MedKoo Cat#: 464993 | Name: Z-FR-AMC TFA
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Description:

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

Z-FR-AMC is a fluorogenic substrate for cathepsin L. Upon enzymatic cleavage by cathepsin L, 7-amino-4-methylcoumarin (AMC) is released and its fluorescence can be used to quantify cathepsin L activity. AMC displays excitation/emission maxima of 340-360/440-460 nm, respectively.

Chemical Structure

Z-FR-AMC TFA
Z-FR-AMC TFA
CAS#unknown

Theoretical Analysis

MedKoo Cat#: 464993

Name: Z-FR-AMC TFA

CAS#: unknown

Chemical Formula: C35H37F3N6O8

Exact Mass: 726.2625

Molecular Weight: 726.71

Elemental Analysis: C, 57.85; H, 5.13; F, 7.84; N, 11.56; O, 17.61

Price and Availability

Size Price Availability Quantity
10mg USD 350.00 2 Weeks
25mg USD 550.00 2 Weeks
50mg USD 800.00 2 Weeks
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Related CAS #
No Data
Synonym
Z-FR-AMC TFA; ZFRAMC TFA; Z FR AMC TFA; Z-FRAMC TFA; Z-FR AMC TFA; ZFR-AMC TFA; Z FR-AMC TFA; Z-FR-7-amino-4-Methylcoumarin; Z-Phe-Arg-AMC;
IUPAC/Chemical Name
benzyl ((S)-1-(((S)-5-guanidino-1-((4-methyl-2-oxo-2H-chromen-7-yl)amino)-1-oxopentan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate 2,2,2-trifluoroacetate
InChi Key
AVPSADNFAQBJBZ-WMXJXTQLSA-N
InChi Code
InChI=1S/C33H36N6O6.C2HF3O2/c1-21-17-29(40)45-28-19-24(14-15-25(21)28)37-30(41)26(13-8-16-36-32(34)35)38-31(42)27(18-22-9-4-2-5-10-22)39-33(43)44-20-23-11-6-3-7-12-23;3-2(4,5)1(6)7/h2-7,9-12,14-15,17,19,26-27H,8,13,16,18,20H2,1H3,(H,37,41)(H,38,42)(H,39,43)(H4,34,35,36);(H,6,7)/t26-,27-;/m0./s1
SMILES Code
CC(C1=CC=C(C=C1O2)NC([C@@H](NC([C@H](CC3=CC=CC=C3)NC(OCC4=CC=CC=C4)=O)=O)CCCNC(N)=N)=O)=CC2=O.OC(C(F)(F)F)=O
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
Solvent mg/mL mM
Solubility
DMF 1.0 1.38
DMSO 1.0 1.38
Ethanol 1.0 1.38
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 726.71 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: Zabala-Peñafiel A, Dias-Lopes G, Cysne-Finkelstein L, Conceição-Silva F, Miranda LFC, Fagundes A, Schubach AO, Fernandes Pimentel MI, Souza-Silva F, Machado LA, Alves CR. Serine proteases profiles of Leishmania (Viannia) braziliensis clinical isolates with distinct susceptibilities to antimony. Sci Rep. 2021 Jul 9;11(1):14234. doi: 10.1038/s41598-021-93665-z. PMID: 34244581; PMCID: PMC8271011. 2: Torralbo-Ramírez V, Molina-Fernández D, Malagón D, Benítez R, Adroher FJ. Differential Cleaving of Specific Substrates for Cathepsin-Like Activity Shows Cysteine and Serine Protease Activities and a Differential Profile Between Anisakis simplex s.s. and Anisakis pegreffii, Sibling Species Major Etiologic Agents of Anisakiasis. Foodborne Pathog Dis. 2019 Nov;16(11):744-751. doi: 10.1089/fpd.2019.2633. Epub 2019 Jun 19. PMID: 31215796. 3: Santos-de-Souza R, Monteiro de Castro Côrtes L, Dos Santos Charret K, Cysne- Finkelstein L, Alves CR, Souza-Silva F. Serine Proteinases in Leishmania (Viannia) braziliensis Promastigotes Have Distinct Subcellular Distributions and Expression. Int J Mol Sci. 2019 Mar 15;20(6):1315. doi: 10.3390/ijms20061315. PMID: 30875904; PMCID: PMC6471289. 