
U-937 (7138 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A549 (127892 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
T47D (39041 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HBL-100 (746 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
WiDr (1835 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HepG2 (196354 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HeLa (62764 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HSD17B10 Tchem Endoplasmic reticulum-associated amyloid beta-peptide-binding protein (20669 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
POLI Tchem DNA polymerase iota (116820 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KDM4E Tchem Lysine-specific demethylase 4D-like (40243 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HPGD Tchem 15-hydroxyprostaglandin dehydrogenase [NAD+] (24926 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MBNL1 Tbio Muscleblind-like protein 1 (34431 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ATAD5 Tbio ATPase family AAA domain-containing protein 5 (122566 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ATG4B Tchem Cysteine protease ATG4B (985 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Cruzipain (33337 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmodium falciparum (966862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
B16-F10 (4610 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GCN5 Histone acetyltransferase GCN5 (89 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Hsf1 Heat shock factor protein 1 (5445 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
FTL Ferritin light chain (43324 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Names and Identifiers

Pubchem Sid488186695
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/488186695
IUPAC Name 7-amino-4-methylchromen-2-one
INCHI InChI=1S/C10H9NO2/c1-6-4-10(12)13-9-5-7(11)2-3-8(6)9/h2-5H,11H2,1H3
InChi Key GLNDAGDHSLMOKX-UHFFFAOYSA-N
Canonical SMILES CC1=CC(=O)OC2=C1C=CC(=C2)N
Isomeric SMILES CC1=CC(=O)OC2=C1C=CC(=C2)N
WGK Germany 3
PubChem CID 92249
Molecular Weight 175.18
Beilstein 142231

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

Find and download the COA for your product by matching the lot number on the packaging.

16 results found

Lot NumberCertificate TypeDateItem
H1806030Certificate of AnalysisJun 14, 2022 A109915
A2422188Certificate of AnalysisJun 02, 2022 A109915
A2415215Certificate of AnalysisJun 02, 2022 A109915
B2325314Certificate of AnalysisJun 02, 2022 A109915
B2325315Certificate of AnalysisJun 02, 2022 A109915
B2325316Certificate of AnalysisJun 02, 2022 A109915
B2325321Certificate of AnalysisJun 02, 2022 A109915
F2223022Certificate of AnalysisJun 02, 2022 A109915
F2223057Certificate of AnalysisJun 02, 2022 A109915
F2223058Certificate of AnalysisJun 02, 2022 A109915
F2223059Certificate of AnalysisJun 02, 2022 A109915
F2223060Certificate of AnalysisJun 02, 2022 A109915
G2307514Certificate of AnalysisJun 02, 2022 A109915
H2420040Certificate of AnalysisJun 02, 2022 A109915
H2428035Certificate of AnalysisJun 02, 2022 A109915
I2412065Certificate of AnalysisJun 02, 2022 A109915

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Chemical and Physical Properties

SolubilitySoluble in DMSO (10 mg/ml), and DMF.
SensitivityLight sensitive.
Melt Point(°C)223-226°C

Safety and Hazards(GHS)

Pictogram(s) GHS07
Signal Warning
Hazard Statements

H315:Causes skin irritation

H319:Causes serious eye irritation

H335:May cause respiratory irritation

Precautionary Statements

P261:Avoid breathing dust/fume/gas/mist/vapors/spray.

P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing.

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352:IF ON SKIN: wash with plenty of water.

P321:Specific treatment (see ... on this label).

P405:Store locked up.

P501:Dispose of contents/container to ...

P264:Wash hands [and …] thoroughly after handling.

P271:Use only outdoors or in a well-ventilated area.

P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P403+P233:Store in a well-ventilated place. Keep container tightly closed.

P362+P364:Take off contaminated clothing and wash it before reuse.

P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes.

P337+P317:If eye irritation persists: Get medical help.

P332+P317:If skin irritation occurs: Get medical help.

P319:Get medical help if you feel unwell.

WGK Germany 3

Related Documents

 SDS

 Specification Sheet

FAQs and Articles

FAQ
Fluorescent probes – brightening the horizon of biomedical research
Categories: Technical articles
Tags:
Biochemical reagents Stains and dyes Fluorescent probes Orthoaromatic diamines ROS

