Pepstatin
Pepstatin inhibits the aspartic protease endothiapepsin.
For research use only. We do not sell to patients.
Chemical Information
| Name | Pepstatin |
|---|---|
| Iupac Chemical Name | (3S,12S,14S,15S,18S)-14-carbamoyl-3,11-dihydroxy-4,12-diisobutyl-18-isopropyl-7,15,22-trimethyl-6,9,17,20-tetraoxo-5,8,13,19-tetraazatricosanoic acid |
| Synonyms | Pepstatin; NSC 272671; NSC-272671; NSC272671; Pepstatin A; Pepstatina; Pepstatinum; |
| Molecular Formula | C34H63N5O9 |
| Molecular Weight | 685.9 |
| Smile | C[C@@H](CC([C@H](C(C)C)NC(CC(C)C)=O)=O)[C@@H](C(N)=O)N[C@@H](CC(C)C)C(O)CC(NC(C)C(NC([C@@H](O)CC(O)=O)CC(C)C)=O)=O |
| InChiKey | RYVNEZZFCRDWAU-YOXILXBBSA-N |
| InChi | InChI=1S/C34H63N5O9/c1-17(2)11-23(37-32(33(35)47)21(9)14-27(42)31(20(7)8)39-28(43)13-19(5)6)25(40)15-29(44)36-22(10)34(48)38-24(12-18(3)4)26(41)16-30(45)46/h17-26,31-32,37,40-41H,11-16H2,1-10H3,(H2,35,47)(H,36,44)(H,38,48)(H,39,43)(H,45,46)/t21-,22?,23-,24?,25?,26-,31-,32-/m0/s1 |
| CAS Number | 26305-03-3 |
| Related CAS |
Ordering Information
| Packaging | Price | Availability | Purity | Shipping Time |
|---|---|---|---|---|
| Bulk | Enquiry | Enquiry | Enquiry |
| Formulation | Solid powder |
|---|---|
| Purity | 98% Min. |
| Storage | 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 |
| Handling | |
| 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. |
| HS Code |
| Targets | |
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| Mechanism | |
| Cell study | |
| Animal study | |
| Clinical study |
1: Garcia-Ac A, Duy SV, Sauvé S, Moldovan F, Roullin VG, Banquy X. Quantification of peptides in human synovial fluid using liquid chromatography-tandem mass spectrometry. Talanta. 2018 Aug 15;186:124-132. doi: 10.1016/j.talanta.2018.03.105. Epub 2018 Apr 6. PubMed PMID: 29784339.
2: Díaz ME, Rocha GF, Kise F, Rosso AM, Guevara MG, Parisi MG. Antimicrobial activity of an aspartic protease from Salpichroa origanifolia fruits. Lett Appl Microbiol. 2018 May 8. doi: 10.1111/lam.13006. [Epub ahead of print] PubMed PMID: 29740840.
3: Katsuyama Y, Taira N, Yoshioka M, Okano Y, Masaki H. 3-O-Glyceryl-2-O-hexyl Ascorbate Suppresses Melanogenesis through Activation of the Autophagy System. Biol Pharm Bull. 2018;41(5):824-827. doi: 10.1248/bpb.b17-01042. PubMed PMID: 29709921.
4: Nakagawa S, Ueno T, Manabe T, Kawasaki K Kawasaki. Imidazolines increase the levels of the autophagosomal marker LC3-II in macrophage-like RAW264.7 cells. Can J Physiol Pharmacol. 2018 Apr 10. doi: 10.1139/cjpp-2018-0021. [Epub ahead of print] PubMed PMID: 29633624.
5: Xiao SJ, Zhu XC, Deng H, Zhou WP, Yang WY, Yuan LK, Zhang JY, Tian S, Xu L, Zhang L, Xia HM. Gene expression profiling coupled with Connectivity Map database mining reveals potential therapeutic drugs for Hirschsprung disease. J Pediatr Surg. 2018 Mar 4. pii: S0022-3468(18)30145-3. doi: 10.1016/j.jpedsurg.2018.02.060. [Epub ahead of print] PubMed PMID: 29605259.
6: Sun Y, Liu MM, Lei XY, Yu XJ. SFTS phlebovirus promotes LC3-II accumulation and nonstructural protein of SFTS phlebovirus co-localizes with autophagy proteins. Sci Rep. 2018 Mar 27;8(1):5287. doi: 10.1038/s41598-018-23610-0. PubMed PMID: 29588492; PubMed Central PMCID: PMC5869591.
7: Białkowska AM, Krysiak J, Florczak T, Szulczewska KM, Wanarska M, Turkiewicz M. The psychrotrophic yeast Sporobolomyces roseus LOCK 1119 as a source of a highly active aspartic protease for the in vitro production of antioxidant peptides. Biotechnol Appl Biochem. 2018 Mar 23. doi: 10.1002/bab.1656. [Epub ahead of print] PubMed PMID: 29569743.
8: Campbell GR, Bruckman RS, Herns SD, Joshi S, Durden DL, Spector SA. Induction of autophagy by PI3K/MTOR and PI3K/MTOR/BRD4 inhibitors suppresses HIV-1 replication. J Biol Chem. 2018 Apr 20;293(16):5808-5820. doi: 10.1074/jbc.RA118.002353. Epub 2018 Feb 23. PubMed PMID: 29475942; PubMed Central PMCID: PMC5912471.