4: Li M, Li Q, Yang Z, Hu G, Li T, Chen X, Ao J. Identification of cathepsin B from large yellow croaker (Pseudosciaena crocea) and its role in the processing of MHC class II-associated invariant chain. Dev Comp Immunol. 2014 Aug;45(2):313-20. doi: 10.1016/j.dci.2014.03.019. Epub 2014 Apr 3. PMID: 24705226. 5: Salas-Sarduy E, Cabrera-Muñoz A, Cauerhff A, González-González Y, Trejo SA, Chidichimo A, Chávez-Planes Mde L, Cazzulo JJ. Antiparasitic effect of a fraction enriched in tight-binding protease inhibitors isolated from the Caribbean coral Plexaura homomalla. Exp Parasitol. 2013 Nov;135(3):611-22. doi: 10.1016/j.exppara.2013.09.013. Epub 2013 Sep 30. PMID: 24090569. 6: Sudhamalla B, Kumar M, Roy KR, Kumar RS, Bhuyan AK. Cysteine endoprotease activity of human ribosomal protein S4 is entirely due to the C-terminal domain, and is consistent with Michaelis-Menten mechanism. Biochim Biophys Acta. 2013 Nov;1830(11):5342-9. doi: 10.1016/j.bbagen.2013.06.011. Epub 2013 Jun 19. PMID: 23791938. 7: Sudhamalla B, Kumar M, Kumar RS, Sashi P, Yasin UM, Ramakrishna D, Rao PN, Bhuyan AK. Enzyme dimension of the ribosomal protein S4 across plant and animal kingdoms. Biochim Biophys Acta. 2013 Nov;1830(11):5335-41. doi: 10.1016/j.bbagen.2013.06.010. Epub 2013 Jun 19. PMID: 23791937. 8: Sudhamalla B, Yadaiah M, Ramakrishna D, Bhuyan AK. Cysteine protease attribute of eukaryotic ribosomal protein S4. Biochim Biophys Acta. 2012 Oct;1820(10):1535-42. doi: 10.1016/j.bbagen.2012.05.001. Epub 2012 May 9. PMID: 22579920. 9: Rieux A, Gras S, Lecaille F, Niepceron A, Katrib M, Smith NC, Lalmanach G, Brossier F. Eimeripain, a cathepsin B-like cysteine protease, expressed throughout sporulation of the apicomplexan parasite Eimeria tenella. PLoS One. 2012;7(3):e31914. doi: 10.1371/journal.pone.0031914. Epub 2012 Mar 22. PMID: 22457711; PMCID: PMC3310820. 10: Yadaiah M, Nageswara Rao P, Sudhamalla B, Ramakrishna D, Mahammad Yasin U, Bhuyan AK. Cloning, Escherichia coli expression, purification, characterization, and enzyme assay of the ribosomal protein S4 from wheat seedlings (Triticum vulgare). Protein Expr Purif. 2012 Jan;81(1):55-62. doi: 10.1016/j.pep.2011.09.003. Epub 2011 Sep 17. PMID: 21945701. 11: Malagón D, Díaz-López M, Benítez R, Adroher FJ. Cathepsin B- and L-like cysteine protease activities during the in vitro development of Hysterothylacium aduncum (Nematoda: Anisakidae), a worldwide fish parasite. Parasitol Int. 2010 Mar;59(1):89-92. doi: 10.1016/j.parint.2009.11.001. Epub 2009 Nov 20. PMID: 19932193. 12: Liton PB, Lin Y, Luna C, Li G, Gonzalez P, Epstein DL. Cultured porcine trabecular meshwork cells display altered lysosomal function when subjected to chronic oxidative stress. Invest Ophthalmol Vis Sci. 2008 Sep;49(9):3961-9. doi: 10.1167/iovs.08-1915. Epub 2008 May 9. PMID: 18469195; PMCID: PMC3601374. 13: Muleke CI, Ruofeng Y, Lixin X, Yanming S, Xiangrui L. Characterization of HC58cDNA, a putative cysteine protease from the parasite Haemonchus contortus. J Vet Sci. 2006 Sep;7(3):249-55. doi: 10.4142/jvs.2006.7.3.249. Erratum in: J Vet Sci. 2006 Dec;7(4):405. PMID: 16871019; PMCID: PMC3242124. 14: Vasiljeva O, Dolinar M, Turk V, Turk B. Recombinant human cathepsin H lacking the mini chain is an endopeptidase. Biochemistry. 2003 Nov 25;42(46):13522-8. doi: 10.1021/bi035355k. PMID: 14621998.