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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:
Molecular Weight:
512.56
Beilstein:
873543
EC Number:
UNSPSC Code:
12352202
PubChem Substance ID:
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)

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The effect of low-molecular-weight inhibitors on the growth in vitro of a human pancreatic adenocarcinoma cell line.
A G Grant et al.
Biochemical Society transactions, 9(1), 134-134 (1981-02-01)
L Chen et al.
Archives of microbiology, 153(1), 90-94 (1989-01-01)
The effect of the removal of signal peptides after cleavage of precursor molecules by the signal peptidase I was examined in an in vitro translocation system with Escherichia coli membrane vesicles. The translocation of periplasmic alkaline phosphatase precursors was significantly
D J Rigby et al.
Biochimica et biophysica acta, 661(2), 315-322 (1981-10-13)
The pyrimidine-3 gene of Neurospora crassa codes for a bifunctional enzyme catalysing the first two steps of the pyrimidine biosynthetic pathway. Difficulties have been experienced in purification due to the lability of the enzyme. The enzyme loses carbamoyl-phosphate synthetase (carbon-dioxide:
K Marossy et al.
Biochimica et biophysica acta, 615(1), 237-245 (1980-09-09)
The extracts of granules isolated from bovine granulocytes show elastase- and chymotrypsin-like activities, as detected with specific synthetic substrates. Extraction of these enzymes depends upon salt concentration. In the course of the present studies a 21-fold purification of the elastase-like
M K Marschütz et al.
Biomaterials, 21(14), 1499-1507 (2000-06-29)
A drug-carrier matrix has been developed which protects embedded insulin from degradation by the luminally secreted serine-proteases trypsin (EC 3.4.21.4), chymotrypsin (EC 3.4.21.1) and elastase (EC 3.4.21.36) in vitro. Increasing amounts of the Bowman-Birk inhibitor (BBI) and elastatinal, respectively, were

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