9: Liao D, Li T, Ye C, Zeng L, Li H, Pu X, Ding C, He Z, Huang GL. miR-221 inhibits autophagy and targets TP53INP1 in colorectal cancer cells. Exp Ther Med. 2018 Feb;15(2):1712-1717. doi: 10.3892/etm.2017.5522. Epub 2017 Nov 16. PubMed PMID: 29434757; PubMed Central PMCID: PMC5774445.
10: Santos ALS, Matteoli FP, Sangenito LS, Branquinha MH, Cotrim BA, Resende GO. Asymmetric peptidomimetics containing L-tartaric acid core inhibit the aspartyl peptidase activity and growth of Leishmania amazonensis promastigotes. Acta Parasitol. 2018 Mar 26;63(1):114-124. doi: 10.1515/ap-2018-0013. PubMed PMID: 29351078.
11: Arodola OA, Soliman ME. Hybrid 2D/3D-quantitative structure-activity relationship and modeling studies perspectives of pepstatin A analogs as cathepsin D inhibitors. Future Med Chem. 2018 Jan;10(1):5-26. doi: 10.4155/fmc-2017-0077. Epub 2017 Dec 13. PubMed PMID: 29235371.
12: Ha YJ, Kim SW, Lee CW, Bae CH, Yeo JH, Kim IS, Gal SW, Hur J, Jung HK, Kim MJ, Bang WY. Anti-Salmonella Activity Modulation of Mastoparan V1-A Wasp Venom Toxin-Using Protease Inhibitors, and Its Efficient Production via an Escherichia coli Secretion System. Toxins (Basel). 2017 Oct 13;9(10). pii: E321. doi: 10.3390/toxins9100321. PubMed PMID: 29027924; PubMed Central PMCID: PMC5666368.
13: Bomfim L, Vieira P, Fonseca A, Ramos I. Eggshell ultrastructure and delivery of pharmacological inhibitors to the early embryo of R. prolixus by ethanol permeabilization of the extraembryonic layers. PLoS One. 2017 Sep 29;12(9):e0185770. doi: 10.1371/journal.pone.0185770. eCollection 2017. PubMed PMID: 28961275; PubMed Central PMCID: PMC5621698.
14: Valle RS, Ramos LS, Reis VJ, Ziccardi M, Dornelas-Ribeiro M, Sodré CL, Branquinha MH, Santos ALS. Trichosporon asahii secretes a 30-kDa aspartic peptidase. Microbiol Res. 2017 Dec;205:66-72. doi: 10.1016/j.micres.2017.08.015. Epub 2017 Sep 7. PubMed PMID: 28942846.
15: Van der Gucht W, Leemans A, De Schryver M, Heykers A, Caljon G, Maes L, Cos P, Delputte PL. Respiratory syncytial virus (RSV) entry is inhibited by serine protease inhibitor AEBSF when present during an early stage of infection. Virol J. 2017 Aug 17;14(1):157. doi: 10.1186/s12985-017-0824-3. PubMed PMID: 28818113; PubMed Central PMCID: PMC5561636.
16: Lee BS, Devor DC, Hamilton KL. Modulation of Retrograde Trafficking of KCa3.1 in a Polarized Epithelium. Front Physiol. 2017 Jul 18;8:489. doi: 10.3389/fphys.2017.00489. eCollection 2017. PubMed PMID: 28769813; PubMed Central PMCID: PMC5513911.
17: Pilon FM, Silva CDR, Visôtto LE, Barros RA, da Silva Júnior NR, Campos WG, de Almeida Oliveira MG. Purification and characterization of trypsin produced by gut bacteria from Anticarsia gemmatalis. Arch Insect Biochem Physiol. 2017 Oct;96(2). doi: 10.1002/arch.21407. Epub 2017 Aug 1. PubMed PMID: 28762531.
18: Wilkinson MC, Nightingale DJH, Harrison RA, Wagstaff SC. Isolation and characterization of renin-like aspartic-proteases from Echis ocellatus venom. Toxicon. 2017 Oct;137:92-94. doi: 10.1016/j.toxicon.2017.07.008. Epub 2017 Jul 19. PubMed PMID: 28734982.
19: Lim A, Doyle BL, Kelly GM, Reed-Bogan AM, Breen LH, Shamlou PA, Lambooy PK. Characterization of a cathepsin D protease from CHO cell-free medium and mitigation of its impact on the stability of a recombinant therapeutic protein. Biotechnol Prog. 2018 Jan;34(1):120-129. doi: 10.1002/btpr.2530. Epub 2017 Aug 9. PubMed PMID: 28726323.
20: Song XB, Liu G, Liu F, Yan ZG, Wang ZY, Liu ZP, Wang L. Autophagy blockade and lysosomal membrane permeabilization contribute to lead-induced nephrotoxicity in primary rat proximal tubular cells. Cell Death Dis. 2017 Jun 8;8(6):e2863. doi: 10.1038/cddis.2017.262. PubMed PMID: 28594408; PubMed Central PMCID: PMC5520918.
Chemical Structure
