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E0881

Sigma-Aldrich

Elastatinal

powder

Synonym(s):

(2S)-2-[(4S)-2-Amino-1,4,5,6-tetrahydro4-pyrimidinyl]-N-[[[(1S)-1-carboxy-3-methylbutyl]amino]carbonyl]glycyl-N1-[(1S)-1-methyl-2-oxoethyl-L-glutamamide

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About This Item

Empirical Formula (Hill Notation):
C21H36N8O7
CAS Number:
51798-45-9
Molecular Weight:
512.56
Beilstein:
873543
EC Number:
257-426-7
UNSPSC Code:
12352202
PubChem Substance ID:
24894375
NACRES:
NA.77

product name

Elastatinal, microbial

biological source

microbial

form

powder

solubility

water: 20 mg/mL, clear, faintly yellow to yellow

storage temp.

−20°C

SMILES string

[H]C(=O)[C@H](C)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H](NC(=O)N[C@@H](CC(C)C)C(O)=O)[C@]1([H])CCNC(=N)N1

InChI

1S/C21H36N8O7/c1-10(2)8-14(19(34)35)28-21(36)29-16(12-6-7-24-20(23)27-12)18(33)26-13(4-5-15(22)31)17(32)25-11(3)9-30/h9-14,16H,4-8H2,1-3H3,(H2,22,31)(H,25,32)(H,26,33)(H,34,35)(H3,23,24,27)(H2,28,29,36)/t11-,12-,13-,14-,16-/m0/s1

InChI key

IJWCGVPEDDQUDE-YGJAXBLXSA-N

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Biochem/physiol Actions

Potent, irreversible elastase inhibitor. Elastatinal is a much stronger inhibitor of elastase from pancreas than from leucocytes.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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E-64 protease inhibitor

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E3132

E-64

P Paul et al.
Carcinogenesis, 2(4), 255-259 (1981-01-01)
Microbial protease inhibitors elastatinal and leupeptin were tested for cytotoxicity and for effects on spontaneous and u.v.-induced 6-thioguanine-resistant (6TGr) mutation and sister-chromatid exchange (SCE) in V79 Chinese hamster cells. Continuous treatment with elastatinal exhibited marked cytotoxicity, while leupeptin was almost
T Yagi et al.
Cancer letters, 10(4), 301-307 (1980-10-01)
Effects of elastatinal, a protease inhibitor, on DNA repair and its cytotoxicity were investigated in normal human, xeroderma pigmentosum and Chinese hamster V79 cells. There were no effects of elastatinal on DNA repair and UV-induced sister chromatid exchanges, and all
Valentina Grano et al.
Biotechnology progress, 20(3), 968-974 (2004-06-05)
The inhibitory power of three different active Nylon membranes, separately loaded with three different protease inhibitors, was studied with the aim of reducing the increased elastase concentration occurring during hemodialysis or extracorporeal blood circulation in patients undergoing cardiopulmonary bypass. Chemical
R L Stein et al.
Experientia, 41(5), 638-640 (1985-05-15)
Human leukocyte elastase can be proteolytically inactivated by bovine pancreatic trypsin. Neither porcine pancreatic elastase nor bovine pancreatic chymotrypsin causes inactivation of leukocyte elastase, nor are trypsin, pancreatic elastase, or chymotrypsin themselves susceptible to proteolysis. The trypsin-catalyzed inactivation of leukocyte
M M Hardy et al.
The Journal of biological chemistry, 269(28), 18535-18540 (1994-07-15)
In this study, we evaluated the ability of low molecular weight manganese-based superoxide dismutase mimetics to attenuate neutrophil-mediated oxygen radical damage to human aortic endothelial cells in vitro. Human neutrophils, when exposed to tumor necrosis factor-alpha and the complement compound
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