Leupeptin - EnzymoPure™, 10mM in DMSO , CAS No.103476-89-7

CAS: 103476-89-7 Cat. No.: L420424 Molecular Weight: 475.59 EC Number: 600-443-5 PubChem CID: 2733491

GRADE & PURITY EnzymoPure™, 10mM in DMSO

Synonyms

Leupeptin hemisulfate|103476-89-7|Leupeptin hemisulfate anhydrous|UNII-05V9Y5208M|05V9Y5208M|L-Leucinamide, N-acetyl-L-leucyl-N-((1S)-4-((aminoiminomethyl)amino)-1-formylbutyl)-, sulfate (2:1)|Leupeptin hemisulfate salt|(2S)-2-acetamido-N-[(2S)-1-[[(2S)-5

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

A reversible inhibitor of cysteine proteases and serine proteases resembling trypsin Reversible inhibitor Ultra pure grade Inhibits trypsin, plasmin, papain, kallikrein, thrombin and cathepsin A and B.

Specifications

Synonyms

Leupeptin hemisulfate | 103476-89-7 | Leupeptin hemisulfate anhydrous | UNII-05V9Y5208M | 05V9Y5208M | L-Leucinamide, N-acetyl-L-leucyl-N-((1S)-4-((aminoiminomethyl)amino)-1-formylbutyl)-, sulfate (2:1) | Leupeptin hemisulfate salt | (2S)-2-acetamido-N-[(2S)-1-[[(2S)-5

Specifications & Purity

EnzymoPure™, 10mM in DMSO

Biochemical and Physiological Mechanisms

Reversible, competitive serine/cysteine protease inhibitor. Inhibits cathepsins B, H, L and S, calpain and trypsin. Orally active. Antioxidant and anti-inflammatory agent. Active in vivo and in vitro .

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

EnzymoPure™

Names and Identifiers

• Canonical Smiles: CC(C)CC(C(=O)NC(CC(C)C)C(=O)NC(CCCN=C(N)N)C=O)NC(=O)C.CC(C)CC(C(=O)NC(CC(C)C)C(=O)NC(CCCN=C(N)N)C=O)NC(=O)C.OS(=O)(=O)O
• IUPAC Name: (2S)-2-acetamido-N-[(2S)-1-[[(2S)-5-(diaminomethylideneamino)-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]-4-methylpentanamide;sulfuric acid
• InChIKey: CIPMKIHUGVGQTG-VFFZMTJFSA-N
• INCHI: 1S/2C20H38N6O4.H2O4S/c2*1-12(2)9-16(24-14(5)28)19(30)26-17(10-13(3)4)18(29)25-15(11-27)7-6-8-23-20(21)22;1-5(2,3)4/h2*11-13,15-17H,6-10H2,1-5H3,(H,24,28)(H,25,29)(H,26,30)(H4,21,22,23);(H2,1,2,3,4)/t2*15-,16-,17-;/m00./s1
• Isomeric SMILES: CC(C)C[C@@H](C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCN=C(N)N)C=O)NC(=O)C.CC(C)C[C@@H](C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCN=C(N)N)C=O)NC(=O)C.OS(=O)(=O)O
• PubChem CID: 2733491
• Molecular Weight: 475.59

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Peptides
          • Level6 Dipeptides

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Peptides
• Direct Parent: Dipeptides
• Alternative Parents: Leucine and derivatives N-acyl-alpha amino acids and derivatives Alpha amino acid amides Organic sulfuric acids N-acyl amines Acetamides Secondary carboxylic acid amides Guanidines Propargyl-type 1,3-dipolar organic compounds Carboximidamides Organopnictogen compounds Organic oxides Hydrocarbon derivatives Aldehydes
• Molecular Framework: Not available
• Substituents: Alpha-dipeptide - Leucine or derivatives - N-acyl-alpha amino acid or derivatives - Alpha-amino acid amide - N-substituted-alpha-amino acid - Alpha-amino acid or derivatives - Sulfuric acid - Fatty amide - Fatty acyl - N-acyl-amine - Acetamide - Organic sulfuric acid or derivatives - Carboxamide group - Guanidine - Secondary carboxylic acid amide - Carboximidamide - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Aldehyde - Organonitrogen compound - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Carbonyl group - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 951.200 g/mol
• Hydrogen Bond Donor Count: 12
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 28
• Exact Mass: 950.558 Da
• Monoisotopic Mass: 950.558 Da
• Topological Polar Surface Area: 421.000 Ų
• Heavy Atom Count: 65
• Formal Charge: 0
• Complexity: 683.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 6
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 3

XLogP3

References

1. Jing Jin, Qiao‑Yun Hu, Wen‑Wen Xu, Wen‑Jia Zhu, Bei Liu, Jing Liu, Wei Wang, Hui‑Fang Zhou.  (2019)  Tanshinone IIA attenuates estradiol‑induced polycystic ovarian syndrome in mice by ameliorating FSHR expression in the ovary.  Experimental and Therapeutic Medicine,  17  (5): (3501-3508).  [PMID:30988730] [10.3892/etm.2019.7352]

2. Yunhua Zhang, Jinyun Ji, Xiao Zhao, Ruoheng Jin, Jianhong Li, Hu Wan.  (2017)  Expression, purification and enzymatic properties of a β-N-acetylhexosaminidase from brown planthopper, Nilaparvata lugens.  JOURNAL OF ASIA-PACIFIC ENTOMOLOGY,      [PMID:] [10.1016/j.aspen.2017.10.005]

3. Rongrong He, Ziwei Lv, Yinan Li, Shuchao Ren, Jiaqi Cao, Jun Zhu, Xinrong Zhang, Huimin Wu, Lihao Wan, Ji Tang, Shutong Xu, Xiao-Lin Chen, Zhipeng Zhou.  (2024)  tRNA-m1A methylation controls the infection of Magnaporthe oryzae by supporting ergosterol biosynthesis.  DEVELOPMENTAL CELL,      [PMID:39191251] [10.1016/j.devcel.2024.08.002]

4. Bangbang Li, Yanchen Wang, Pengzhao Chang, Hao Chen, Yangang Zhu, Nanxin Zhao, Zhimou Yang, Jingjing Li.  (2025)  In situ enzyme instructed peptide assembly favoring a three-target sequentially responsive fluorescence probe for the early identification of atherosclerotic plaque in vivo.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.167162]