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MedKoo Cat#: 463437 | Name: Suc-LLVY-AMC

Description:

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

Suc-LLVY-AMC is a fluorescent substrate which can be hydrolyzed by the proteasome to release free AMC and the fluorescence of which is proportional to the proteasome activity.

Chemical Structure

Suc-LLVY-AMC
Suc-LLVY-AMC
CAS#94367-21-2

Theoretical Analysis

MedKoo Cat#: 463437

Name: Suc-LLVY-AMC

CAS#: 94367-21-2

Chemical Formula: C40H53N5O10

Exact Mass: 763.3792

Molecular Weight: 763.89

Elemental Analysis: C, 62.89; H, 6.99; N, 9.17; O, 20.94

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
Suc-LLVY-AMC; Suc LLVY AMC; SucLLVYAMC; SucLLVY-AMC; Suc LLVY-AMC; Suc-LLVYAMC; Suc-LLVY AMC; Suc-Leu-Leu-Val-Tyr-AMC;
IUPAC/Chemical Name
(2S,5S,8S,11S)-2-(4-hydroxybenzyl)-8,11-diisobutyl-5-isopropyl-1-((4-methyl-2-oxo-2H-chromen-7-yl)amino)-1,4,7,10,13-pentaoxo-3,6,9,12-tetraazahexadecan-16-oic acid
InChi Key
UVFAEQZFLBGVRM-MSMWPWNWSA-N
InChi Code
InChI=1S/C40H53N5O10/c1-21(2)16-29(42-33(47)14-15-34(48)49)38(52)43-30(17-22(3)4)39(53)45-36(23(5)6)40(54)44-31(19-25-8-11-27(46)12-9-25)37(51)41-26-10-13-28-24(7)18-35(50)55-32(28)20-26/h8-13,18,20-23,29-31,36,46H,14-17,19H2,1-7H3,(H,41,51)(H,42,47)(H,43,52)(H,44,54)(H,45,53)(H,48,49)/t29-,30-,31-,36-/m0/s1
SMILES Code
OC(C=C1)=CC=C1C[C@H](NC([C@H](C(C)C)NC([C@@H](NC([C@@H](NC(CCC(O)=O)=O)CC(C)C)=O)CC(C)C)=O)=O)C(NC(C=C2)=CC3=C2C(C)=CC(O3)=O)=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
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
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