Citations of This Product

How to Cite Aladdin Scientific Products?
1. Zengchen Liu,Bo Li,Baodui Wang,Zhengyin Yang,Qin Wang,Tianrong Li,Dongdong Qin,Yong Li,Mingfang Wang,Mihui Yan.  (2012-06-16)  Magnetic nanoparticles modified with DTPA-AMC-rare earth for fluorescent and magnetic resonance dual mode imaging..  Dalton transactions (Cambridge, England : 2003),  41  ((28)): (8723-8728).  [PMID:22699422]
2. Qitong Mao, Siqi Liu, Yangkai Xiong, Daxiong Hu, Lei Huang, Zhiqiang Fang, Hao Jiang, Haomin Wang, Jipeng Li, Shuhong Mao, Guoqing Wang.  (2023)  Advanced Marine Antifouling Hydrogels Based on 7-Amino-4-methylcoumarin Fluorescence Driven by Rare-Earth Phosphorescence.  ACS Applied Materials & Interfaces,  15  (49): (57582–57592).  [PMID:38048089] [10.1021/acsami.3c12710]
3. Xueping Quan, Bing Yan.  (2023)  In Situ Generated Dye@MOF/COF Heterostructure for Fluorescence Detection of Chloroquine Phosphate and Folic Acid via Different Luminescent Channels.  ACS Applied Materials & Interfaces,  15  (47): (54634–54642).  [PMID:37972380] [10.1021/acsami.3c11298]
4. Shunyu Xiang, Xiaoyan Wang, Shiqi Peng, Xinke Kang, Jing Wang, Liyuan Peng, Xiaozhou Ma, Jin Huang, Xianchao Sun.  (2023)  Washout-Resistant, pH-Responsive Anti-TMV Nanoimmune Inducer Based on Cellulose Nanocrystals.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,  71  (44): (16542–16553).  [PMID:37877141] [10.1021/acs.jafc.3c05733]
5. Zhang Weina, Wang Mingzhu, Song Zhiwei, Fu Qianzheng, Chen Jiayu, Zhang Weitao, Gao Shuai, Sun Xiaoxiang, Yang Guang, Zhang Qiang, Yang Jiaqing, Tang Huanyin, Wang Haiyan, Kou Xiaochen, Wang Hong, Mao Zhiyong, Xu Xiaojun, Gao Shaorong, Jiang Ying.  (2023)  Farrerol directly activates the deubiqutinase UCHL3 to promote DNA repair and reprogramming when mediated by somatic cell nuclear transfer.  Nature Communications,  14  (1): (1-17).  [PMID:37012254] [10.1038/s41467-023-37576-9]
6. Xinyu Zhao, Shujuan Yang, Furui He, Haifang Liu, Keyang Mai, Junhao Huang, Gaobo Yu, Yuhong Feng, Jiacheng Li.  (2023)  Light-dimerization telechelic alginate-based amphiphiles reinforced Pickering emulsion for 3D printing.  CARBOHYDRATE POLYMERS,  299  (120170).  [PMID:36876785] [10.1016/j.carbpol.2022.120170]
7. Yinghua Jia, Jinmin Wang, Limin Zhao, Bing Yan.  (2022)  A double responsive fluorescent platform for sensing heavy metal ions based on a dual-emitting fluorescent covalent organic framework hydrogel film.  DALTON TRANSACTIONS,  51  (37): (14352-14358).  [PMID:36073174] [10.1039/D2DT01810A]
8. Yuhan Wang, Xiaonan Zheng, Weiting Zhong, Zihan Ye, Xinzhi Wang, Ziyue Dong, Zhenkun Zhang.  (2022)  Multicomponent chiral hydrogel fibers with block configurations based on the chiral liquid crystals of cellulose nanocrystals and M13 bacteriophages.  Polymer Chemistry,  13  (36): (5200-5211).  [PMID:] [10.1039/D2PY00965J]
9. Jie Zhang, Xibin Zhou, Jun Wang, Dawei Fang.  (2022)  A red-emitting Europium(III) complex as a luminescent probe with large Stokes shift for the sequential determination of Cu2+ and biothiols in real samples.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,  282  (121663).  [PMID:35917616] [10.1016/j.saa.2022.121663]
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11. Ting Liu, Jianwei Huang, He Ding, Chengsen Zhan, Shouyu Wang.  (2022)  Molecular structure perspective on Temperature-Sensitive properties of rhodamine aqueous solutions.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,  275  (121166).  [PMID:35313177] [10.1016/j.saa.2022.121166]
12. Shunyu Huang, Jingji Li, Jipeng Wang.  (2021)  Clay Minerals Change the Toxic Effect of Cadmium on the Activities of Leucine Aminopeptidase.  ADSORPTION SCIENCE & TECHNOLOGY,  2021  (1024085).  [PMID:] [10.1155/2021/1024085]
13. Xiaozheng Sun, Yanhua Xue, Jianye Li, Yu Yang, Yu Bai, Yujia Chen.  (2021)  Fluorescent labeling and characterization of dicarboxylic cellulose nanocrystals prepared by sequential periodate–chlorite oxidation.  RSC Advances,  11  (40): (24694-24701).  [PMID:35481032] [10.1039/D1RA04812K]
14. Ji Chen, Guotao Li, Qihong Liu, Yan Liang, Miaochang Liu, Huayue Wu, Wenxia Gao.  (2019)  A Photocleavable Amphiphilic Prodrug Self-Assembled Nanoparticles with Effective Anticancer Activity In Vitro.  Nanomaterials,  9  (6): (860).  [PMID:31195730] [10.3390/nano9060860]
15. Wei Yanke, Mei Lefu, Li Rui, Liu Meng, Lv Guocheng, Weng Jianle, Liao Libing, Li Zhaohui, Lu Lin.  (2018)  Fabrication of an AMC/MMT Fluorescence Composite for its Detection of Cr(VI) in Water.  Frontiers in Chemistry,  6    [PMID:30186831] [10.3389/fchem.2018.00367]
16. Qianqian Wu, Zhiqiang Liu, Duxia Cao, Ruifang Guan, Kangnan Wang, Yanyan Shan, Yongxiao Xu, Lin Ma.  (2015)  Coumarin amide derivatives as fluorescence chemosensors for cyanide anions.  MATERIALS CHEMISTRY AND PHYSICS,  161  (43).  [PMID:] [10.1016/j.matchemphys.2015.04.048]
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References

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20. Piia Kokkonen,Minna Rahnasto-Rilla,Paolo Mellini,Elina Jarho,Maija Lahtela-Kakkonen,Tarja Kokkola.  (2014-07-09)  Studying SIRT6 regulation using H3K56 based substrate and small molecules..  European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences,  63  (71-76).  [PMID:25004411]
21. Melissa Birol,Radoslav Ivanov Enchev,André Padilla,Florian Stengel,Ruedi Aebersold,Stéphane Betzi,Yinshan Yang,François Hoh,Matthias Peter,Christian Dumas,Aude Echalier.  (2014-08-22)  Structural and biochemical characterization of the Cop9 signalosome CSN5/CSN6 heterodimer..  PloS one,  9  ((8)): (e105688-e105688).  [PMID:25144743]
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