Leupeptin

Names

[ Name ]:
Leupeptin

[Synonym ]:
l-valeramide
acetyl-Leu-Leu-Arg-al
6-O-D-Glucopyranosyl-D-glucopyranose
Ac-Leu-Leu-Arg-aldehyde . sulfate
6-O-B-D-GLUCOPYRANOSYL-D-GLUCOPYRANOSE
Gentibiose
Ac-Leu-Leu-Arg-H
N-acetyl-Leu-Leu-argininal
AC-LEU-LEU-ARGINAL 1/2H2SO4 H2O

Biological Activity

[Description]:

Leupeptin is a broad-spectrum, membrane-permeable protease inhibitor. Leupeptin potently inhibits serine, cysteine and threonine proteases. Leupeptin inhibits Mpro (the main protease of SARS-CoV-2) and also has anti-inflammatory activity[1][2][3].

[Related Catalog]:

Signaling Pathways >> Metabolic Enzyme/Protease >> Ser/Thr Protease

Research Areas >> Infection

Research Areas >> Inflammation/Immunology

Signaling Pathways >> Metabolic Enzyme/Protease >> Cathepsin

[Target]

Cathepsin B, Cathepsin H, Cathepsin L, Ser/Thr Protease, Mpro[1][2][3].

[In Vitro]

Leupeptin (0.06-200 µM; 72 h) 显著抑制 Vero 细胞中 SARS-CoV-2 病毒 RNA (vRNA) 的拷贝数[1] 。Leupeptin 抑制 Vero 细胞中 SARS-CoV-2 的 RNA 水平，EC50 值为 42.34 µM[1] 。Leupeptin 对 Mpro 有一定的抑制活性，其 IC50 值为127.2 µM[1] 。Leupeptin 对人类冠状病毒 229E 株的 IC50 值为 0.4 µg/mL (约 1 µM)[1]。 RT-PCR[1] Cell Line: Vero cells Concentration: 0.06-200 µM Incubation Time: 72 h Result: Significantly decreased copy numbers of SARS-CoV-2 viral RNA (vRNA).

[In Vivo]

Leupeptin (0, 9, 18, 36 mg/kg; i.p.; single) 具有很好的动物耐受性，并在总组织提取物、溶酶体以及富含自噬体的颗粒部分以剂量依赖的方式显著诱导 LC3b-II 的增加[2]。 Animal Model: C57BL/6NCrl male mice (6-8 weeks old, 20-25 g)[1]. Dosage: 0, 9, 18, 36 mg/kg Administration: Intraperitoneal injection; single Result: Promoted the accumulation of LC3b-II in mouse liver.

[References]

[1]. Fu L, et al. Mechanism of Microbial Metabolite Leupeptin in the Treatment of COVID-19 by Traditional Chinese Medicine Herbs. mBio. 2021 Oct 26;12(5):e0222021.

[2]. Haspel J, et al. Characterization of macroautophagic flux in vivo using a leupeptin-based assay. Autophagy. 2011 Jun;7(6):629-42.

[3]. Aoyagi T, et al. Biological activities of leupeptins. J Antibiot (Tokyo). 1969 Nov;22(11):558-68.

Chemical & Physical Properties

[ Molecular Formula ]:
C₄₀H₇₈N₁₂O₁₂S

[ Molecular Weight ]:
951.18600

[ Exact Mass ]:
950.55800

[ PSA ]:
415.52000

[ LogP ]:
5.18540

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: YV4205100

CHEMICAL NAME :: Valeramide, 2-(2-acetamido-4-methylvaleramido)-N-(1-formyl-4-guan idinobutyl)-4-methyl- (S)-

CAS REGISTRY NUMBER :: 55123-66-5

LAST UPDATED :: 198910

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C20-H38-N6-O4

MOLECULAR WEIGHT :: 426.64

WISWESSER LINE NOTATION :: MUYZM3YVHMVY1Y1&1&MVYMV1&1Y1&1 S-

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 57600 mg/kg/69W-C

TOXIC EFFECTS :: Tumorigenic - neoplastic by RTECS criteria Lungs, Thorax, or Respiration - tumors Liver - tumors

REFERENCE :: GANNA2 Gann. Japanese Journal of Cancer Research. (Tokyo, Japan) V.1-75, 1907-84. For publisher information, see JJCREP. Volume(issue)/page/year: 71,913,1980

Related Compounds

The content on this webpage is sourced from various professional data sources. If you have any questions or concerns regarding the content, please feel free to contact service1@chemsrc.com.