Preparing Stock Solutions

The following data is based on the product molecular weight 763.89 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
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Biomed Pharmacother. 2020 Jun;126:110035. doi: 10.1016/j.biopha.2020.110035. Epub 2020 Feb 26. PMID: 32113054. 5: Astakhova TM, Morozov AV, Erokhov PA, Mikhailovskaya MI, Akopov SB, Chupikova NI, Safarov RR, Sharova NP. Combined Effect of Bortezomib and Menadione Sodium Bisulfite on Proteasomes of Tumor Cells: The Dramatic Decrease of Bortezomib Toxicity in a Preclinical Trial. Cancers (Basel). 2018 Sep 25;10(10):351. doi: 10.3390/cancers10100351. PMID: 30257462; PMCID: PMC6209890. 6: Wu D, Shao K, Zhou Q, Sun J, Wang Z, Yan F, Liu T, Wu X, Ye B, Huang H, Zhou Y. Autophagy and Ubiquitin-Mediated Proteolytic Degradation of PML/Rarα Fusion Protein in Matrine-Induced Differentiation Sensitivity Recovery of ATRA- Resistant APL (NB4-LR1) Cells: in Vitro and in Vivo Studies. Cell Physiol Biochem. 2018;48(6):2286-2301. doi: 10.1159/000492646. Epub 2018 Aug 16. PMID: 30114705. 7: Chiu RS, Pan S, Zhao R, Gazzarrini S. ABA-dependent inhibition of the ubiquitin proteasome system during germination at high temperature in Arabidopsis. Plant J. 2016 Dec;88(5):749-761. doi: 10.1111/tpj.13293. Epub 2016 Sep 22. PMID: 27496613. 8: Zhan J, He J, Zhou Y, Wu M, Liu Y, Shang F, Zhang X. Crosstalk Between the Autophagy-Lysosome Pathway and the Ubiquitin-Proteasome Pathway in Retinal Pigment Epithelial Cells. Curr Mol Med. 2016;16(5):487-95. doi: 10.2174/1566524016666160429121606. PMID: 27132793. 9: Orlova ASh, Liupina IuV, Abaturova SB, Sharova NP. [Features of immune proteasome expression in the development of rat central nervous system]. Bioorg Khim. 2014 Nov-Dec;40(6):703-11. Russian. doi: 10.1134/s1068162014060119. PMID: 25895367. 10: Shashova EE, Lyupina YV, Glushchenko SA, Slonimskaya EM, Savenkova OV, Kulikov AM, Gornostaev NG, Kondakova IV, Sharova NP. Proteasome functioning in breast cancer: connection with clinical-pathological factors. PLoS One. 2014 Oct 17;9(10):e109933. doi: 10.1371/journal.pone.0109933. PMID: 25329802; PMCID: PMC4201529. 11: Wei D, Fang L, Tang M, Zhan CG. Fundamental reaction pathway for peptide metabolism by proteasome: insights from first-principles quantum mechanical/molecular mechanical free energy calculations. J Phys Chem B. 2013 Oct 31;117(43):13418-34. doi: 10.1021/jp405337v. Epub 2013 Oct 10. PMID: 24111489; PMCID: PMC3851579. 12: Liu B, Traini R, Killinger B, Schneider B, Moszczynska A. Overexpression of parkin in the rat nigrostriatal dopamine system protects against methamphetamine neurotoxicity. Exp Neurol. 2013 Sep;247:359-72. doi: 10.1016/j.expneurol.2013.01.001. Epub 2013 Jan 9. PMID: 23313192; PMCID: PMC4321803. 13: Lee SY, De la Mota-Peynado A, Roelofs J. Loss of Rpt5 protein interactions with the core particle and Nas2 protein causes the formation of faulty proteasomes that are inhibited by Ecm29 protein. J Biol Chem. 2011 Oct 21;286(42):36641-51. doi: 10.1074/jbc.M111.280875. Epub 2011 Aug 30. PMID: 21878651; PMCID: PMC3196109. 14: Li X, Wood TE, Sprangers R, Jansen G, Franke NE, Mao X, Wang X, Zhang Y, Verbrugge SE, Adomat H, Li ZH, Trudel S, Chen C, Religa TL, Jamal N, Messner H, Cloos J, Rose DR, Navon A, Guns E, Batey RA, Kay LE, Schimmer AD. Effect of noncompetitive proteasome inhibition on bortezomib resistance. J Natl Cancer Inst. 2010 Jul 21;102(14):1069-82. doi: 10.1093/jnci/djq198. Epub 2010 May 26. PMID: 20505154. 15: Astakhova TM, Delone GV, Lyupina YV, Abramova EB, Uryvaeva IV, Sharova NP. Changes in the Proteasome Pool during Malignant Transformation of Mouse Liver Cells. Acta Naturae. 2010 Apr;2(1):102-8. PMID: 22649635; PMCID: PMC3347545. 16: Chang TL, Ding HY, Teng KN, Fang YC. 5,6,3',4'-Tetrahydroxy-7-methoxyflavone as a novel potential proteasome inhibitor. Planta Med. 2010 Jul;76(10):987-94. doi: 10.1055/s-0029-1240899. Epub 2010 Mar 1. PMID: 20195959. 17: Chang TL. Inhibitory effect of flavonoids on 26S proteasome activity. J Agric Food Chem. 2009 Oct 28;57(20):9706-15. doi: 10.1021/jf9017492. PMID: 19795881. 18: Sixt SU, Adamzik M, Spyrka D, Saul B, Hakenbeck J, Wohlschlaeger J, Costabel U, Kloss A, Giesebrecht J, Dahlmann B, Peters J. Alveolar extracellular 20S proteasome in patients with acute respiratory distress syndrome. Am J Respir Crit Care Med. 2009 Jun 15;179(12):1098-106. doi: 10.1164/rccm.200802-199OC. Epub 2009 Mar 12. PMID: 19286628. 19: Chang TL, Ding HY, Kao YW. Role of ginsenoside Rd in inhibiting 26S proteasome activity. J Agric Food Chem. 2008 Dec 24;56(24):12011-5. doi: 10.1021/jf801427e. PMID: 19053398. 20: Lipson C, Alalouf G, Bajorek M, Rabinovich E, Atir-Lande A, Glickman M, Bar- Nun S. A proteasomal ATPase contributes to dislocation of endoplasmic reticulum- associated degradation (ERAD) substrates. J Biol Chem. 2008 Mar 14;283(11):7166-75. doi: 10.1074/jbc.M705893200. Epub 2008 Jan 3. PMID: 18174173.

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