Estatin A

Estatin A

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Category Enzyme inhibitors
Catalog number BBF-00874
CAS
Molecular Weight 391.42
Molecular Formula C18H25N5O5

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Description

Estatin A is a thiol protease inhibitor produced by Mycellophthora thermophila M4323. It has strong inhibitory activity of papain, fig protease and bromelain, but does not inhibit chymotrypsin, trypsin and pepsin.

Specification

Synonyms Oxiranecarboxylic acid, 3-(((2-((4-((aminoiminomethyl)amino)butyl)amino)-2-oxo-1-(phenylmethyl)ethyl)amino)carbonyl)-
IUPAC Name 3-[[(2S)-1-[4-(diaminomethylideneamino)butylamino]-1-oxo-3-phenylpropan-2-yl]carbamoyl]oxirane-2-carboxylic acid
Canonical SMILES C1=CC=C(C=C1)CC(C(=O)NCCCCN=C(N)N)NC(=O)C2C(O2)C(=O)O
InChI InChI=1S/C18H25N5O5/c19-18(20)22-9-5-4-8-21-15(24)12(10-11-6-2-1-3-7-11)23-16(25)13-14(28-13)17(26)27/h1-3,6-7,12-14H,4-5,8-10H2,(H,21,24)(H,23,25)(H,26,27)(H4,19,20,22)/t12-,13?,14?/m0/s1
InChI Key CDANUSUTFSNLOG-HSBZDZAISA-N

Properties

Melting Point 223-225°C(dec.)
Density 1.45 g/cm3

Reference Reading

1. [New alternatives for the treatment of antiphospholipid syndrome. A literature review]
Sebastián Ibáñez, Mirentxu Iruretagoyena, Miguel A Gutiérrez Rev Med Chil. 2013 Aug;141(8):1041-8. doi: 10.4067/S0034-98872013000800011.
For years the mainstay of antiphospholipid syndrome treatment has been anticoagulation and antiplatelet therapy, but the autoimmune nature of the disease, and complications of these therapies, created the need to develop new therapeutic strategies. New therapeutic alternatives inhibit at different levels, the cascade of events leading to the pro-thrombotic state characteristic of the antiphospholipid syndrome. We conducted a literature review of these new treatments, focusing on the pathophysiological bases that support them and their possible clinical applications.
2. Isolation and characterization of new thiol protease inhibitors estatins A and B
S Yaginuma, A Asahi, A Morishita, M Hayashi, M Tsujino, M Takada J Antibiot (Tokyo). 1989 Sep;42(9):1362-9. doi: 10.7164/antibiotics.42.1362.
New thiol protease inhibitors, estatins A and B, were isolated from the culture filtrate of Myceliophthora thermophila M4323. The basic, water-soluble inhibitors were characterized as having an agmatine, trans-epoxysuccinic acid and L-phenylalanine or L-tyrosine moieties in the structure. The molecular formulas C18H25N5O5 and C18H25N5O6 for A and B were indicated by elemental analysis and fast atom bombardment MS. Estatins were specific inhibitors against thiol proteases such as papain, ficin and bromelain. They suppressed IgE antibody production in mice, but not IgG.

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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